N-CSRS 1 tm2114706d1_ncsrs.htm N-CSRS

 

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

 

FORM N-CSR

 

CERTIFIED SHAREHOLDER REPORT

OF

REGISTERED MANAGEMENT INVESTMENT COMPANIES

 

Investment Company Act file number: 811-04098

 

Name of Registrant: Vanguard Chester Funds
   
Address of Registrant: P.O. Box 2600
  Valley Forge, PA 19482

 

Name and address of agent for service: Anne E. Robinson, Esquire
  P.O. Box 876
  Valley Forge, PA 19482

 

Registrant’s telephone number, including area code: (610) 669-1000

 

Date of fiscal year end: September 30

 

Date of reporting period: October 1, 2020—March 31, 2021

 

 

 

 

Item 1: Reports to Shareholders

 

 

 

 

 

 

 

 
 
Semiannual Report | March 31, 2021
 
 
Vanguard PRIMECAP Fund
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 

  

 

 

 

Contents

   
About Your Fund’s Expenses 1
   
Financial Statements 4
   
Liquidity Risk Management 17

 

 

About Your Fund’s Expenses

 

 

As a shareholder of the fund, you incur ongoing costs, which include costs for portfolio management, administrative services, and shareholder reports (like this one), among others. Operating expenses, which are deducted from a fund’s gross income, directly reduce the investment return of the fund.

 

A fund’s expenses are expressed as a percentage of its average net assets. This figure is known as the expense ratio. The following examples are intended to help you understand the ongoing costs (in dollars) of investing in your fund and to compare these costs with those of other mutual funds. The examples are based on an investment of $1,000 made at the beginning of the period shown and held for the entire period.

 

The accompanying table illustrates your fund’s costs in two ways:

 

     Based on actual fund return. This section helps you to estimate the actual expenses that you paid over the period. The “Ending Account Value” shown is derived from the fund‘s actual return, and the third column shows the dollar amount that would have been paid by an investor who started with $1,000 in the fund. You may use the information here, together with the amount you invested, to estimate the expenses that you paid over the period.

 

To do so, simply divide your account value by $1,000 (for example, an $8,600 account value divided by $1,000 = 8.6), then multiply the result by the number given for your fund under the heading “Expenses Paid During Period.”

 

      Based on hypothetical 5% yearly return. This section is intended to help you compare your fund‘s costs with those of other mutual funds. It assumes that the fund had a yearly return of 5% before expenses, but that the expense ratio is unchanged. In this case—because the return used is not the fund’s actual return—the results do not apply to your investment. The example is useful in making comparisons because the Securities and Exchange Commission requires all mutual funds to calculate expenses based on a 5% return. You can assess your fund’s costs by comparing this hypothetical example with the hypothetical examples that appear in shareholder reports of other funds.

 

Note that the expenses shown in the table are meant to highlight and help you compare ongoing costs only and do not reflect transaction costs incurred by the fund for buying and selling securities. Further, the expenses do not include any purchase, redemption, or account service fees described in the fund prospectus. If such fees were applied to your account, your costs would be higher. Your fund does not carry a “sales load.”

 

The calculations assume no shares were bought or sold during the period. Your actual costs may have been higher or lower, depending on the amount of your investment and the timing of any purchases or redemptions.

 

You can find more information about the fund’s expenses, including annual expense ratios, in the Financial Statements section of this report. For additional information on operating expenses and other shareholder costs, please refer to your fund’s current prospectus. 

1 

 

Six Months Ended March 31, 2021

 

  Beginning Ending Expenses
  Account Value Account Value Paid During
PRIMECAP Fund 9/30/2020 3/31/2021 Period
Based on Actual Fund Return      
Investor Shares $1,000.00 $1,256.52 $2.14
Admiral™ Shares 1,000.00 1,256.92 1.74
Based on Hypothetical 5% Yearly Return      
Investor Shares $1,000.00 $1,023.04 $1.92
Admiral Shares 1,000.00 1,023.39 1.56

The calculations are based on expenses incurred in the most recent six-month period. The fund’s annualized six-month expense ratios for that period are 0.38% for Investor Shares and 0.31% for Admiral Shares. The dollar amounts shown as “Expenses Paid” are equal to the annualized expense ratio multiplied by the average account value over the period, multiplied by the number of days in the most recent six-month period, then divided by the number of days in the most recent 12-month period (182/365).

2 

 

PRIMECAP Fund

 

 

Fund Allocation

As of March 31, 2021

 

Communication Services   7.2
Consumer Discretionary   13.8 
Consumer Staples   0.2 
Energy   1.3 
Financials   7.9 
Health Care   23.9 
Industrials   15.9 
Information Technology   28.7 
Materials   1.1 
Real Estate   0.0 
The table reflects the fund’s investments, except for short-term investments. Sector categories are based on the Global Industry Classification Standard ("GICS"), except for the "Other" category (if applicable), which includes securities that have not been provided a GICS classification as of the effective reporting period.

 

 

 

 

 

 

The Global Industry Classification Standard (“GICS”) was developed by and is the exclusive property and a service mark of MSCI Inc. (“MSCI”) and Standard and Poor’s, a division of McGraw-Hill Companies, Inc. (“S&P”), and is licensed for use by Vanguard. Neither MSCI, S&P nor any third party involved in making or compiling the GICS or any GICS classification makes any express or implied warranties or representations with respect to such standard or classification (or the results to be obtained by the use thereof), and all such parties hereby expressly disclaim all warranties of originality, accuracy, completeness, merchantability or fitness for a particular purpose with respect to any such standard or classification. Without limiting any of the foregoing, in no event shall MSCI, S&P, any of its affiliates or any third party involved in making or compiling the GICS or any GICS classification have any liability for any direct, indirect, special, punitive, consequential or any other damages (including lost profits) even if notified of the possibility of such damages.  

3 

 

PRIMECAP Fund

 

 

Financial Statements (unaudited)

 

 

Schedule of Investments 

As of March 31, 2021

 

The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.

 

         Market 
         Value 
      Shares    ($000)
Common Stocks (98.4%)          
Communication Services (7.0%)          
* Alphabet Inc. Class A   801,937    1,654,011 
* Baidu Inc. ADR   5,235,778    1,139,043 
* Alphabet Inc. Class C   453,311    937,733 
* Walt Disney Co.   2,916,025    538,065 
  Activision Blizzard Inc.   4,137,135    384,754 
* Facebook Inc. Class A   667,400    196,569 
* Charter Communications Inc. Class A   246,800    152,281 
* Take-Two Interactive Software Inc.   325,000    57,427 
* Live Nation Entertainment Inc.   550,340    46,586 
* T-Mobile US Inc.   360,800    45,205 
  Comcast Corp. Class A   487,369    26,372 
* Altice USA Inc. Class A   703,700    22,891 
  Electronic Arts Inc.   5,700    772 
           5,201,709 
Consumer Discretionary (13.6%)          
* Alibaba Group Holding Ltd. ADR   8,809,776    1,997,441 
* Tesla Inc.   2,437,790    1,628,273 
  Sony Corp. ADR   14,932,632    1,583,008 
  Ross Stores Inc.   7,941,200    952,229 
* Amazon.com Inc.   257,460    796,602 
1 Whirlpool Corp.   3,381,572    745,129 
  TJX Cos. Inc.   8,663,900    573,117 
*,1 Mattel Inc.   27,518,338    548,165 
* L Brands Inc.   5,560,114    343,949 
* Carnival Corp.   6,154,065    163,329 
* Royal Caribbean Cruises Ltd.   1,817,947    155,634 
* Marriott International Inc. Class A   556,710    82,454 
  eBay Inc.   1,320,000    80,837 
* Burlington Stores Inc.   248,000    74,102 
* Dollar Tree Inc.   637,000    72,911 
  Restaurant Brands International Inc.   808,900    52,578 
* Hilton Worldwide Holdings Inc.    423,766     51,242 
* Las Vegas Sands Corp.   712,300    43,279 
  McDonald’s Corp.   191,800    42,990 
  Lowe’s Cos. Inc.   220,000    41,840 
  MGM Resorts International   553,400    21,024 
* Ulta Beauty Inc.   21,000    6,493 
* O’Reilly Automotive Inc.   11,000    5,580 
* AutoZone Inc.   2,750    3,862 
           10,066,068 
Consumer Staples (0.2%)          
  Sysco Corp.   819,400    64,519 
  Altria Group Inc.   621,700    31,806 
  Mowi ASA   418,000    10,382 
  Constellation Brands Inc. Class A   25,700    5,860 
  Philip Morris International Inc.   43,300    3,842 
           116,409 
Energy (1.2%)          
  Hess Corp.   5,853,900    414,222 
  Pioneer Natural Resources Co.   2,098,800   333,331 
  EOG Resources Inc.   1,790,800    129,887 
* Transocean Ltd.   11,863,773    42,116 
  Schlumberger Ltd.   75,200    2,045 
           921,601 
Financials (7.8%)          
  JPMorgan Chase & Co.   7,930,175    1,207,211 
  Wells Fargo & Co.   29,723,527    1,161,298 
  Charles Schwab Corp.   17,035,216    1,110,355 
  Bank of America Corp.   23,008,632    890,204 
  Marsh & McLennan Cos. Inc.   5,044,515    614,422 
  US Bancorp   3,717,300    205,604 
  Citigroup Inc.   2,047,300    148,941 
  Raymond James Financial Inc.   1,052,926    129,047 
  Progressive Corp.   924,000    88,344 
  CME Group Inc.   275,068    56,177 

4 

 

PRIMECAP Fund

 

         Market 
         Value 
      Shares    ($000)
  Goldman Sachs Group Inc.   152,000    49,704 
  Morgan Stanley   625,000    48,537 
  Discover Financial Services   206,125    19,580 
           5,729,424 
Health Care (23.5%)          
  Eli Lilly and Co.   19,591,408    3,660,067 
*,1 Biogen Inc.   9,337,199    2,612,081 
  Amgen Inc.   9,734,355    2,422,005 
^ AstraZeneca plc ADR   26,998,268    1,342,354 
  Thermo Fisher Scientific Inc.   2,559,629    1,168,164 
* Boston Scientific Corp.   28,787,944    1,112,654 
  Novartis AG ADR   11,878,025    1,015,334 
  Roche Holding AG   1,911,013    619,060 
  Bristol-Myers Squibb Co.   8,855,513    559,049 
* BioMarin Pharmaceutical Inc.   6,232,239    470,596 
  Abbott Laboratories   3,477,895    416,791 
* Elanco Animal Health Inc.   14,028,019    413,125 
* BeiGene Ltd. ADR   1,122,440    390,699 
  Zimmer Biomet Holdings Inc.   1,435,930    229,864 
  Medtronic plc   1,718,000    202,947 
  CVS Health Corp.   2,410,000    181,304 
  Agilent Technologies Inc.   822,516    104,575 
  Stryker Corp.   389,200    94,801 
* IQVIA Holdings Inc.   442,224    85,411 
2 Siemens Healthineers AG   1,247,642    67,625 
* Edwards Lifesciences Corp.   607,500    50,811 
  Sanofi ADR   969,000    47,927 
  Merck & Co. Inc.   600,000    46,254 
* Alcon Inc.   433,987    30,457 
  GlaxoSmithKline plc ADR   548,000    19,558 
* Waters Corp.   27,030    7,681 
  UnitedHealth Group Inc.   5,735    2,134 
           17,373,328 
Industrials (15.7%)          
  FedEx Corp.   9,058,006    2,572,836 
* Southwest Airlines Co.   28,621,180    1,747,609 
  Siemens AG   8,752,217    1,438,096 
* United Airlines Holdings Inc.   13,405,803    771,370 
* Airbus SE   5,837,016    662,021 
  Caterpillar Inc.   2,720,968    630,911 
  Union Pacific Corp.   2,734,800    602,777 
*,^ American Airlines Group Inc.   21,847,513    522,156 
* Delta Air Lines Inc.   9,562,500    461,678 
  United Parcel Service Inc. Class B   1,952,970    331,985 
* Alaska Air Group Inc.   4,278,000    296,080 
  Textron Inc.   3,708,000    207,945 
* TransDigm Group Inc.   343,916    202,195 
  Deere & Co.   400,000    149,656 
  Carrier Global Corp.   3,261,300    137,692 
  CSX Corp.   1,309,000    126,214 
  AMETEK Inc.   864,750    110,455 
  General Dynamics Corp.   549,330    99,736 
* Lyft Inc. Class A   1,501,900    94,890 
  Otis Worldwide Corp.   1,334,100    91,319 
  Raytheon Technologies Corp.   945,000    73,020 
  Honeywell International Inc.   240,000    52,097 
  L3Harris Technologies Inc.   240,000    48,643 
  Rockwell Automation Inc.   178,000    47,248 
  Pentair plc   586,000    36,520 
* Ryanair Holdings plc ADR   250,000    28,750 
  nVent Electric plc   887,900    24,781 
* Uber Technologies Inc.   24,200    1,319 
           11,569,999 
Information Technology (28.3%)          
  Microsoft Corp.   11,969,218    2,821,983 
* Adobe Inc.   5,298,257    2,518,632 
  Texas Instruments Inc.   13,166,592    2,488,354 
* Micron Technology Inc.   26,876,014    2,370,733 
  KLA Corp.   4,630,030    1,529,762 
  Intel Corp.   21,037,767    1,346,417 
^ Telefonaktiebolaget LM Ericsson ADR   65,638,926    865,777 
1 NetApp Inc.   11,504,141    836,006 
  Intuit Inc.   1,643,850    629,693 
  QUALCOMM Inc.   4,332,556    574,454 
  HP Inc.   16,279,216    516,865 
  Hewlett Packard Enterprise Co.   31,995,996    503,617 
  Oracle Corp.   6,789,900    476,447 
  Analog Devices Inc.   2,765,900    428,936 
  NVIDIA Corp.   787,000    420,203 
  Visa Inc. Class A   1,883,100    398,709 
* PayPal Holdings Inc.   1,240,200    301,170 
  Cisco Systems Inc.   5,158,679    266,755 
  Entegris Inc.   2,107,022    235,565 
  Apple Inc.   1,850,000    225,977 
  Applied Materials Inc.   1,660,500    221,843 
  Corning Inc.   4,577,400    199,163 
*,1 Plantronics Inc.   3,645,100    141,831 
* Autodesk Inc.   414,200    114,796 
*,^ BlackBerry Ltd.   9,975,500    84,093 
  Fidelity National Information Services Inc.   544,000    76,492 
  Mastercard Inc. Class A   211,600    75,340 

  

5 

 

PRIMECAP Fund

 

         Market 
         Value 
      Shares    ($000)
* Splunk Inc.   350,000    47,418 
* RingCentral Inc. Class A   133,950    39,901 
  Western Digital Corp.   550,000    36,712 
* Palo Alto Networks Inc.   112,900    36,361 
* Keysight Technologies Inc.   234,600    33,642 
* Dell Technologies Inc.   276,000    24,329 
  Infineon Technologies AG ADR   75,000    3,194 
* Okta Inc.   3,500    772 
* Arista Networks Inc.   1,500    453 
        20,892,395 
Materials (1.1%)          
  Albemarle Corp.   1,797,835    262,682 
  DuPont de Nemours Inc.   1,410,456    109,000 
  Dow Inc.   1,635,217    104,556 
* Freeport-McMoRan Inc.   2,845,700    93,709 
  Linde plc   289,200    81,016 
* Glencore plc   17,229,395    67,650 
  Corteva Inc.   1,348,416    62,863 
           781,476 
Real Estate (0.0%)          
  Alexandria Real Estate Equities Inc.   80,000    13,144 
  Healthpeak Properties Inc.   140,000    4,444 
           17,588 
Total Common Stocks (Cost $25,931,799)        72,669,997 
Temporary Cash Investment (2.7%)          
Money Market Fund (2.7%)          
3,4 Vanguard Market Liquidity Fund, 0.081%          
  (Cost $1,995,412)   19,956,049    1,995,605 
Total Investments (101.1%) (Cost $27,927,211)        74,665,602 
Other Assets and Liabilities—Net (-1.1%)        (825,846)
Net Assets (100%)        73,839,756 

 

Cost is in $000.

 

See Note A in Notes to Financial Statements.

*Non-income-producing security.

^Includes partial security positions on loan to broker-dealers. The total value of securities on loan is $506,674,000.

1Considered an affiliated company of the fund as the fund owns more than 5% of the outstanding voting securities of such company.

2Security exempt from registration under Rule 144A of the Securities Act of 1933. Such securities may be sold in transactions exempt from registration, normally to qualified institutional buyers. At March 31, 2021, the value of this security represented 0.1% of net assets.

3Affiliated money market fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown is the 7-day yield.

4Collateral of $526,456,000 was received for securities on loan.

ADR—American Depositary Receipt.

 

See accompanying Notes, which are an integral part of the Financial Statements.

 

6 

 

PRIMECAP Fund

 

 

Statement of Assets and Liabilities 

As of March 31, 2021

 

($000s, except shares and per-share amounts)  Amount  
Assets 
Investments in Securities, at Value 
Unaffiliated Issuers (Cost $24,199,743)  67,786,785 
Affiliated Issuers (Cost $3,727,468)  6,878,817 
Total Investments in Securities  74,665,602 
Investment in Vanguard  2,724 
Cash  22 
Receivables for Investment Securities Sold  74,866 
Receivables for Accrued Income  93,793 
Receivables for Capital Shares Issued  6,024 
Total Assets  74,843,031 
Liabilities    
Payables for Investment Securities Purchased  10,833 
Collateral for Securities on Loan  526,456 
Payables to Investment Advisor  32,502 
Payables for Capital Shares Redeemed  431,295 
Payables to Vanguard  2,189 
Total Liabilities  1,003,275 
Net Assets  73,839,756 
At March 31, 2021, net assets consisted of:    
     
Paid-in Capital  22,643,729 
Total Distributable Earnings (Loss)  51,196,027 
Net Assets  73,839,756 
     
Investor Shares—Net Assets    
Applicable to 40,155,976 outstanding $.001 par value shares of beneficial interest (unlimited authorization)  6,561,302 
Net Asset Value Per Share—Investor Shares  $163.40 
     
Admiral Shares—Net Assets    
Applicable to 397,300,941 outstanding $.001 par value shares of beneficial interest (unlimited authorization)  67,278,454 
Net Asset Value Per Share—Admiral Shares  $169.34 

 

See accompanying Notes, which are an integral part of the Financial Statements.

7 

 

PRIMECAP Fund

 

 

Statement of Operations

 

   Six Months Ended  
   March 31, 2021  
   ($000)
Investment Income    
Income    
Dividends—Unaffiliated Issuers1  431,847 
Dividends—Affiliated Issuers  20,712 
Interest—Affiliated Issuers  521 
Securities Lending—Net  766 
Total Income  453,846 
Expenses    
Investment Advisory Fees—Note B  62,685 
The Vanguard Group—Note C    
Management and Administrative—Investor Shares  5,643 
Management and Administrative—Admiral Shares  37,406 
Marketing and Distribution—Investor Shares  217 
Marketing and Distribution—Admiral Shares  854 
Custodian Fees  3,034 
Shareholders’ Reports—Investor Shares  6 
Shareholders’ Reports—Admiral Shares  30 
Trustees’ Fees and Expenses  19 
Total Expenses  109,894 
Net Investment Income  343,952 
Realized Net Gain (Loss)    
Investment Securities Sold—Unaffiliated Issuers  4,957,416 
Investment Securities Sold—Affiliated Issuers  243,543 
Foreign Currencies  (29)
Realized Net Gain (Loss)  5,200,930 
Change in Unrealized Appreciation (Depreciation)    
Investment Securities—Unaffiliated Issuers  8,910,306 
Investment Securities—Affiliated Issuers  1,296,917 
Foreign Currencies  (616)
Change in Unrealized Appreciation (Depreciation)  10,206,607 
Net Increase (Decrease) in Net Assets Resulting from Operations  15,751,489 

 

1 Dividends are net of foreign withholding taxes of $17,374,000.

 

See accompanying Notes, which are an integral part of the Financial Statements.

8 

 

PRIMECAP Fund

 

 

Statement of Changes in Net Assets

 

   Six Months Ended    Year Ended  
   March 31,    September 30,  
   2021    2020  
   ($000)  ($000)
Increase (Decrease) in Net Assets        
Operations        
Net Investment Income  343,952   875,564 
Realized Net Gain (Loss)  5,200,930   5,074,768 
Change in Unrealized Appreciation (Depreciation)  10,206,607   2,803,462 
Net Increase (Decrease) in Net Assets Resulting from Operations  15,751,489   8,753,794 
Distributions        
Investor Shares  (551,613)  (444,045)
Admiral Shares  (5,760,220)  (4,239,627)
Total Distributions  (6,311,833)  (4,683,672)
Capital Share Transactions        
Investor Shares  18,971   (803,660)
Admiral Shares  58,069   (2,214,671)
Net Increase (Decrease) from Capital Share Transactions  77,040   (3,018,331)
Total Increase (Decrease)  9,516,696   1,051,791 
Net Assets        
Beginning of Period  64,323,060   63,271,269 
End of Period  73,839,756   64,323,060 

 

See accompanying Notes, which are an integral part of the Financial Statements.

9 

 

PRIMECAP Fund

 

 

Financial Highlights

 

 

Investor Shares

 

    Six Months     
   Ended     
For a Share Outstanding  March 31,    Year Ended September 30,  
Throughout Each Period  2021    2020    2019    2018    2017    2016  
Net Asset Value, Beginning of Period  $142.86   $133.12   $147.61   $126.84   $107.60   $96.99 
Investment Operations                        
Net Investment Income  .7131   1.7451   1.7151   1.4741   1.3981   1.401 
Net Realized and Unrealized Gain (Loss) on Investments  34.284   17.947   (6.495)  26.529   23.145   15.103 
Total from Investment Operations  34.997   19.692   (4.780)  28.003   24.543   16.504 
Distributions                        
Dividends from Net Investment Income  (1.542)  (1.690)  (1.470)  (1.400)  (1.356)  (1.114)
Distributions from Realized Capital Gains  (12.915)  (8.262)  (8.240)  (5.833)  (3.947)  (4.780)
Total Distributions  (14.457)  (9.952)  (9.710)  (7.233)  (5.303)  (5.894)
Net Asset Value, End of Period  $163.40   $142.86   $133.12   $147.61   $126.84   $107.60 
Total Return2  25.65%  15.05%  -2.41%  22.86%  23.75%  17.40%
Ratios/Supplemental Data                        
Net Assets, End of Period (Millions)  $6,561   $5,697   $6,095   $7,126   $7,699   $7,588 
Ratio of Total Expenses to Average Net Assets  0.38%  0.38%  0.38%  0.38%  0.39%  0.39%
Ratio of Net Investment Income to Average Net Assets  0.92%  1.31%  1.32%  1.08%  1.22%  1.37%
Portfolio Turnover Rate  4%  6%  5%  8%  8%  6%

The expense ratio and net investment income ratio for the current period have been annualized.

1 Calculated based on average shares outstanding. 

2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.

 

See accompanying Notes, which are an integral part of the Financial Statements.

10 

 

PRIMECAP Fund

 

 

Financial Highlights

 

 

Admiral Shares 

 

    Six Months     
   Ended     
For a Share Outstanding  March 31,    Year Ended September 30,  
Throughout Each Period  2021    2020    2019    2018    2017    2016  
Net Asset Value, Beginning of Period  $148.12   $138.02   $153.09   $131.45   $111.52   $100.53 
Investment Operations                        
Net Investment Income  .7951   1.9201   1.8801   1.6221   1.5281   1.532 
Net Realized and Unrealized Gain (Loss) on Investments  35.534   18.600   (6.756)  27.508   23.981   15.645 
Total from Investment Operations  36.329   20.520   (4.876)  29.130   25.509   17.177 
Distributions                        
Dividends from Net Investment Income  (1.716)  (1.853)  (1.647)  (1.444)  (1.491)  (1.236)
Distributions from Realized Capital Gains  (13.393)  (8.567)  (8.547)  (6.046)  (4.088)  (4.951)
Total Distributions  (15.109)  (10.420)  (10.194)  (7.490)  (5.579)  (6.187)
Net Asset Value, End of Period  $169.34   $148.12   $138.02   $153.09   $131.45   $111.52 
Total Return2  25.69%  15.13%  -2.34%  22.95%  23.83%  17.48%
Ratios/Supplemental Data                        
Net Assets, End of Period (Millions)  $67,278   $58,626   $57,177   $62,361   $50,615   $39,852 
Ratio of Total Expenses to Average Net Assets  0.31%  0.31%  0.31%  0.31%  0.32%  0.33%
Ratio of Net Investment Income to Average Net Assets  0.99%  1.39%  1.39%  1.15%  1.29%  1.43%
Portfolio Turnover Rate  4%  6%  5%  8%  8%  6%

The expense ratio and net investment income ratio for the current period have been annualized.

1 Calculated based on average shares outstanding. 

2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.

 

See accompanying Notes, which are an integral part of the Financial Statements.

11 

 

PRIMECAP Fund

 

 

Notes to Financial Statements

 

 

Vanguard PRIMECAP Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund offers two classes of shares: Investor Shares and Admiral Shares. Each of the share classes has different eligibility and minimum purchase requirements, and is designed for different types of investors.

 

Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.

 

A.    The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.

 

1. Security Valuation: Securities are valued as of the close of trading on the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date. Equity securities are valued at the latest quoted sales prices or official closing prices taken from the primary market in which each security trades; such securities not traded on the valuation date are valued at the mean of the latest quoted bid and asked prices. Securities for which market quotations are not readily available, or whose values have been affected by events occurring before the fund’s pricing time but after the close of the securities’ primary markets, are valued at their fair values calculated according to procedures adopted by the board of trustees. These procedures include obtaining quotations from an independent pricing service, monitoring news to identify significant market- or security-specific events, and evaluating changes in the values of foreign market proxies (for example, ADRs, futures contracts, or exchange-traded funds), between the time the foreign markets close and the fund’s pricing time. When fair-value pricing is employed, the prices of securities used by a fund to calculate its net asset value may differ from quoted or published prices for the same securities. Investments in Vanguard Market Liquidity Fund are valued at that fund’s net asset value.

 

2. Foreign Currency: Securities and other assets and liabilities denominated in foreign currencies are translated into U.S. dollars using exchange rates obtained from an independent third party as of the fund’s pricing time on the valuation date. Realized gains (losses) and unrealized appreciation (depreciation) on investment securities include the effects of changes in exchange rates since the securities were purchased, combined with the effects of changes in security prices. Fluctuations in the value of other assets and liabilities resulting from changes in exchange rates are recorded as unrealized foreign currency gains (losses) until the assets or liabilities are settled in cash, at which time they are recorded as realized foreign currency gains (losses).

 

3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.

 

4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes. 

12 

 

PRIMECAP Fund

 

 

 

5. Securities Lending: To earn additional income, the fund lends its securities to qualified institutional borrowers. Security loans are subject to termination by the fund at any time, and are required to be secured at all times by collateral in an amount at least equal to the market value of securities loaned. Daily market fluctuations could cause the value of loaned securities to be more or less than the value of the collateral received. When this occurs, the collateral is adjusted and settled before the opening of the market on the next business day. The fund further mitigates its counterparty risk by entering into securities lending transactions only with a diverse group of prequalified counterparties, monitoring their financial strength, and entering into master securities lending agreements with its counterparties. The master securities lending agreements provide that, in the event of a counterparty’s default (including bankruptcy), the fund may terminate any loans with that borrower, determine the net amount owed, and sell or retain the collateral up to the net amount owed to the fund; however, such actions may be subject to legal proceedings. While collateral mitigates counterparty risk, in the event of a default, the fund may experience delays and costs in recovering the securities loaned. The fund invests cash collateral received in Vanguard Market Liquidity Fund, and records a liability in the Statement of Assets and Liabilities for the return of the collateral, during the period the securities are on loan. Collateral investments in Vanguard Market Liquidity Fund are subject to market appreciation or depreciation. Securities lending income represents fees charged to borrowers plus income earned on invested cash collateral, less expenses associated with the loan. During the term of the loan, the fund is entitled to all distributions made on or in respect of the loaned securities.

 

6. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group (“Vanguard”) participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and included in Management and Administrative expenses on the fund’s Statement of Operations. Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.

 

In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program. 

13 

 

PRIMECAP Fund

 

 

 

For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.

 

7. Other: Dividend income is recorded on the ex-dividend date. Non-cash dividends included in dividend income, if any, are recorded at the fair value of the securities received. Interest income includes income distributions received from Vanguard Market Liquidity Fund and is accrued daily. Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.

 

Each class of shares has equal rights as to assets and earnings, except that each class separately bears certain class-specific expenses related to maintenance of shareholder accounts (included in Management and Administrative expenses) and shareholder reporting. Marketing and distribution expenses are allocated to each class of shares based on a method approved by the board of trustees. Income, other non-class-specific expenses, and gains and losses on investments are allocated to each class of shares based on its relative net assets.

 

B.     PRIMECAP Management Company provides investment advisory services to the fund for a fee calculated at an annual percentage rate of average net assets. For the six months ended March 31, 2021, the investment advisory fee represented an effective annual rate of 0.18% of the fund’s average net assets.

 

C.     In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees and are generally settled twice a month.

 

Upon the request of Vanguard, the fund may invest up to 0.40% of its net assets as capital in Vanguard. At March 31, 2021, the fund had contributed to Vanguard capital in the amount of $2,724,000, representing less than 0.01% of the fund’s net assets and 1.09% of Vanguard’s capital received pursuant to the FSA. The fund’s trustees and officers are also directors and employees, respectively, of Vanguard.

 

D.     Various inputs may be used to determine the value of the fund’s investments. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.

 

Level 1—Quoted prices in active markets for identical securities. 

Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.). 

Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments valued with significant unobservable inputs are noted on the Schedule of Investments. 

14 

 

PRIMECAP Fund

 

 

 

The following table summarizes the market value of the fund’s investments as of March 31, 2021, based on the inputs used to value them:

 

   Level 1   Level 2   Level 3   Total 
   ($000)  ($000)  ($000)  ($000)
Investments                    
Assets                    
Common Stocks   69,805,163    2,864,834        72,669,997 
Temporary Cash Investments   1,995,605            1,995,605 
Total   71,800,768    2,864,834        74,665,602 

 

E.     As of March 31, 2021, gross unrealized appreciation and depreciation for investments based on cost for U.S. federal income tax purposes were as follows:

 

   Amount 
   ($000)
Tax Cost   27,927,211 
Gross Unrealized Appreciation   48,172,212 
Gross Unrealized Depreciation   (1,433,821)
Net Unrealized Appreciation (Depreciation)   46,738,391 

 

F.     During the six months ended March 31, 2021, the fund purchased $2,658,858,000 of investment securities and sold $8,624,719,000 of investment securities, other than temporary cash investments.

 

G.     Capital share transactions for each class of shares were:

 

   Six Months Ended   Year Ended 
   March 31, 2021   September 30, 2020 
   Amount   Shares   Amount   Shares 
   ($000)  (000)  ($000)   (000)
Investor Shares                    
Issued   205,354    1,330    547,781    4,262 
Issued in Lieu of Cash Distributions   536,328    3,657    432,110    3,129 
Redeemed   (722,711)   (4,709)   (1,783,551)   (13,296)
Net Increase (Decrease)—Investor Shares   18,971    278    (803,660)   (5,905)
Admiral Shares                    
Issued   2,019,289    12,370    2,426,834    17,481 
Issued in Lieu of Cash Distributions   5,395,982    35,507    3,984,207    27,842 
Redeemed   (7,357,202)   (46,382)   (8,625,712)   (63,781)
Net Increase (Decrease)—Admiral Shares   58,069    1,495    (2,214,671)   (18,458)

15 

 

PRIMECAP Fund

 

 

 

H.     Certain of the fund’s investments are in companies that are considered to be affiliated companies of the fund because the fund owns more than 5% of the outstanding voting securities of the company or the issuer is another member of The Vanguard Group. Transactions during the period in securities of these companies were as follows:

 

       Current Period Transactions     
   Sept. 30,       Proceeds   Realized               March 31, 
   2020       from   Net   Change in       Capital Gain   2021 
   Market   Purchases   Securities   Gain   Unrealized   Distributions   Market 
   Value   at Cost   Sold   (Loss) App. (Dep.)   Income   Received   Value 
   ($000)  ($000)  ($000)  ($000)  ($000)  ($000)  ($000)  ($000)
Vanguard Market                                        
Liquidity Fund   1,421,884    NA1    NA1    209    (209)   521        1,995,605 
Biogen Inc.   2,586,564    77,681    18,047    1,763    (35,880)           2,612,081 
Mattel Inc.   314,153    12,815    3,025    (111)   224,333            548,165 
NetApp Inc.   554,573        74,744    30,989    325,188    11,954        836,006 
Plantronics Inc.   43,480        343    (809)   99,503            141,831 
Southwest                                        
Airlines Co.   1,283,631        301,317    195,102    570,193            NA2 
Whirlpool Corp.   727,169    1,888    114,117    16,400    113,789    8,758        745,129 
Total   6,931,454              243,543    1,296,917    21,233        6,878,817 

 

1 Not applicable—purchases and sales are for temporary cash investment purposes. 

2 Not applicable—at March 31, 2021, the security was still held, but the issuer was no longer an affiliated company of the fund.

 

I.       Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.

16 

 

Liquidity Risk Management

 

 

Vanguard funds (except for the money market funds) have adopted and implemented a written liquidity risk management program (the “Program”) as required by Rule 22e-4 under the Investment Company Act of 1940. Rule 22e-4 requires that each fund adopt a program that is reasonably designed to assess and manage the fund’s liquidity risk, which is the risk that the fund could not meet redemption requests without significant dilution of remaining investors’ interests in the fund.

 

Assessment and management of a fund’s liquidity risk under the Program take into consideration certain factors, such as the fund’s investment strategy and the liquidity of its portfolio investments during normal and reasonably foreseeable stressed conditions, its short- and long-term cash-flow projections during both normal and reasonably foreseeable stressed conditions, and its cash and cash-equivalent holdings and access to other funding sources. As required by the rule, the Program includes policies and procedures for classification of fund portfolio holdings in four liquidity categories, maintaining certain levels of highly liquid investments, and limiting holdings of illiquid investments.

 

The board of trustees of Vanguard Chester Funds approved the appointment of liquidity risk management program administrators responsible for administering Vanguard PRIMECAP Fund’s Program and for carrying out the specific responsibilities set forth in the Program, including reporting to the board on at least an annual basis regarding the Program’s operation, its adequacy, and the effectiveness of its implementation for the past year (the “Program Administrator Report”). The board has reviewed the Program Administrator Report covering the period from January 1, 2020, through December 31, 2020 (the “Review Period”). The Program Administrator Report stated that during the Review Period the Program operated and was implemented effectively to manage the fund’s liquidity risk. 

17 

 

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Connect with Vanguard® > vanguard.com

 

 

Fund Information > 800-662-7447

 

Direct Investor Account Services > 800-662-2739

 

Institutional Investor Services > 800-523-1036

 

Text Telephone for People 

Who Are Deaf or Hard of Hearing > 800-749-7273

 

This material may be used in conjunction with the offering of shares of any Vanguard fund only if preceded or accompanied by the fund’s current prospectus.

 

 

You can obtain a free copy of Vanguard’s proxy voting guidelines by visiting vanguard.com/proxyreporting or by calling Vanguard at 800-662-2739. The guidelines are also available from the SEC’s website, www.sec.gov. In addition, you may obtain a free report on how your fund voted the proxies for securities it owned during the 12 months ended June 30. To get the report, visit either vanguard.com/proxyreporting or www.sec.gov.

 

You can review information about your fund on the SEC’s website, and you can receive copies of this information, for a fee, by sending a request via email addressed to publicinfo@sec.gov.

 
   
   
   
   
   
 

© 2021 The Vanguard Group, Inc.

All rights reserved.

Vanguard Marketing Corporation, Distributor.

 

Q592 052021

 

 

Semiannual Report  |  March 31, 2021
Vanguard Target Retirement Funds
Vanguard Target Retirement Income Fund
Vanguard Target Retirement 2015 Fund
Vanguard Target Retirement 2020 Fund
Vanguard Target Retirement 2025 Fund
Vanguard Target Retirement 2030 Fund
Vanguard Target Retirement 2035 Fund


About Your Fund’s Expenses
As a shareholder of the fund, you incur ongoing costs, which include costs for portfolio management, administrative services, and shareholder reports (like this one), among others. Operating expenses, which are deducted from a fund’s gross income, directly reduce the investment return of the fund.
A fund’s expenses are expressed as a percentage of its average net assets. The Target Retirement Funds have no direct expenses, but each fund bears its proportionate share of the costs for the underlying funds in which it invests. These indirect expenses make up the acquired fund fees and expenses, also expressed as a percentage of average net assets. The following examples are intended to help you understand the ongoing costs (in dollars) of investing in your fund and to compare these costs with those of other mutual funds. The examples are based on an investment of $1,000 made at the beginning of the period shown and held for the entire period. The costs were calculated using the acquired fund fees and expenses for each Target Retirement Fund.
The accompanying table illustrates your fund’s costs in two ways:
Based on actual fund return. This section helps you to estimate the actual expenses that you paid over the period. The ”Ending Account Value“ shown is derived from the fund’s actual return, and the third column shows the dollar amount that would have been paid by an investor who started with $1,000 in the fund. You may use the information here, together with the amount you invested, to estimate the expenses that you paid over the period.
To do so, simply divide your account value by $1,000 (for example, an $8,600 account value divided by $1,000 = 8.6), then multiply the result by the number given for your fund under the heading ”Expenses Paid During Period.“
Based on hypothetical 5% yearly return. This section is intended to help you compare your fund‘s costs with those of other mutual funds. It assumes that the fund had a yearly return of 5% before expenses, but that the expense ratio is unchanged. In this case—because the return used is not the fund’s actual return—the results do not apply to your investment. The example is useful in making comparisons because the Securities and Exchange Commission requires all mutual funds to calculate expenses based on a 5% return. You can assess your fund’s costs by comparing this hypothetical example with the hypothetical examples that appear in shareholder reports of other funds.
Note that the expenses shown in the table are meant to highlight and help you compare ongoing costs only. Further, the expenses do not include any purchase, redemption, or account service fees described in the fund prospectus. If such fees were applied to your account, your costs would be higher. Your fund does not carry a “sales load.”
The calculations assume no shares were bought or sold during the period. Your actual costs may have been higher or lower, depending on the amount of your investment and the timing of any purchases or redemptions.
You can find more information about the fund’s expenses in the Financial Statements section of this report. For additional information on operating expenses and other shareholder costs, please refer to your fund’s current prospectus.
1

Six Months Ended March 31, 2021      
  Beginning
Account Value
9/30/2020
Ending
Account Value
3/31/2021
Expenses
Paid During
Period
Based on Actual Fund Return      
Target Retirement Income Fund $1,000.00 $1,052.30 $0.61
Target Retirement 2015 Fund $1,000.00 $1,060.60 $0.62
Target Retirement 2020 Fund $1,000.00 $1,092.50 $0.68
Target Retirement 2025 Fund $1,000.00 $1,113.60 $0.69
Target Retirement 2030 Fund $1,000.00 $1,132.80 $0.69
Target Retirement 2035 Fund $1,000.00 $1,151.60 $0.75
Based on Hypothetical 5% Yearly Return      
Target Retirement Income Fund $1,000.00 $1,024.33 $0.61
Target Retirement 2015 Fund $1,000.00 $1,024.33 $0.61
Target Retirement 2020 Fund $1,000.00 $1,024.28 $0.66
Target Retirement 2025 Fund $1,000.00 $1,024.28 $0.66
Target Retirement 2030 Fund $1,000.00 $1,024.28 $0.66
Target Retirement 2035 Fund $1,000.00 $1,024.23 $0.71
The calculations are based on the acquired fund fees and expenses for the most recent six-month period. The funds’ annualized expense figures for that period are (in order as listed from top to bottom above) 0.12%, 0.12%, 0.13%, 0.13%, 0.13%, and 0.14%. The dollar amounts shown as “Expenses Paid” are equal to the annualized average weighted expense ratio for the underlying funds multiplied by the average account value over the period, multiplied by the number of days in the most recent six-month period, then divided by the number of days in the most recent 12-month period (182/365).
2

Target Retirement Income Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Bond Market II Index Fund Investor Shares 37.3%
Vanguard Total Stock Market Index Fund Investor Shares 17.5
Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares 17.0
Vanguard Total International Bond Index Fund Investor Shares 16.0
Vanguard Total International Stock Index Fund Investor Shares 12.1
Vanguard Total International Bond II Index Fund Investor Shares 0.1
The table reflects the fund’s investments, except for short-term investments and derivatives.
3

Target Retirement Income Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.0%)
U.S. Stock Fund (17.3%)
  Vanguard Total Stock Market Index Fund Investor Shares  30,181,497  3,032,335
International Stock Fund (12.0%)
  Vanguard Total International Stock Index Fund Investor Shares 104,290,084  2,098,316
U.S. Bond Funds (53.8%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 588,691,280  6,469,717
  Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares 114,048,471  2,942,451
                     9,412,168
International Bond Funds (15.9%)
  Vanguard Total International Bond Index Fund Investor Shares 243,505,762  2,775,966
1 Vanguard Total International Bond II Index Fund Investor Shares   1,544,000     15,440
                     2,791,406
Total Investment Companies
(Cost $13,599,988)
17,334,225
Temporary Cash Investments (1.0%)
Money Market Fund (1.0%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $185,065)
  1,850,746    185,075
Total Investments (100.0%)
(Cost $13,785,053)
  17,519,300
Other Assets and Liabilities—Net (0.0%)   (7,714)
Net Assets (100%)   17,511,586
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
4

Target Retirement Income Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 440 57,612 (1,309)
E-mini S&P 500 Index June 2021 618 122,593 983
        (326)
  
See accompanying Notes, which are an integral part of the Financial Statements.
5

Target Retirement Income Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $13,785,053) 17,519,300
Cash Collateral Pledged—Futures Contracts 7,528
Receivables for Investment Securities Sold 30,500
Receivables for Accrued Income 13,907
Receivables for Capital Shares Issued 13,088
Variation Margin Receivable—Futures Contracts 554
Total Assets 17,584,877
Liabilities  
Payables for Investment Securities Purchased 29,349
Payables for Capital Shares Redeemed 43,942
Total Liabilities 73,291
Net Assets 17,511,586
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 13,208,865
Total Distributable Earnings (Loss) 4,302,721
Net Assets 17,511,586
   
Net Assets  
Applicable to 1,175,152,333 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
17,511,586
Net Asset Value Per Share $14.90
See accompanying Notes, which are an integral part of the Financial Statements.
6

Target Retirement Income Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 145,587
Net Investment Income—Note B 145,587
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 64,959
Affiliated Funds Sold 543,672
Futures Contracts 9,362
Realized Net Gain (Loss) 617,993
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 156,154
Futures Contracts (2,736)
Change in Unrealized Appreciation (Depreciation) 153,418
Net Increase (Decrease) in Net Assets Resulting from Operations 916,998
See accompanying Notes, which are an integral part of the Financial Statements.
7

Target Retirement Income Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 145,587   371,700
Realized Net Gain (Loss) 617,993   297,540
Change in Unrealized Appreciation (Depreciation) 153,418   506,784
Net Increase (Decrease) in Net Assets Resulting from Operations 916,998   1,176,024
Distributions      
Total Distributions (479,143)   (378,668)
Capital Share Transactions      
Issued 1,799,369   3,038,878
Issued in Lieu of Cash Distributions 453,379   359,137
Redeemed (2,754,837)   (3,603,059)
Net Increase (Decrease) from Capital Share Transactions (502,089)   (205,044)
Total Increase (Decrease) (64,234)   592,312
Net Assets      
Beginning of Period 17,575,820   16,983,508
End of Period 17,511,586   17,575,820
See accompanying Notes, which are an integral part of the Financial Statements.
8

Target Retirement Income Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $14.54 $13.85 $13.52 $13.46 $13.08 $12.59
Investment Operations            
Net Investment Income .1211 .3081 .3411 .3341 .2501 .229
Capital Gain Distributions Received .0541 .0011 .0041 .007
Net Realized and Unrealized Gain (Loss) on Investments .585 .696 .533 .107 .422 .692
Total from Investment Operations .760 1.004 .874 .442 .676 .928
Distributions            
Dividends from Net Investment Income (.135) (.297) (.352) (.327) (.254) (.227)
Distributions from Realized Capital Gains (.265) (.017) (.192) (.055) (.042) (.211)
Total Distributions (.400) (.314) (.544) (.382) (.296) (.438)
Net Asset Value, End of Period $14.90 $14.54 $13.85 $13.52 $13.46 $13.08
Total Return2 5.23% 7.35% 6.75% 3.31% 5.26% 7.54%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $17,512 $17,576 $16,984 $16,613 $16,645 $10,790
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.12% 0.12% 0.12% 0.12% 0.13% 0.13%
Ratio of Net Investment Income to Average Net Assets 1.62% 2.19% 2.54% 2.47% 1.90% 1.78%
Portfolio Turnover Rate 5% 17% 10% 6% 8% 11%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
9

Target Retirement Income Fund
Notes to Financial Statements
Vanguard Target Retirement Income Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
10

Target Retirement Income Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
11

Target Retirement Income Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 13,785,053
Gross Unrealized Appreciation 3,774,306
Gross Unrealized Depreciation (40,385)
Net Unrealized Appreciation (Depreciation) 3,733,921
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 120,420   216,355
Issued in Lieu of Cash Distributions 30,385   25,681
Redeemed (184,426)   (259,849)
Net Increase (Decrease) in Shares Outstanding (33,621)   (17,813)
12

Target Retirement Income Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 224,508 NA1 NA1 88 185,075
Vanguard Short-Term Inflation-Protected Securities Index Fund 2,953,727 86,149 143,528 1,395 44,708 23,799 2,942,451
Vanguard Total Bond Market II Index Fund 6,486,928 414,287 107,129 (3,756) (320,613) 61,115 60,607 6,469,717
Vanguard Total International Bond Index Fund 2,736,237 147,367 50,342 (1,102) (56,194) 12,365 4,352 2,775,966
Vanguard Total International Bond II Index Fund 15,440 15,440
Vanguard Total International Stock Index Fund 2,107,062 26,858 446,808 85,497 325,707 26,857 2,098,316
Vanguard Total Stock Market Index Fund 3,053,704 116,879 762,432 461,638 162,546 21,363 3,032,335
Total 17,562,166 806,980 1,510,239 543,672 156,154 145,587 64,959 17,519,300
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
13

Target Retirement 2015 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Bond Market II Index Fund Investor Shares 35.9%
Vanguard Total Stock Market Index Fund Investor Shares 19.6
Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares 15.4
Vanguard Total International Bond Index Fund Investor Shares 15.4
Vanguard Total International Stock Index Fund Investor Shares 13.5
Vanguard Total International Bond II Index Fund Investor Shares 0.2
The table reflects the fund’s investments, except for short-term investments and derivatives.
14

Target Retirement 2015 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.2%)
U.S. Stock Fund (19.5%)
  Vanguard Total Stock Market Index Fund Investor Shares  28,211,733  2,834,433
International Stock Fund (13.4%)
  Vanguard Total International Stock Index Fund Investor Shares  97,089,750  1,953,446
U.S. Bond Funds (50.9%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 472,249,695  5,190,024
  Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares  86,328,694  2,227,280
                     7,417,304
International Bond Funds (15.4%)
  Vanguard Total International Bond Index Fund Investor Shares 194,869,710  2,221,515
1 Vanguard Total International Bond II Index Fund Investor Shares   2,000,000     20,000
                     2,241,515
Total Investment Companies
(Cost $10,864,855)
14,446,698
Temporary Cash Investments (1.0%)
Money Market Fund (1.0%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $150,478)
  1,504,834    150,483
Total Investments (100.2%)
(Cost $11,015,333)
  14,597,181
Other Assets and Liabilities—Net (-0.2%)   (26,039)
Net Assets (100%)   14,571,142
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
15

Target Retirement 2015 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 324 42,424 (1,039)
E-mini S&P 500 Index June 2021 474 94,027 702
        (337)
  
See accompanying Notes, which are an integral part of the Financial Statements.
16

Target Retirement 2015 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $11,015,333) 14,597,181
Cash Collateral Pledged—Futures Contracts 6,602
Receivables for Investment Securities Sold 24,987
Receivables for Accrued Income 11,173
Receivables for Capital Shares Issued 3,526
Variation Margin Receivable—Futures Contracts 506
Total Assets 14,643,975
Liabilities  
Payables for Investment Securities Purchased 31,173
Payables for Capital Shares Redeemed 41,660
Total Liabilities 72,833
Net Assets 14,571,142
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 10,238,180
Total Distributable Earnings (Loss) 4,332,962
Net Assets 14,571,142
   
Net Assets  
Applicable to 923,196,520 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
14,571,142
Net Asset Value Per Share $15.78
See accompanying Notes, which are an integral part of the Financial Statements.
17

Target Retirement 2015 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 124,321
Net Investment Income—Note B 124,321
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 52,798
Affiliated Funds Sold 702,572
Futures Contracts 9,981
Realized Net Gain (Loss) 765,351
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 31,902
Futures Contracts (3,422)
Change in Unrealized Appreciation (Depreciation) 28,480
Net Increase (Decrease) in Net Assets Resulting from Operations 918,152
See accompanying Notes, which are an integral part of the Financial Statements.
18

Target Retirement 2015 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 124,321   334,603
Realized Net Gain (Loss) 765,351   764,914
Change in Unrealized Appreciation (Depreciation) 28,480   (7,626)
Net Increase (Decrease) in Net Assets Resulting from Operations 918,152   1,091,891
Distributions      
Total Distributions (953,910)   (734,000)
Capital Share Transactions      
Issued 962,270   2,038,962
Issued in Lieu of Cash Distributions 924,637   713,503
Redeemed (2,512,629)   (3,525,024)
Net Increase (Decrease) from Capital Share Transactions (625,722)   (772,559)
Total Increase (Decrease) (661,480)   (414,668)
Net Assets      
Beginning of Period 15,232,622   15,647,290
End of Period 14,571,142   15,232,622
See accompanying Notes, which are an integral part of the Financial Statements.
19

Target Retirement 2015 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $15.84 $15.42 $15.60 $15.75 $15.19 $14.90
Investment Operations            
Net Investment Income .1301 .3361 .3761 .3711 .3051 .311
Capital Gain Distributions Received .0551 .0011 .0051 .007
Net Realized and Unrealized Gain (Loss) on Investments .770 .818 .455 .328 .846 .968
Total from Investment Operations .955 1.154 .831 .700 1.156 1.286
Distributions            
Dividends from Net Investment Income (.250) (.379) (.372) (.318) (.289) (.299)
Distributions from Realized Capital Gains (.765) (.355) (.639) (.532) (.307) (.697)
Total Distributions (1.015) (.734) (1.011) (.850) (.596) (.996)
Net Asset Value, End of Period $15.78 $15.84 $15.42 $15.60 $15.75 $15.19
Total Return2 6.06% 7.68% 6.08% 4.54% 7.95% 9.03%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $14,571 $15,233 $15,647 $16,410 $17,250 $17,479
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.12% 0.12% 0.13% 0.13% 0.13% 0.14%
Ratio of Net Investment Income to Average Net Assets 1.62% 2.20% 2.52% 2.39% 2.02% 1.96%
Portfolio Turnover Rate 3% 18% 10% 7% 7% 9%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
20

Target Retirement 2015 Fund
Notes to Financial Statements
Vanguard Target Retirement 2015 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
21

Target Retirement 2015 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
22

Target Retirement 2015 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 11,015,333
Gross Unrealized Appreciation 3,604,620
Gross Unrealized Depreciation (23,109)
Net Unrealized Appreciation (Depreciation) 3,581,511
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 60,055   134,165
Issued in Lieu of Cash Distributions 58,819   46,910
Redeemed (157,618)   (233,997)
Net Increase (Decrease) in Shares Outstanding (38,744)   (52,922)
23

Target Retirement 2015 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 196,038 NA1 NA1 80 150,483
Vanguard Short-Term Inflation-Protected Securities Index Fund 2,225,199 87,122 120,162 1,597 33,524 18,046 2,227,280
Vanguard Total Bond Market II Index Fund 5,339,171 202,859 90,235 (3,948) (257,823) 49,654 49,186 5,190,024
Vanguard Total International Bond Index Fund 2,288,022 69,056 88,909 (1,864) (44,790) 10,172 3,612 2,221,515
Vanguard Total International Bond II Index Fund 20,000 20,000
Vanguard Total International Stock Index Fund 2,117,820 25,685 589,697 118,595 281,043 25,685 1,953,446
Vanguard Total Stock Market Index Fund 2,987,622 98,067 859,396 588,192 19,948 20,684 2,834,433
Total 15,153,872 502,789 1,748,399 702,572 31,902 124,321 52,798 14,597,181
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
24

Target Retirement 2020 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Bond Market II Index Fund Investor Shares 30.4%
Vanguard Total Stock Market Index Fund Investor Shares 28.2
Vanguard Total International Stock Index Fund Investor Shares 19.3
Vanguard Total International Bond Index Fund Investor Shares 12.9
Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares 9.0
Vanguard Total International Bond II Index Fund Investor Shares 0.2
The table reflects the fund’s investments, except for short-term investments and derivatives.
25

Target Retirement 2020 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.2%)
U.S. Stock Fund (28.0%)
  Vanguard Total Stock Market Index Fund Investor Shares  85,307,203  8,570,815
International Stock Fund (19.1%)
  Vanguard Total International Stock Index Fund Investor Shares 291,193,616  5,858,815
U.S. Bond Funds (39.1%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 841,130,051  9,244,019
  Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares 106,633,201  2,751,137
                    11,995,156
International Bond Funds (13.0%)
  Vanguard Total International Bond Index Fund Investor Shares 344,198,697  3,923,865
1 Vanguard Total International Bond II Index Fund Investor Shares   5,000,000     50,000
                     3,973,865
Total Investment Companies
(Cost $21,413,651)
30,398,651
Temporary Cash Investments (1.0%)
Money Market Fund (1.0%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $303,027)
  3,030,407    303,041
Total Investments (100.2%)
(Cost $21,716,678)
  30,701,692
Other Assets and Liabilities—Net (-0.2%)   (49,293)
Net Assets (100%)   30,652,399
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
26

Target Retirement 2020 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 275 36,008 (860)
E-mini S&P 500 Index June 2021 1,171 232,291 1,616
        756
  
See accompanying Notes, which are an integral part of the Financial Statements.
27

Target Retirement 2020 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $21,716,678) 30,701,692
Cash Collateral Pledged—Futures Contracts 16,390
Receivables for Investment Securities Sold 74,581
Receivables for Accrued Income 19,967
Receivables for Capital Shares Issued 11,435
Variation Margin Receivable—Futures Contracts 1,391
Total Assets 30,825,456
Liabilities  
Payables for Investment Securities Purchased 69,954
Payables for Capital Shares Redeemed 103,103
Total Liabilities 173,057
Net Assets 30,652,399
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 19,750,414
Total Distributable Earnings (Loss) 10,901,985
Net Assets 30,652,399
   
Net Assets  
Applicable to 882,539,438 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
30,652,399
Net Asset Value Per Share $34.73
See accompanying Notes, which are an integral part of the Financial Statements.
28

Target Retirement 2020 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 268,043
Net Investment Income—Note B 268,043
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 94,741
Affiliated Funds Sold 1,902,780
Futures Contracts 19,474
Realized Net Gain (Loss) 2,016,995
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 604,570
Futures Contracts (5,117)
Change in Unrealized Appreciation (Depreciation) 599,453
Net Increase (Decrease) in Net Assets Resulting from Operations 2,884,491
See accompanying Notes, which are an integral part of the Financial Statements.
29

Target Retirement 2020 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 268,043   705,861
Realized Net Gain (Loss) 2,016,995   1,452,786
Change in Unrealized Appreciation (Depreciation) 599,453   326,496
Net Increase (Decrease) in Net Assets Resulting from Operations 2,884,491   2,485,143
Distributions      
Total Distributions (1,972,171)   (1,159,070)
Capital Share Transactions      
Issued 2,640,225   5,243,714
Issued in Lieu of Cash Distributions 1,914,396   1,131,242
Redeemed (6,701,821)   (8,603,355)
Net Increase (Decrease) from Capital Share Transactions (2,147,200)   (2,228,399)
Total Increase (Decrease) (1,234,880)   (902,326)
Net Assets      
Beginning of Period 31,887,279   32,789,605
End of Period 30,652,399   31,887,279
See accompanying Notes, which are an integral part of the Financial Statements.
30

Target Retirement 2020 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $33.79 $32.24 $32.14 $31.19 $29.09 $27.52
Investment Operations            
Net Investment Income .2871 .7131 .7781 .7291 .6361 .619
Capital Gain Distributions Received .1021 .0021 .0081 .012
Net Realized and Unrealized Gain (Loss) on Investments 2.704 1.987 .736 1.079 2.231 2.065
Total from Investment Operations 3.093 2.700 1.514 1.810 2.875 2.696
Distributions            
Dividends from Net Investment Income (.554) (.789) (.745) (.631) (.562) (.591)
Distributions from Realized Capital Gains (1.599) (.361) (.669) (.229) (.213) (.535)
Total Distributions (2.153) (1.150) (1.414) (.860) (.775) (1.126)
Net Asset Value, End of Period $34.73 $33.79 $32.24 $32.14 $31.19 $29.09
Total Return2 9.25% 8.51% 5.29% 5.87% 10.17% 10.05%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $30,652 $31,887 $32,790 $33,114 $31,263 $27,542
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.13% 0.13% 0.13% 0.13% 0.13% 0.14%
Ratio of Net Investment Income to Average Net Assets 1.65% 2.21% 2.51% 2.30% 2.15% 2.14%
Portfolio Turnover Rate 4% 19% 13% 10% 9% 15%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
31

Target Retirement 2020 Fund
Notes to Financial Statements
Vanguard Target Retirement 2020 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
32

Target Retirement 2020 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
33

Target Retirement 2020 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 21,716,678
Gross Unrealized Appreciation 9,037,947
Gross Unrealized Depreciation (52,177)
Net Unrealized Appreciation (Depreciation) 8,985,770
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 75,840   162,609
Issued in Lieu of Cash Distributions 55,911   34,711
Redeemed (192,850)   (270,581)
Net Increase (Decrease) in Shares Outstanding (61,099)   (73,261)
34

Target Retirement 2020 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 324,637 NA1 NA1 148 303,041
Vanguard Short-Term Inflation-Protected Securities Index Fund 2,653,326 178,044 123,095 1,151 41,711 22,004 2,751,137
Vanguard Total Bond Market II Index Fund 9,348,388 635,934 270,165 (10,781) (459,357) 88,439 88,400 9,244,019
Vanguard Total International Bond Index Fund 4,038,842 144,291 176,623 (3,533) (79,112) 17,950 6,341 3,923,865
Vanguard Total International Bond II Index Fund 50,000 50,000
Vanguard Total International Stock Index Fund 6,252,622 77,053 1,659,939 294,435 894,644 77,053 5,858,815
Vanguard Total Stock Market Index Fund 9,076,832 236,278 2,570,487 1,621,508 206,684 62,449 8,570,815
Total 31,694,647 1,321,600 4,800,309 1,902,780 604,570 268,043 94,741 30,701,692
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
35

Target Retirement 2025 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 35.1%
Vanguard Total Bond Market II Index Fund Investor Shares 28.1
Vanguard Total International Stock Index Fund Investor Shares 23.7
Vanguard Total International Bond Index Fund Investor Shares 11.9
Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares 0.8
Vanguard Total International Bond II Index Fund Investor Shares 0.4
The table reflects the fund’s investments, except for short-term investments and derivatives.
36

Target Retirement 2025 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.0%)
U.S. Stock Fund (34.7%)
  Vanguard Total Stock Market Index Fund Investor Shares   166,105,737 16,688,644
International Stock Fund (23.5%)
  Vanguard Total International Stock Index Fund Investor Shares   559,965,011 11,266,496
U.S. Bond Funds (28.6%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 1,215,949,582 13,363,286
  Vanguard Short-Term Inflation-Protected Securities Index Fund Investor Shares    15,396,081    397,219
                      13,760,505
International Bond Funds (12.2%)
  Vanguard Total International Bond Index Fund Investor Shares   498,812,336  5,686,461
1 Vanguard Total International Bond II Index Fund Investor Shares    17,000,460    170,004
                        5,856,465
Total Investment Companies
(Cost $31,369,524)
47,572,110
Temporary Cash Investments (1.1%)
Money Market Fund (1.1%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $516,118)
    5,161,392    516,139
Total Investments (100.1%)
(Cost $31,885,642)
  48,088,249
Other Assets and Liabilities—Net (-0.1%)   (58,622)
Net Assets (100%)   48,029,627
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
37

Target Retirement 2025 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 2,081 272,481 (6,906)
E-mini S&P 500 Index June 2021 1,059 210,074 1,824
        (5,082)
  
See accompanying Notes, which are an integral part of the Financial Statements.
38

Target Retirement 2025 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $31,885,642) 48,088,249
Cash Collateral Pledged—Futures Contracts 15,940
Receivables for Investment Securities Sold 276,677
Receivables for Accrued Income 28,852
Receivables for Capital Shares Issued 30,576
Variation Margin Receivable—Futures Contracts 864
Total Assets 48,441,158
Liabilities  
Payables for Investment Securities Purchased 178,856
Payables for Capital Shares Redeemed 232,675
Total Liabilities 411,531
Net Assets 48,029,627
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 29,608,972
Total Distributable Earnings (Loss) 18,420,655
Net Assets 48,029,627
   
Net Assets  
Applicable to 2,189,067,394 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
48,029,627
Net Asset Value Per Share $21.94
See accompanying Notes, which are an integral part of the Financial Statements.
39

Target Retirement 2025 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 411,317
Net Investment Income—Note B 411,317
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 132,836
Affiliated Funds Sold 2,260,261
Futures Contracts 24,338
Realized Net Gain (Loss) 2,417,435
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 2,411,867
Futures Contracts (13,754)
Change in Unrealized Appreciation (Depreciation) 2,398,113
Net Increase (Decrease) in Net Assets Resulting from Operations 5,226,865
See accompanying Notes, which are an integral part of the Financial Statements.
40

Target Retirement 2025 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 411,317   1,007,353
Realized Net Gain (Loss) 2,417,435   1,015,820
Change in Unrealized Appreciation (Depreciation) 2,398,113   1,714,535
Net Increase (Decrease) in Net Assets Resulting from Operations 5,226,865   3,737,708
Distributions      
Total Distributions (2,094,827)   (1,174,627)
Capital Share Transactions      
Issued 4,869,315   7,933,617
Issued in Lieu of Cash Distributions 2,045,138   1,150,386
Redeemed (8,537,379)   (9,272,657)
Net Increase (Decrease) from Capital Share Transactions (1,622,926)   (188,654)
Total Increase (Decrease) 1,509,112   2,374,427
Net Assets      
Beginning of Period 46,520,515   44,146,088
End of Period 48,029,627   46,520,515
See accompanying Notes, which are an integral part of the Financial Statements.
41

Target Retirement 2025 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $20.56 $19.34 $19.02 $18.25 $16.77 $15.90
Investment Operations            
Net Investment Income .1821 .4381 .4641 .4191 .3801 .362
Capital Gain Distributions Received .0591 .0011 .0041 .006
Net Realized and Unrealized Gain (Loss) on Investments 2.076 1.292 .390 .807 1.534 1.280
Total from Investment Operations 2.317 1.730 .854 1.227 1.918 1.648
Distributions            
Dividends from Net Investment Income (.356) (.471) (.434) (.369) (.327) (.342)
Distributions from Realized Capital Gains (.581) (.039) (.100) (.088) (.111) (.436)
Total Distributions (.937) (.510) (.534) (.457) (.438) (.778)
Net Asset Value, End of Period $21.94 $20.56 $19.34 $19.02 $18.25 $16.77
Total Return2 11.36% 9.04% 4.89% 6.79% 11.74% 10.67%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $48,030 $46,521 $44,146 $41,860 $37,111 $31,706
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.13% 0.13% 0.13% 0.13% 0.14% 0.14%
Ratio of Net Investment Income to Average Net Assets 1.68% 2.25% 2.51% 2.24% 2.21% 2.18%
Portfolio Turnover Rate 6% 21% 11% 8% 10% 15%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
42

Target Retirement 2025 Fund
Notes to Financial Statements
Vanguard Target Retirement 2025 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
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Target Retirement 2025 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
44

Target Retirement 2025 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 31,885,642
Gross Unrealized Appreciation 16,337,805
Gross Unrealized Depreciation (140,280)
Net Unrealized Appreciation (Depreciation) 16,197,525
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 224,506   405,875
Issued in Lieu of Cash Distributions 95,078   57,837
Redeemed (393,620)   (483,645)
Net Increase (Decrease) in Shares Outstanding (74,036)   (19,933)
45

Target Retirement 2025 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 471,242 NA1 NA1 257 516,139
Vanguard Short-Term Inflation-Protected Securities Index Fund 225,991 165,683 5,545 2,847 397,219
Vanguard Total Bond Market II Index Fund 12,850,937 1,457,273 275,440 (10,047) (659,437) 124,543 124,094 13,363,286
Vanguard Total International Bond Index Fund 5,507,353 448,170 150,000 (3,787) (115,275) 25,180 8,742 5,686,461
Vanguard Total International Bond II Index Fund 170,004 5 170,004
Vanguard Total International Stock Index Fund 11,004,784 141,543 2,015,975 289,524 1,846,620 141,547 11,266,496
Vanguard Total Stock Market Index Fund 16,288,734 311,068 3,230,143 1,984,571 1,334,414 116,938 16,688,644
Total 46,349,041 2,693,741 5,671,558 2,260,261 2,411,867 411,317 132,836 48,088,249
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
46

Target Retirement 2030 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 40.0%
Vanguard Total International Stock Index Fund Investor Shares 26.9
Vanguard Total Bond Market II Index Fund Investor Shares 23.0
Vanguard Total International Bond Index Fund Investor Shares 9.8
Vanguard Total International Bond II Index Fund Investor Shares 0.3
The table reflects the fund’s investments, except for short-term investments and derivatives.
47

Target Retirement 2030 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.0%)
U.S. Stock Fund (39.5%)
  Vanguard Total Stock Market Index Fund Investor Shares 173,843,287 17,466,035
International Stock Fund (26.7%)
  Vanguard Total International Stock Index Fund Investor Shares 585,188,410 11,773,991
U.S. Bond Fund (22.8%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 916,548,433 10,072,867
International Bond Funds (10.0%)
  Vanguard Total International Bond Index Fund Investor Shares 377,112,229  4,299,078
1 Vanguard Total International Bond II Index Fund Investor Shares  12,000,460    120,005
                     4,419,083
Total Investment Companies
(Cost $27,806,874)
43,731,976
Temporary Cash Investments (1.2%)
Money Market Fund (1.2%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $497,490)
  4,975,046    497,505
Total Investments (100.2%)
(Cost $28,304,364)
  44,229,481
Other Assets and Liabilities—Net (-0.2%)   (66,299)
Net Assets (100%)   44,163,182
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
48

Target Retirement 2030 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 1,968 257,685 (6,461)
E-mini S&P 500 Index June 2021 942 186,865 1,622
        (4,839)
  
See accompanying Notes, which are an integral part of the Financial Statements.
49

Target Retirement 2030 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $28,304,364) 44,229,481
Cash Collateral Pledged—Futures Contracts 14,890
Receivables for Investment Securities Sold 188,095
Receivables for Accrued Income 21,763
Receivables for Capital Shares Issued 37,320
Variation Margin Receivable—Futures Contracts 803
Total Assets 44,492,352
Liabilities  
Payables for Investment Securities Purchased 121,770
Payables for Capital Shares Redeemed 207,400
Total Liabilities 329,170
Net Assets 44,163,182
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 26,293,699
Total Distributable Earnings (Loss) 17,869,483
Net Assets 44,163,182
   
Net Assets  
Applicable to 1,062,542,754 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
44,163,182
Net Asset Value Per Share $41.56
See accompanying Notes, which are an integral part of the Financial Statements.
50

Target Retirement 2030 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 381,150
Net Investment Income—Note B 381,150
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 100,377
Affiliated Funds Sold 1,892,554
Futures Contracts 26,537
Realized Net Gain (Loss) 2,019,468
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 3,148,065
Futures Contracts (11,644)
Change in Unrealized Appreciation (Depreciation) 3,136,421
Net Increase (Decrease) in Net Assets Resulting from Operations 5,537,039
See accompanying Notes, which are an integral part of the Financial Statements.
51

Target Retirement 2030 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 381,150   883,909
Realized Net Gain (Loss) 2,019,468   236,119
Change in Unrealized Appreciation (Depreciation) 3,136,421   2,407,074
Net Increase (Decrease) in Net Assets Resulting from Operations 5,537,039   3,527,102
Distributions      
Total Distributions (1,152,226)   (970,908)
Capital Share Transactions      
Issued 4,712,899   7,587,027
Issued in Lieu of Cash Distributions 1,130,227   954,496
Redeemed (8,350,073)   (7,926,412)
Net Increase (Decrease) from Capital Share Transactions (2,506,947)   615,111
Total Increase (Decrease) 1,877,866   3,171,305
Net Assets      
Beginning of Period 42,285,316   39,114,011
End of Period 44,163,182   42,285,316
See accompanying Notes, which are an integral part of the Financial Statements.
52

Target Retirement 2030 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $37.63 $35.22 $34.74 $32.93 $29.77 $27.77
Investment Operations            
Net Investment Income .3421 .7821 .8301 .7541 .6831 .634
Capital Gain Distributions Received .0901 .0011 .0061 .008
Net Realized and Unrealized Gain (Loss) on Investments 4.536 2.495 .486 1.744 3.167 2.390
Total from Investment Operations 4.968 3.277 1.316 2.499 3.856 3.032
Distributions            
Dividends from Net Investment Income (.661) (.867) (.767) (.670) (.576) (.597)
Distributions from Realized Capital Gains (.377) (.069) (.019) (.120) (.435)
Total Distributions (1.038) (.867) (.836) (.689) (.696) (1.032)
Net Asset Value, End of Period $41.56 $37.63 $35.22 $34.74 $32.93 $29.77
Total Return2 13.28% 9.38% 4.15% 7.65% 13.25% 11.15%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $44,163 $42,285 $39,114 $35,913 $30,877 $24,966
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.13% 0.14% 0.14% 0.14% 0.14% 0.15%
Ratio of Net Investment Income to Average Net Assets 1.70% 2.20% 2.46% 2.22% 2.21% 2.20%
Portfolio Turnover Rate 5% 21% 8% 9% 9% 16%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
53

Target Retirement 2030 Fund
Notes to Financial Statements
Vanguard Target Retirement 2030 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
54

Target Retirement 2030 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
55

Target Retirement 2030 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 28,304,434
Gross Unrealized Appreciation 16,047,016
Gross Unrealized Depreciation (126,808)
Net Unrealized Appreciation (Depreciation) 15,920,208
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 116,144   213,271
Issued in Lieu of Cash Distributions 27,921   26,122
Redeemed (205,248)   (226,267)
Net Increase (Decrease) in Shares Outstanding (61,183)   13,126
56

Target Retirement 2030 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 484,989 NA1 NA1 236 497,505
Vanguard Total Bond Market II Index Fund 9,457,767 1,397,445 276,976 (9,366) (496,003) 93,472 93,834 10,072,867
Vanguard Total International Bond Index Fund 4,107,268 444,633 161,863 (3,723) (87,237) 19,011 6,543 4,299,078
Vanguard Total International Bond II Index Fund 120,005 5 120,005
Vanguard Total International Stock Index Fund 11,241,749 146,877 1,822,549 218,288 1,989,626 146,879 11,773,991
Vanguard Total Stock Market Index Fund 16,880,095 193,878 3,036,972 1,687,355 1,741,679 121,547 17,466,035
Total 42,171,868 2,302,838 5,298,360 1,892,554 3,148,065 381,150 100,377 44,229,481
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
57

Target Retirement 2035 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 44.5%
Vanguard Total International Stock Index Fund Investor Shares 30.0
Vanguard Total Bond Market II Index Fund Investor Shares 17.7
Vanguard Total International Bond Index Fund Investor Shares 7.6
Vanguard Total International Bond II Index Fund Investor Shares 0.2
The table reflects the fund’s investments, except for short-term investments and derivatives.
58

Target Retirement 2035 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.9%)
U.S. Stock Fund (44.1%)
  Vanguard Total Stock Market Index Fund Investor Shares 191,035,888 19,193,375
International Stock Fund (29.6%)
  Vanguard Total International Stock Index Fund Investor Shares 642,263,539 12,922,342
U.S. Bond Fund (17.5%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 693,899,957  7,625,961
International Bond Funds (7.7%)
  Vanguard Total International Bond Index Fund Investor Shares 285,788,310  3,257,987
1 Vanguard Total International Bond II Index Fund Investor Shares   9,500,460     95,004
                     3,352,991
Total Investment Companies
(Cost $25,614,738)
43,094,669
Temporary Cash Investments (1.1%)
Money Market Fund (1.1%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $464,261)
  4,642,810    464,281
Total Investments (100.0%)
(Cost $26,078,999)
  43,558,950
Other Assets and Liabilities—Net (0.0%)   (13,404)
Net Assets (100%)   43,545,546
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
59

Target Retirement 2035 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 2,191 286,884 (7,155)
E-mini S&P 500 Index June 2021 920 182,500 1,584
        (5,571)
  
See accompanying Notes, which are an integral part of the Financial Statements.
60

Target Retirement 2035 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $26,078,999) 43,558,950
Cash Collateral Pledged—Futures Contracts 11,660
Receivables for Investment Securities Sold 225,972
Receivables for Accrued Income 16,403
Receivables for Capital Shares Issued 29,858
Variation Margin Receivable—Futures Contracts 437
Total Assets 43,843,280
Liabilities  
Payables for Investment Securities Purchased 91,404
Payables for Capital Shares Redeemed 206,330
Total Liabilities 297,734
Net Assets 43,545,546
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 24,292,200
Total Distributable Earnings (Loss) 19,253,346
Net Assets 43,545,546
   
Net Assets  
Applicable to 1,673,713,062 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
43,545,546
Net Asset Value Per Share $26.02
See accompanying Notes, which are an integral part of the Financial Statements.
61

Target Retirement 2035 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 374,635
Net Investment Income—Note B 374,635
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 74,699
Affiliated Funds Sold 1,696,525
Futures Contracts 19,173
Realized Net Gain (Loss) 1,790,397
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 3,923,111
Futures Contracts (11,677)
Change in Unrealized Appreciation (Depreciation) 3,911,434
Net Increase (Decrease) in Net Assets Resulting from Operations 6,076,466
See accompanying Notes, which are an integral part of the Financial Statements.
62

Target Retirement 2035 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 374,635   825,556
Realized Net Gain (Loss) 1,790,397   269,202
Change in Unrealized Appreciation (Depreciation) 3,911,434   2,412,559
Net Increase (Decrease) in Net Assets Resulting from Operations 6,076,466   3,507,317
Distributions      
Total Distributions (1,093,220)   (909,779)
Capital Share Transactions      
Issued 4,052,962   6,619,919
Issued in Lieu of Cash Distributions 1,072,458   894,998
Redeemed (7,159,730)   (6,642,323)
Net Increase (Decrease) from Capital Share Transactions (2,034,310)   872,594
Total Increase (Decrease) 2,948,936   3,470,132
Net Assets      
Beginning of Period 40,596,610   37,126,478
End of Period 43,545,546   40,596,610
See accompanying Notes, which are an integral part of the Financial Statements.
63

Target Retirement 2035 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $23.16 $21.60 $21.46 $20.20 $18.09 $16.95
Investment Operations            
Net Investment Income .2151 .4701 .5001 .4591 .4181 .393
Capital Gain Distributions Received .0431 .0011 .0031 .003
Net Realized and Unrealized Gain (Loss) on Investments 3.232 1.614 .146 1.243 2.180 1.530
Total from Investment Operations 3.490 2.084 .646 1.703 2.601 1.926
Distributions            
Dividends from Net Investment Income (.409) (.524) (.464) (.410) (.356) (.371)
Distributions from Realized Capital Gains (.221) (.042) (.033) (.135) (.415)
Total Distributions (.630) (.524) (.506) (.443) (.491) (.786)
Net Asset Value, End of Period $26.02 $23.16 $21.60 $21.46 $20.20 $18.09
Total Return2 15.16% 9.71% 3.37% 8.51% 14.76% 11.64%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $43,546 $40,597 $37,126 $34,522 $29,798 $24,531
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.14% 0.14% 0.14% 0.14% 0.14% 0.15%
Ratio of Net Investment Income to Average Net Assets 1.72% 2.15% 2.42% 2.19% 2.22% 2.21%
Portfolio Turnover Rate 5% 18% 7% 8% 9% 14%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
64

Target Retirement 2035 Fund
Notes to Financial Statements
Vanguard Target Retirement 2035 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
65

Target Retirement 2035 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
66

Target Retirement 2035 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 26,079,672
Gross Unrealized Appreciation 17,589,746
Gross Unrealized Depreciation (116,039)
Net Unrealized Appreciation (Depreciation) 17,473,707
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 160,703   303,971
Issued in Lieu of Cash Distributions 42,592   39,637
Redeemed (282,790)   (309,050)
Net Increase (Decrease) in Shares Outstanding (79,495)   34,558
67

Target Retirement 2035 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 594,477 NA1 NA1 227 464,281
Vanguard Total Bond Market II Index Fund 6,984,633 1,127,651 109,279 (2,167) (374,877) 69,430 69,859 7,625,961
Vanguard Total International Bond Index Fund 3,015,281 386,106 75,000 (1,910) (66,490) 14,158 4,840 3,257,987
Vanguard Total International Bond II Index Fund 95,004 5 95,004
Vanguard Total International Stock Index Fund 12,008,178 158,431 1,613,711 167,561 2,201,883 158,433 12,922,342
Vanguard Total Stock Market Index Fund 17,944,363 295,622 2,742,246 1,533,041 2,162,595 132,382 19,193,375
Total 40,546,932 2,062,814 4,540,236 1,696,525 3,923,111 374,635 74,699 43,558,950
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
68

Trustees Approve Advisory Arrangements
The board of trustees of Vanguard Target Retirement Funds has renewed each fund’s investment advisory arrangement with The Vanguard Group, Inc. (Vanguard), through its Equity Index Group. The board determined that continuing each fund’s internalized management structure was in the best interests of the funds and their shareholders.
The board based its decision upon an evaluation of the advisor’s investment staff, portfolio management process, and performance. This evaluation included information provided to the board by Vanguard’s Portfolio Review Department, which is responsible for fund and advisor oversight and product management. The Portfolio Review Department met regularly with the advisor and made monthly presentations to the board during the fiscal year that directed the board’s focus to relevant information and topics.
The board, or an investment committee made up of board members, also received information throughout the year during advisor presentations. For each advisor presentation, the board was provided with letters and reports that included information about, among other things, the advisory firm and the advisor’s assessment of the investment environment, portfolio performance, and portfolio characteristics.
In addition, the board received monthly reports, which included a Market and Economic Report, a Fund Dashboard Monthly Summary, and a Fund Performance Report.
Prior to their meeting, the trustees were provided with a memo and materials that summarized the information they received over the course of the year. They also considered the factors discussed below, among others. However, no single factor determined whether the board approved the arrangements. Rather, it was the totality of the circumstances that drove the board’s decision.
Nature, extent, and quality of services
The board reviewed the quality of the funds’ investment management services over both the short and long term, and took into account the organizational depth and stability of the advisor. The board considered that Vanguard has been managing investments for more than four decades. The Equity Index Group adheres to a sound, disciplined investment management process; the team has considerable experience, stability, and depth.
The board concluded that Vanguard’s experience, stability, depth, and performance, among other factors, warranted continuation of the advisory arrangements.
Investment performance
The board considered the performance of each fund, including any periods of outperformance or underperformance compared with a relevant benchmark index and peer group. The board concluded that the performance was such that the advisory arrangements should continue.
Cost
The board concluded that each fund’s acquired fund fees and expenses were well below the average expense ratios charged by funds in its respective peer group. The funds do not incur advisory expenses directly; however, the board noted that each of the underlying funds in which the funds invest has advisory expenses well below the relevant peer-group average.
69

The board does not conduct a profitability analysis of Vanguard because of Vanguard’s unique structure. Unlike most other mutual fund management companies, Vanguard is owned by the funds it oversees.
The benefit of economies of scale
The board concluded that Vanguard’s arrangements with the Target Retirement Funds and their underlying funds ensure that the funds will realize economies of scale as they grow, with the cost to shareholders declining as assets increase.
The board will consider whether to renew the advisory arrangements again after a one-year period.
70

Liquidity Risk Management
Vanguard funds (except for the money market funds) have adopted and implemented a written liquidity risk management program (the “Program”) as required by Rule 22e-4 under the Investment Company Act of 1940. Rule 22e-4 requires that each fund adopt a program that is reasonably designed to assess and manage the fund’s liquidity risk, which is the risk that the fund could not meet redemption requests without significant dilution of remaining investors’ interests in the fund.
Assessment and management of a fund’s liquidity risk under the Program take into consideration certain factors, such as the fund’s investment strategy and the liquidity of its portfolio investments during normal and reasonably foreseeable stressed conditions, its short- and long-term cash-flow projections during both normal and reasonably foreseeable stressed conditions, and its cash and cash-equivalent holdings and access to other funding sources. As required by the rule, the Program includes policies and procedures for classification of fund portfolio holdings in four liquidity categories, maintaining certain levels of highly liquid investments, and limiting holdings of illiquid investments.
The board of trustees of Vanguard Chester Funds approved the appointment of liquidity risk management program administrators responsible for administering the Program for Vanguard Target Retirement Income Fund, Vanguard Target Retirement 2015 Fund, Vanguard Target Retirement 2020 Fund, Vanguard Target Retirement 2025 Fund, Vanguard Target Retirement 2030 Fund, and Vanguard Target Retirement 2035 Fund, and for carrying out the specific responsibilities set forth in the Program, including reporting to the board on at least an annual basis regarding the Program's operation, its adequacy, and the effectiveness of its implementation for the past year (the “Program Administrator Report”). The board has reviewed the Program Administrator Report covering the period from January 1, 2020, through December 31, 2020 (the “Review Period”). The Program Administrator Report stated that during the Review Period the Program operated and was implemented effectively to manage the funds' liquidity risk.
71

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You can obtain a free copy of Vanguard’s proxy voting guidelines by visiting vanguard.com/proxyreporting or by calling Vanguard at 800-662-2739. The guidelines are also available from the SEC’s website, www.sec.gov. In addition, you may obtain a free report on how your fund voted the proxies for securities it owned during the 12 months ended June 30. To get the report, visit either vanguard.com/proxyreporting or www.sec.gov.
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All rights reserved.
Vanguard Marketing Corporation, Distributor.
Q3082 052021

 

 

Semiannual Report  |  March 31, 2021
Vanguard Target Retirement Funds
Vanguard Target Retirement 2040 Fund
Vanguard Target Retirement 2045 Fund
Vanguard Target Retirement 2050 Fund
Vanguard Target Retirement 2055 Fund
Vanguard Target Retirement 2060 Fund
Vanguard Target Retirement 2065 Fund


About Your Fund’s Expenses
As a shareholder of the fund, you incur ongoing costs, which include costs for portfolio management, administrative services, and shareholder reports (like this one), among others. Operating expenses, which are deducted from a fund’s gross income, directly reduce the investment return of the fund.
A fund’s expenses are expressed as a percentage of its average net assets. The Target Retirement Funds have no direct expenses, but each fund bears its proportionate share of the costs for the underlying funds in which it invests. These indirect expenses make up the acquired fund fees and expenses, also expressed as a percentage of average net assets. The following examples are intended to help you understand the ongoing costs (in dollars) of investing in your fund and to compare these costs with those of other mutual funds. The examples are based on an investment of $1,000 made at the beginning of the period shown and held for the entire period. The costs were calculated using the acquired fund fees and expenses for each Target Retirement Fund.
The accompanying table illustrates your fund’s costs in two ways:
Based on actual fund return. This section helps you to estimate the actual expenses that you paid over the period. The ”Ending Account Value“ shown is derived from the fund’s actual return, and the third column shows the dollar amount that would have been paid by an investor who started with $1,000 in the fund. You may use the information here, together with the amount you invested, to estimate the expenses that you paid over the period.
To do so, simply divide your account value by $1,000 (for example, an $8,600 account value divided by $1,000 = 8.6), then multiply the result by the number given for your fund under the heading ”Expenses Paid During Period.“
Based on hypothetical 5% yearly return. This section is intended to help you compare your fund‘s costs with those of other mutual funds. It assumes that the fund had a yearly return of 5% before expenses, but that the expense ratio is unchanged. In this case—because the return used is not the fund’s actual return—the results do not apply to your investment. The example is useful in making comparisons because the Securities and Exchange Commission requires all mutual funds to calculate expenses based on a 5% return. You can assess your fund’s costs by comparing this hypothetical example with the hypothetical examples that appear in shareholder reports of other funds.
Note that the expenses shown in the table are meant to highlight and help you compare ongoing costs only. Further, the expenses do not include any purchase, redemption, or account service fees described in the fund prospectus. If such fees were applied to your account, your costs would be higher. Your fund does not carry a “sales load.”
The calculations assume no shares were bought or sold during the period. Your actual costs may have been higher or lower, depending on the amount of your investment and the timing of any purchases or redemptions.
You can find more information about the fund’s expenses in the Financial Statements section of this report. For additional information on operating expenses and other shareholder costs, please refer to your fund’s current prospectus.
1

Six Months Ended March 31, 2021      
  Beginning
Account Value
9/30/2020
Ending
Account Value
3/31/2021
Expenses
Paid During
Period
Based on Actual Fund Return      
Target Retirement 2040 Fund $1,000.00 $1,170.70 $0.76
Target Retirement 2045 Fund $1,000.00 $1,189.90 $0.82
Target Retirement 2050 Fund $1,000.00 $1,191.80 $0.82
Target Retirement 2055 Fund $1,000.00 $1,191.50 $0.82
Target Retirement 2060 Fund $1,000.00 $1,191.40 $0.82
Target Retirement 2065 Fund $1,000.00 $1,191.30 $0.82
Based on Hypothetical 5% Yearly Return      
Target Retirement 2040 Fund $1,000.00 $1,024.23 $0.71
Target Retirement 2045 Fund $1,000.00 $1,024.18 $0.76
Target Retirement 2050 Fund $1,000.00 $1,024.18 $0.76
Target Retirement 2055 Fund $1,000.00 $1,024.18 $0.76
Target Retirement 2060 Fund $1,000.00 $1,024.18 $0.76
Target Retirement 2065 Fund $1,000.00 $1,024.18 $0.76
The calculations are based on the acquired fund fees and expenses for the most recent six-month period. The funds’ annualized expense figures for that period are (in order as listed from top to bottom above) 0.14%, 0.15%, 0.15%, 0.15%, 0.15%, and 0.15%. The dollar amounts shown as “Expenses Paid” are equal to the annualized average weighted expense ratio for the underlying funds multiplied by the average account value over the period, multiplied by the number of days in the most recent six-month period, then divided by the number of days in the most recent 12-month period (182/365).
2

Target Retirement 2040 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 49.0%
Vanguard Total International Stock Index Fund Investor Shares 32.9
Vanguard Total Bond Market II Index Fund Investor Shares 12.6
Vanguard Total International Bond Index Fund Investor Shares 5.5
The table reflects the fund’s investments, except for short-term investments and derivatives.
3

Target Retirement 2040 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.2%)
U.S. Stock Fund (48.6%)
  Vanguard Total Stock Market Index Fund Investor Shares 167,659,520 16,844,752
International Stock Fund (32.6%)
  Vanguard Total International Stock Index Fund Investor Shares 562,756,344 11,322,658
U.S. Bond Fund (12.5%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 395,873,561  4,350,650
International Bond Fund (5.5%)
  Vanguard Total International Bond Index Fund Investor Shares 166,179,946  1,894,451
Total Investment Companies
(Cost $19,929,068)
34,412,511
Temporary Cash Investments (0.9%)
Money Market Fund (0.9%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $322,393)
  3,224,088    322,409
Total Investments (100.1%)
(Cost $20,251,461)
  34,734,920
Other Assets and Liabilities—Net (-0.1%)   (38,611)
Net Assets (100%)   34,696,309
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
4

Target Retirement 2040 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts        
10-Year U.S. Treasury Note June 2021 1,189 155,685 (3,963)
E-mini S&P 500 Index June 2021 705 139,851 1,100
        (2,863)
  
See accompanying Notes, which are an integral part of the Financial Statements.
5

Target Retirement 2040 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $20,251,461) 34,734,920
Cash Collateral Pledged—Futures Contracts 11,230
Receivables for Investment Securities Sold 98,132
Receivables for Accrued Income 9,381
Receivables for Capital Shares Issued 27,146
Variation Margin Receivable—Futures Contracts 689
Total Assets 34,881,498
Liabilities  
Payables for Investment Securities Purchased 9,381
Payables for Capital Shares Redeemed 175,808
Total Liabilities 185,189
Net Assets 34,696,309
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 19,175,667
Total Distributable Earnings (Loss) 15,520,642
Net Assets 34,696,309
   
Net Assets  
Applicable to 754,921,803 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
34,696,309
Net Asset Value Per Share $45.96
See accompanying Notes, which are an integral part of the Financial Statements.
6

Target Retirement 2040 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 304,189
Net Investment Income—Note B 304,189
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 42,037
Affiliated Funds Sold 1,011,121
Futures Contracts 11,591
Realized Net Gain (Loss) 1,064,749
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 4,074,249
Futures Contracts (3,709)
Change in Unrealized Appreciation (Depreciation) 4,070,540
Net Increase (Decrease) in Net Assets Resulting from Operations 5,439,478
See accompanying Notes, which are an integral part of the Financial Statements.
7

Target Retirement 2040 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 304,189   641,754
Realized Net Gain (Loss) 1,064,749   50,254
Change in Unrealized Appreciation (Depreciation) 4,070,540   2,178,061
Net Increase (Decrease) in Net Assets Resulting from Operations 5,439,478   2,870,069
Distributions      
Total Distributions (727,665)   (701,833)
Capital Share Transactions      
Issued 3,488,261   6,050,667
Issued in Lieu of Cash Distributions 714,461   690,099
Redeemed (6,622,608)   (5,547,404)
Net Increase (Decrease) from Capital Share Transactions (2,419,886)   1,193,362
Total Increase (Decrease) 2,291,927   3,361,598
Net Assets      
Beginning of Period 32,404,382   29,042,784
End of Period 34,696,309   32,404,382
See accompanying Notes, which are an integral part of the Financial Statements.
8

Target Retirement 2040 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $40.07 $37.27 $37.26 $34.73 $30.59 $28.09
Investment Operations            
Net Investment Income .3811 .7991 .8501 .7861 .7181 .660
Capital Gain Distributions Received .0531 .0011 .0031 .003
Net Realized and Unrealized Gain (Loss) on Investments 6.369 2.892 (.005) 2.441 4.143 2.687
Total from Investment Operations 6.803 3.691 .845 3.228 4.864 3.350
Distributions            
Dividends from Net Investment Income (.719) (.891) (.779) (.684) (.599) (.615)
Distributions from Realized Capital Gains (.194) (.056) (.014) (.125) (.235)
Total Distributions (.913) (.891) (.835) (.698) (.724) (.850)
Net Asset Value, End of Period $45.96 $40.07 $37.27 $37.26 $34.73 $30.59
Total Return2 17.07% 9.96% 2.63% 9.37% 16.26% 12.11%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $34,696 $32,404 $29,043 $26,445 $22,324 $17,371
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.14% 0.14% 0.14% 0.14% 0.15% 0.16%
Ratio of Net Investment Income to Average Net Assets 1.74% 2.12% 2.38% 2.17% 2.23% 2.23%
Portfolio Turnover Rate 4% 13% 5% 8% 8% 16%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
9

Target Retirement 2040 Fund
Notes to Financial Statements
Vanguard Target Retirement 2040 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
10

Target Retirement 2040 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
11

Target Retirement 2040 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 20,251,461
Gross Unrealized Appreciation 14,556,252
Gross Unrealized Depreciation (75,656)
Net Unrealized Appreciation (Depreciation) 14,480,596
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 78,913   161,302
Issued in Lieu of Cash Distributions 16,168   17,596
Redeemed (148,864)   (149,436)
Net Increase (Decrease) in Shares Outstanding (53,783)   29,462
12

Target Retirement 2040 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 247,069 NA1 NA1 157 322,409
Vanguard Total Bond Market II Index Fund 3,935,308 724,578 94,413 (2,296) (212,527) 39,307 39,338 4,350,650
Vanguard Total International Bond Index Fund 1,696,600 236,712 (38,861) 7,904 2,699 1,894,451
Vanguard Total International Stock Index Fund 10,551,197 139,994 1,456,005 135,114 1,952,358 139,995 11,322,658
Vanguard Total Stock Market Index Fund 15,976,053 132,946 2,515,829 878,303 2,373,279 116,826 16,844,752
Total 32,406,227 1,234,230 4,066,247 1,011,121 4,074,249 304,189 42,037 34,734,920
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
13

Target Retirement 2045 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 53.5%
Vanguard Total International Stock Index Fund Investor Shares 36.0
Vanguard Total Bond Market II Index Fund Investor Shares 7.4
Vanguard Total International Bond Index Fund Investor Shares 3.1
The table reflects the fund’s investments, except for short-term investments and derivatives.
14

Target Retirement 2045 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.1%)
U.S. Stock Fund (53.1%)
  Vanguard Total Stock Market Index Fund Investor Shares 175,788,288 17,661,449
International Stock Fund (35.6%)
  Vanguard Total International Stock Index Fund Investor Shares 589,430,388 11,859,339
U.S. Bond Fund (7.3%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 222,026,311  2,440,069
International Bond Fund (3.1%)
  Vanguard Total International Bond Index Fund Investor Shares  90,518,399  1,031,910
Total Investment Companies
(Cost $18,402,327)
32,992,767
Temporary Cash Investments (0.9%)
Money Market Fund (0.9%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $315,302)
  3,153,159    315,316
Total Investments (100.0%)
(Cost $18,717,629)
  33,308,083
Other Assets and Liabilities—Net (0.0%)   (2,053)
Net Assets (100%)   33,306,030
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
15

Target Retirement 2045 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts        
10-Year U.S. Treasury Note June 2021 1,370 179,384 (4,564)
E-mini S&P 500 Index June 2021 607 120,411 1,046
        (3,518)
  
See accompanying Notes, which are an integral part of the Financial Statements.
16

Target Retirement 2045 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $18,717,629) 33,308,083
Cash Collateral Pledged—Futures Contracts 8,800
Receivables for Investment Securities Sold 164,183
Receivables for Accrued Income 5,224
Receivables for Capital Shares Issued 29,859
Variation Margin Receivable—Futures Contracts 414
Total Assets 33,516,563
Liabilities  
Payables for Investment Securities Purchased 5,224
Payables for Capital Shares Redeemed 205,309
Total Liabilities 210,533
Net Assets 33,306,030
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 17,964,710
Total Distributable Earnings (Loss) 15,341,320
Net Assets 33,306,030
   
Net Assets  
Applicable to 1,130,875,377 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
33,306,030
Net Asset Value Per Share $29.45
See accompanying Notes, which are an integral part of the Financial Statements.
17

Target Retirement 2045 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 290,628
Net Investment Income—Note B 290,628
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 22,548
Affiliated Funds Sold 684,380
Futures Contracts 9,139
Realized Net Gain (Loss) 716,067
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 4,663,044
Futures Contracts (4,687)
Change in Unrealized Appreciation (Depreciation) 4,658,357
Net Increase (Decrease) in Net Assets Resulting from Operations 5,665,052
See accompanying Notes, which are an integral part of the Financial Statements.
18

Target Retirement 2045 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 290,628   581,187
Realized Net Gain (Loss) 716,067   63,513
Change in Unrealized Appreciation (Depreciation) 4,658,357   2,123,497
Net Increase (Decrease) in Net Assets Resulting from Operations 5,665,052   2,768,197
Distributions      
Total Distributions (634,586)   (636,663)
Capital Share Transactions      
Issued 3,077,267   5,359,364
Issued in Lieu of Cash Distributions 623,462   626,488
Redeemed (5,630,559)   (4,581,926)
Net Increase (Decrease) from Capital Share Transactions (1,929,830)   1,403,926
Total Increase (Decrease) 3,100,636   3,535,460
Net Assets      
Beginning of Period 30,205,394   26,669,934
End of Period 33,306,030   30,205,394
See accompanying Notes, which are an integral part of the Financial Statements.
19

Target Retirement 2045 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $25.22 $23.38 $23.49 $21.80 $19.12 $17.60
Investment Operations            
Net Investment Income .2451 .4921 .5271 .4921 .4501 .411
Capital Gain Distributions Received .0191 .0011 .002
Net Realized and Unrealized Gain (Loss) on Investments 4.501 1.900 (.128) 1.636 2.696 1.692
Total from Investment Operations 4.765 2.392 .399 2.128 3.147 2.105
Distributions            
Dividends from Net Investment Income (.452) (.552) (.483) (.428) (.375) (.386)
Distributions from Realized Capital Gains (.083) (.026) (.010) (.092) (.199)
Total Distributions (.535) (.552) (.509) (.438) (.467) (.585)
Net Asset Value, End of Period $29.45 $25.22 $23.38 $23.49 $21.80 $19.12
Total Return2 18.99% 10.27% 2.06% 9.85% 16.84% 12.16%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $33,306 $30,205 $26,670 $24,330 $20,413 $15,987
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.15% 0.15% 0.15% 0.15% 0.15% 0.16%
Ratio of Net Investment Income to Average Net Assets 1.76% 2.08% 2.35% 2.16% 2.23% 2.43%
Portfolio Turnover Rate 3% 9% 4% 7% 8% 13%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
20

Target Retirement 2045 Fund
Notes to Financial Statements
Vanguard Target Retirement 2045 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
21

Target Retirement 2045 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
22

Target Retirement 2045 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 18,717,629
Gross Unrealized Appreciation 14,636,601
Gross Unrealized Depreciation (49,665)
Net Unrealized Appreciation (Depreciation) 14,586,936
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 109,380   228,288
Issued in Lieu of Cash Distributions 22,156   25,292
Redeemed (198,458)   (196,369)
Net Increase (Decrease) in Shares Outstanding (66,922)   57,211
23

Target Retirement 2045 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 381,076 NA1 NA1 160 315,316
Vanguard Total Bond Market II Index Fund 1,888,027 668,684 (116,642) 20,872 21,098 2,440,069
Vanguard Total International Bond Index Fund 920,558 132,518 (21,166) 4,280 1,450 1,031,910
Vanguard Total International Stock Index Fund 10,776,357 143,985 1,198,757 93,024 2,044,730 143,990 11,859,339
Vanguard Total Stock Market Index Fund 16,243,273 132,126 2,061,428 591,356 2,756,122 121,326 17,661,449
Total 30,209,291 1,077,313 3,260,185 684,380 4,663,044 290,628 22,548 33,308,083
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
24

Target Retirement 2050 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 54.2%
Vanguard Total International Stock Index Fund Investor Shares 36.4
Vanguard Total Bond Market II Index Fund Investor Shares 6.4
Vanguard Total International Bond Index Fund Investor Shares 2.9
Vanguard Total International Bond II Index Fund Investor Shares 0.1
The table reflects the fund’s investments, except for short-term investments and derivatives.
25

Target Retirement 2050 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.1%)
U.S. Stock Fund (53.7%)
  Vanguard Total Stock Market Index Fund Investor Shares 135,716,691 13,635,456
International Stock Fund (36.1%)
  Vanguard Total International Stock Index Fund Investor Shares 454,946,218  9,153,518
U.S. Bond Fund (6.4%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 146,691,504  1,612,140
International Bond Funds (2.9%)
  Vanguard Total International Bond Index Fund Investor Shares  64,139,105    731,186
1 Vanguard Total International Bond II Index Fund Investor Shares   1,500,345     15,003
                       746,189
Total Investment Companies
(Cost $15,262,171)
25,147,303
Temporary Cash Investments (1.0%)
Money Market Fund (1.0%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $259,756)
  2,597,785    259,778
Total Investments (100.1%)
(Cost $15,521,927)
  25,407,081
Other Assets and Liabilities—Net (-0.1%)   (16,521)
Net Assets (100%)   25,390,560
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
26

Target Retirement 2050 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts        
10-Year U.S. Treasury Note June 2021 1,156 151,364 (3,819)
E-mini S&P 500 Index June 2021 545 108,111 938
        (2,881)
  
See accompanying Notes, which are an integral part of the Financial Statements.
27

Target Retirement 2050 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $15,521,927) 25,407,081
Cash Collateral Pledged—Futures Contracts 6,790
Receivables for Investment Securities Sold 79,770
Receivables for Accrued Income 3,516
Receivables for Capital Shares Issued 22,611
Variation Margin Receivable—Futures Contracts 287
Total Assets 25,520,055
Liabilities  
Payables for Investment Securities Purchased 3,517
Payables for Capital Shares Redeemed 125,978
Total Liabilities 129,495
Net Assets 25,390,560
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 15,052,041
Total Distributable Earnings (Loss) 10,338,519
Net Assets 25,390,560
   
Net Assets  
Applicable to 534,373,864 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
25,390,560
Net Asset Value Per Share $47.51
See accompanying Notes, which are an integral part of the Financial Statements.
28

Target Retirement 2050 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 222,040
Net Investment Income—Note B 222,040
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 16,053
Affiliated Funds Sold 387,708
Futures Contracts 2,456
Realized Net Gain (Loss) 406,217
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 3,729,164
Futures Contracts (4,422)
Change in Unrealized Appreciation (Depreciation) 3,724,742
Net Increase (Decrease) in Net Assets Resulting from Operations 4,352,999
See accompanying Notes, which are an integral part of the Financial Statements.
29

Target Retirement 2050 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 222,040   434,278
Realized Net Gain (Loss) 406,217   47,373
Change in Unrealized Appreciation (Depreciation) 3,724,742   1,628,588
Net Increase (Decrease) in Net Assets Resulting from Operations 4,352,999   2,110,239
Distributions      
Total Distributions (470,654)   (462,317)
Capital Share Transactions      
Issued 2,897,394   5,098,536
Issued in Lieu of Cash Distributions 460,885   453,580
Redeemed (4,828,709)   (3,691,857)
Net Increase (Decrease) from Capital Share Transactions (1,470,430)   1,860,259
Total Increase (Decrease) 2,411,915   3,508,181
Net Assets      
Beginning of Period 22,978,645   19,470,464
End of Period 25,390,560   22,978,645
See accompanying Notes, which are an integral part of the Financial Statements.
30

Target Retirement 2050 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $40.60 $37.63 $37.80 $35.07 $30.63 $27.95
Investment Operations            
Net Investment Income .3961 .7931 .8511 .7941 .7271 .636
Capital Gain Distributions Received .0291 .0011 .0021 .003
Net Realized and Unrealized Gain (Loss) on Investments 7.322 3.053 (.204) 2.629 4.332 2.714
Total from Investment Operations 7.747 3.846 .647 3.424 5.061 3.353
Distributions            
Dividends from Net Investment Income (.741) (.876) (.789) (.684) (.587) (.585)
Distributions from Realized Capital Gains (.096) (.028) (.010) (.034) (.088)
Total Distributions (.837) (.876) (.817) (.694) (.621) (.673)
Net Asset Value, End of Period $47.51 $40.60 $37.63 $37.80 $35.07 $30.63
Total Return2 19.18% 10.26% 2.07% 9.84% 16.84% 12.14%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $25,391 $22,979 $19,470 $16,804 $13,407 $9,634
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.15% 0.15% 0.15% 0.15% 0.15% 0.16%
Ratio of Net Investment Income to Average Net Assets 1.76% 2.08% 2.36% 2.16% 2.24% 2.24%
Portfolio Turnover Rate 3% 9% 3% 7% 6% 12%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
31

Target Retirement 2050 Fund
Notes to Financial Statements
Vanguard Target Retirement 2050 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
32

Target Retirement 2050 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
33

Target Retirement 2050 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 15,522,419
Gross Unrealized Appreciation 9,910,582
Gross Unrealized Depreciation (28,801)
Net Unrealized Appreciation (Depreciation) 9,881,781
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 63,959   135,066
Issued in Lieu of Cash Distributions 10,161   11,376
Redeemed (105,677)   (97,920)
Net Increase (Decrease) in Shares Outstanding (31,557)   48,522
34

Target Retirement 2050 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 372,765 NA1 NA1 136 259,778
Vanguard Total Bond Market II Index Fund 1,398,010 448,634 153,862 (2,160) (78,482) 14,571 15,008 1,612,140
Vanguard Total International Bond Index Fund 667,925 78,386 (15,125) 3,101 1,045 731,186
Vanguard Total International Bond II Index Fund 15,003 3 15,003
Vanguard Total International Stock Index Fund 8,216,665 131,413 834,061 65,423 1,574,078 110,850 9,153,518
Vanguard Total Stock Market Index Fund 12,322,544 163,623 1,423,849 324,445 2,248,693 93,379 13,635,456
Total 22,977,909 837,059 2,411,772 387,708 3,729,164 222,040 16,053 25,407,081
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
35

Target Retirement 2055 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 54.1%
Vanguard Total International Stock Index Fund Investor Shares 36.3
Vanguard Total Bond Market II Index Fund Investor Shares 6.6
Vanguard Total International Bond Index Fund Investor Shares 2.9
Vanguard Total International Bond II Index Fund Investor Shares 0.1
The table reflects the fund’s investments, except for short-term investments and derivatives.
36

Target Retirement 2055 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.2%)
U.S. Stock Fund (53.7%)
  Vanguard Total Stock Market Index Fund Investor Shares  77,637,618  7,800,251
International Stock Fund (36.0%)
  Vanguard Total International Stock Index Fund Investor Shares 260,251,818  5,236,267
U.S. Bond Fund (6.5%)
1 Vanguard Total Bond Market II Index Fund Investor Shares  85,756,004    942,458
International Bond Funds (3.0%)
  Vanguard Total International Bond Index Fund Investor Shares  36,190,975    412,577
1 Vanguard Total International Bond II Index Fund Investor Shares   2,000,460     20,005
                       432,582
Total Investment Companies
(Cost $9,883,262)
14,411,558
Temporary Cash Investments (1.0%)
Money Market Fund (1.0%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $144,599)
  1,446,197    144,620
Total Investments (100.2%)
(Cost $10,027,861)
  14,556,178
Other Assets and Liabilities—Net (-0.2%)   (27,842)
Net Assets (100%)   14,528,336
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
37

Target Retirement 2055 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts        
10-Year U.S. Treasury Note June 2021 471 61,672 (1,541)
E-mini S&P 500 Index June 2021 319 63,280 468
        (1,073)
  
See accompanying Notes, which are an integral part of the Financial Statements.
38

Target Retirement 2055 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $10,027,861) 14,556,178
Cash Collateral Pledged—Futures Contracts 5,050
Receivables for Investment Securities Sold 52,848
Receivables for Accrued Income 2,035
Receivables for Capital Shares Issued 16,422
Variation Margin Receivable—Futures Contracts 327
Total Assets 14,632,860
Liabilities  
Payables for Investment Securities Purchased 2,035
Payables for Capital Shares Redeemed 102,489
Total Liabilities 104,524
Net Assets 14,528,336
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 9,812,627
Total Distributable Earnings (Loss) 4,715,709
Net Assets 14,528,336
   
Net Assets  
Applicable to 281,646,098 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
14,528,336
Net Asset Value Per Share $51.58
See accompanying Notes, which are an integral part of the Financial Statements.
39

Target Retirement 2055 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 125,786
Net Investment Income—Note B 125,786
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 9,162
Affiliated Funds Sold 143,760
Futures Contracts 3,851
Realized Net Gain (Loss) 156,773
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 2,171,833
Futures Contracts (2,265)
Change in Unrealized Appreciation (Depreciation) 2,169,568
Net Increase (Decrease) in Net Assets Resulting from Operations 2,452,127
See accompanying Notes, which are an integral part of the Financial Statements.
40

Target Retirement 2055 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 125,786   236,270
Realized Net Gain (Loss) 156,773   27,945
Change in Unrealized Appreciation (Depreciation) 2,169,568   905,382
Net Increase (Decrease) in Net Assets Resulting from Operations 2,452,127   1,169,597
Distributions      
Total Distributions (263,084)   (240,555)
Capital Share Transactions      
Issued 2,084,755   3,561,374
Issued in Lieu of Cash Distributions 258,127   236,321
Redeemed (2,904,718)   (2,027,645)
Net Increase (Decrease) from Capital Share Transactions (561,836)   1,770,050
Total Increase (Decrease) 1,627,207   2,699,092
Net Assets      
Beginning of Period 12,901,129   10,202,037
End of Period 14,528,336   12,901,129
See accompanying Notes, which are an integral part of the Financial Statements.
41

Target Retirement 2055 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $44.08 $40.84 $40.95 $37.98 $33.15 $30.14
Investment Operations            
Net Investment Income .4311 .8621 .9291 .8681 .7961 .642
Capital Gain Distributions Received .0311 .0011 .0021 .003
Net Realized and Unrealized Gain (Loss) on Investments 7.935 3.307 (.209) 2.819 4.688 2.974
Total from Investment Operations 8.397 4.169 .720 3.688 5.486 3.619
Distributions            
Dividends from Net Investment Income (.791) (.929) (.830) (.718) (.654) (.593)
Distributions from Realized Capital Gains (.106) (.002) (.016)
Total Distributions (.897) (.929) (.830) (.718) (.656) (.609)
Net Asset Value, End of Period $51.58 $44.08 $40.84 $40.95 $37.98 $33.15
Total Return2 19.15% 10.25% 2.09% 9.79% 16.86% 12.13%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $14,528 $12,901 $10,202 $8,011 $5,600 $3,399
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.15% 0.15% 0.15% 0.15% 0.15% 0.16%
Ratio of Net Investment Income to Average Net Assets 1.76% 2.09% 2.37% 2.18% 2.26% 2.27%
Portfolio Turnover Rate 4% 8% 3% 5% 5% 8%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
42

Target Retirement 2055 Fund
Notes to Financial Statements
Vanguard Target Retirement 2055 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
43

Target Retirement 2055 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
44

Target Retirement 2055 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 10,028,854
Gross Unrealized Appreciation 4,544,274
Gross Unrealized Depreciation (18,023)
Net Unrealized Appreciation (Depreciation) 4,526,251
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 42,391   86,869
Issued in Lieu of Cash Distributions 5,241   5,459
Redeemed (58,661)   (49,428)
Net Increase (Decrease) in Shares Outstanding (11,029)   42,900
45

Target Retirement 2055 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 218,056 NA1 NA1 79 144,620
Vanguard Total Bond Market II Index Fund 817,238 253,601 82,088 (1,085) (45,208) 8,423 8,554 942,458
Vanguard Total International Bond Index Fund 369,253 56,431 4,452 (100) (8,555) 1,754 608 412,577
Vanguard Total International Bond II Index Fund 20,005 5 20,005
Vanguard Total International Stock Index Fund 4,605,242 101,248 390,593 20,520 899,850 62,441 5,236,267
Vanguard Total Stock Market Index Fund 6,893,596 164,653 708,169 124,425 1,325,746 53,084 7,800,251
Total 12,903,385 595,938 1,185,302 143,760 2,171,833 125,786 9,162 14,556,178
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
46

Target Retirement 2060 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 54.2%
Vanguard Total International Stock Index Fund Investor Shares 36.3
Vanguard Total Bond Market II Index Fund Investor Shares 6.7
Vanguard Total International Bond Index Fund Investor Shares 2.7
Vanguard Total International Bond II Index Fund Investor Shares 0.1
The table reflects the fund’s investments, except for short-term investments and derivatives.
47

Target Retirement 2060 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (99.2%)
U.S. Stock Fund (53.8%)
  Vanguard Total Stock Market Index Fund Investor Shares  38,472,390 3,865,321
International Stock Fund (36.0%)
  Vanguard Total International Stock Index Fund Investor Shares 128,483,498 2,585,088
U.S. Bond Fund (6.6%)
1 Vanguard Total Bond Market II Index Fund Investor Shares  43,485,836   477,909
International Bond Funds (2.8%)
  Vanguard Total International Bond Index Fund Investor Shares  16,817,726   191,722
1 Vanguard Total International Bond II Index Fund Investor Shares   1,000,230    10,003
                      201,725
Total Investment Companies
(Cost $5,124,942)
7,130,043
Temporary Cash Investments (1.1%)
Money Market Fund (1.1%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $75,194)
    752,052    75,205
Total Investments (100.3%)
(Cost $5,200,136)
  7,205,248
Other Assets and Liabilities—Net (-0.3%)   (20,742)
Net Assets (100%)   7,184,506
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
48

Target Retirement 2060 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts        
10-Year U.S. Treasury Note June 2021 243 31,818 (684)
E-mini S&P 500 Index June 2021 136 26,978 202
        (482)
  
See accompanying Notes, which are an integral part of the Financial Statements.
49

Target Retirement 2060 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $5,200,136) 7,205,248
Cash Collateral Pledged—Futures Contracts 2,570
Receivables for Accrued Income 1,019
Receivables for Capital Shares Issued 9,179
Variation Margin Receivable—Futures Contracts 167
Total Assets 7,218,183
Liabilities  
Payables for Investment Securities Purchased 1,019
Payables for Capital Shares Redeemed 32,658
Total Liabilities 33,677
Net Assets 7,184,506
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 5,142,193
Total Distributable Earnings (Loss) 2,042,313
Net Assets 7,184,506
   
Net Assets  
Applicable to 157,671,203 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
7,184,506
Net Asset Value Per Share $45.57
See accompanying Notes, which are an integral part of the Financial Statements.
50

Target Retirement 2060 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 60,225
Net Investment Income—Note B 60,225
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 4,453
Affiliated Funds Sold 13,930
Futures Contracts 3,645
Realized Net Gain (Loss) 22,028
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 1,080,972
Futures Contracts (1,158)
Change in Unrealized Appreciation (Depreciation) 1,079,814
Net Increase (Decrease) in Net Assets Resulting from Operations 1,162,067
See accompanying Notes, which are an integral part of the Financial Statements.
51

Target Retirement 2060 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 60,225   106,237
Realized Net Gain (Loss) 22,028   16,393
Change in Unrealized Appreciation (Depreciation) 1,079,814   421,479
Net Increase (Decrease) in Net Assets Resulting from Operations 1,162,067   544,109
Distributions      
Total Distributions (125,887)   (102,334)
Capital Share Transactions      
Issued 1,321,306   2,143,394
Issued in Lieu of Cash Distributions 122,717   99,595
Redeemed (1,322,282)   (1,016,890)
Net Increase (Decrease) from Capital Share Transactions 121,741   1,226,099
Total Increase (Decrease) 1,157,921   1,667,874
Net Assets      
Beginning of Period 6,026,585   4,358,711
End of Period 7,184,506   6,026,585
See accompanying Notes, which are an integral part of the Financial Statements.
52

Target Retirement 2060 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $38.95 $36.07 $36.16 $33.51 $29.25 $26.58
Investment Operations            
Net Investment Income .3811 .7621 .8221 .7681 .7081 .555
Capital Gain Distributions Received .0281 .0021 .003
Net Realized and Unrealized Gain (Loss) on Investments 7.008 2.922 (.192) 2.495 4.126 2.635
Total from Investment Operations 7.417 3.684 .630 3.263 4.836 3.193
Distributions            
Dividends from Net Investment Income (.684) (.804) (.717) (.613) (.574) (.503)
Distributions from Realized Capital Gains (.113) (.003) (.002) (.020)
Total Distributions (.797) (.804) (.720) (.613) (.576) (.523)
Net Asset Value, End of Period $45.57 $38.95 $36.07 $36.16 $33.51 $29.25
Total Return2 19.14% 10.25% 2.07% 9.81% 16.84% 12.13%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $7,185 $6,027 $4,359 $3,240 $2,081 $1,143
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.15% 0.15% 0.15% 0.15% 0.15% 0.16%
Ratio of Net Investment Income to Average Net Assets 1.77% 2.09% 2.37% 2.19% 2.28% 2.28%
Portfolio Turnover Rate 5% 6% 2% 3% 4% 6%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
See accompanying Notes, which are an integral part of the Financial Statements.
53

Target Retirement 2060 Fund
Notes to Financial Statements
Vanguard Target Retirement 2060 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
54

Target Retirement 2060 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
55

Target Retirement 2060 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 5,200,613
Gross Unrealized Appreciation 2,014,266
Gross Unrealized Depreciation (10,113)
Net Unrealized Appreciation (Depreciation) 2,004,153
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 30,375   59,404
Issued in Lieu of Cash Distributions 2,820   2,603
Redeemed (30,258)   (28,099)
Net Increase (Decrease) in Shares Outstanding 2,937   33,908
56

Target Retirement 2060 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 101,900 NA1 NA1 38 75,205
Vanguard Total Bond Market II Index Fund 412,678 129,679 41,294 (602) (22,552) 4,184 4,182 477,909
Vanguard Total International Bond Index Fund 166,074 29,655 (4,007) 798 271 191,722
Vanguard Total International Bond II Index Fund 10,002 1 2 10,003
Vanguard Total International Stock Index Fund 2,137,228 105,035 90,696 1,461 432,060 29,596 2,585,088
Vanguard Total Stock Market Index Fund 3,206,171 149,003 178,394 13,071 675,470 25,607 3,865,321
Total 6,024,051 423,374 310,384 13,930 1,080,972 60,225 4,453 7,205,248
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
57

Target Retirement 2065 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Investor Shares 55.0%
Vanguard Total International Stock Index Fund Investor Shares 35.4
Vanguard Total Bond Market II Index Fund Investor Shares 7.1
Vanguard Total International Bond Index Fund Investor Shares 2.5
The table reflects the fund’s investments, except for short-term investments and derivatives.
58

Target Retirement 2065 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.2%)
U.S. Stock Fund (54.0%)
  Vanguard Total Stock Market Index Fund Investor Shares  6,719,264   675,085
International Stock Fund (34.7%)
  Vanguard Total International Stock Index Fund Investor Shares 21,563,390   433,855
U.S. Bond Fund (7.0%)
1 Vanguard Total Bond Market II Index Fund Investor Shares  7,955,199    87,428
International Bond Fund (2.5%)
  Vanguard Total International Bond Index Fund Investor Shares  2,732,938    31,155
Total Investment Companies
(Cost $990,371)
1,227,523
Temporary Cash Investments (1.7%)
Money Market Fund (1.7%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $20,940)
   209,405    20,940
Total Investments (99.9%)
(Cost $1,011,311)
  1,248,463
Other Assets and Liabilities—Net (0.1%)   903
Net Assets (100%)   1,249,366
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
59

Target Retirement 2065 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts        
10-Year U.S. Treasury Note June 2021 49 6,416 (163)
E-mini S&P 500 Index June 2021 78 15,473 133
        (30)
  
See accompanying Notes, which are an integral part of the Financial Statements.
60

Target Retirement 2065 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $1,011,311) 1,248,463
Cash Collateral Pledged—Futures Contracts 880
Receivables for Investment Securities Sold 2,084
Receivables for Accrued Income 180
Receivables for Capital Shares Issued 2,959
Variation Margin Receivable—Futures Contracts 65
Total Assets 1,254,631
Liabilities  
Payables for Investment Securities Purchased 180
Payables for Capital Shares Redeemed 5,085
Total Liabilities 5,265
Net Assets 1,249,366
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 1,007,602
Total Distributable Earnings (Loss) 241,764
Net Assets 1,249,366
   
Net Assets  
Applicable to 43,458,576 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
1,249,366
Net Asset Value Per Share $28.75
See accompanying Notes, which are an integral part of the Financial Statements.
61

Target Retirement 2065 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 9,448
Net Investment Income—Note B 9,448
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 706
Affiliated Funds Sold (244)
Futures Contracts 1,396
Realized Net Gain (Loss) 1,858
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 163,561
Futures Contracts (98)
Change in Unrealized Appreciation (Depreciation) 163,463
Net Increase (Decrease) in Net Assets Resulting from Operations 174,769
See accompanying Notes, which are an integral part of the Financial Statements.
62

Target Retirement 2065 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 9,448   13,155
Realized Net Gain (Loss) 1,858   1,179
Change in Unrealized Appreciation (Depreciation) 163,463   61,484
Net Increase (Decrease) in Net Assets Resulting from Operations 174,769   75,818
Distributions      
Total Distributions (16,724)   (9,765)
Capital Share Transactions      
Issued 437,757   602,188
Issued in Lieu of Cash Distributions 16,018   9,419
Redeemed (226,661)   (233,506)
Net Increase (Decrease) from Capital Share Transactions 227,114   378,101
Total Increase (Decrease) 385,159   444,154
Net Assets      
Beginning of Period 864,207   420,053
End of Period 1,249,366   864,207
See accompanying Notes, which are an integral part of the Financial Statements.
63

Target Retirement 2065 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30, July 12,
20171 to
September 30,
2017
2020 2019 2018  
Net Asset Value, Beginning of Period $24.52 $22.69 $22.64 $20.79 $20.00
Investment Operations          
Net Investment Income2 .243 .485 .529 .524 .150
Capital Gain Distributions Received2 .018
Net Realized and Unrealized Gain (Loss) on Investments 4.408 1.802 (.116) 1.496 .640
Total from Investment Operations 4.669 2.287 .413 2.020 .790
Distributions          
Dividends from Net Investment Income (.400) (.457) (.363) (.170)
Distributions from Realized Capital Gains (.039) .0003
Total Distributions (.439) (.457) (.363) (.170)
Net Asset Value, End of Period $28.75 $24.52 $22.69 $22.64 $20.79
Total Return4 19.13% 10.11% 2.09% 9.75% 3.95%
Ratios/Supplemental Data          
Net Assets, End of Period (Millions) $1,249 $864 $420 $202 $19
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.15% 0.15% 0.15% 0.15% 0.15%5
Ratio of Net Investment Income to Average Net Assets 1.78% 2.11% 2.42% 2.37% 3.30%5
Portfolio Turnover Rate 2% 6% 2% 1% 29%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Inception.
2 Calculated based on average shares outstanding.
3 Distribution was less than $.001 per share.
4 Total returns do not include account service fees that may have applied in the periods shown. Fund prospectuses provide information about any applicable account service fees.
5 Annualized.
See accompanying Notes, which are an integral part of the Financial Statements.
64

Target Retirement 2065 Fund
Notes to Financial Statements
Vanguard Target Retirement 2065 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
65

Target Retirement 2065 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
66

Target Retirement 2065 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 1,011,526
Gross Unrealized Appreciation 239,830
Gross Unrealized Depreciation (2,923)
Net Unrealized Appreciation (Depreciation) 236,907
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 15,897   26,715
Issued in Lieu of Cash Distributions 584   391
Redeemed (8,271)   (10,367)
Net Increase (Decrease) in Shares Outstanding 8,210   16,739
67

Target Retirement 2065 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 12,076 NA1 NA1 8 20,940
Vanguard Total Bond Market II Index Fund 61,058 36,260 6,007 (163) (3,720) 684 666 87,428
Vanguard Total International Bond Index Fund 21,040 10,774 (659) 121 40 31,155
Vanguard Total International Stock Index Fund 304,083 66,555 217 (30) 63,464 4,497 433,855
Vanguard Total Stock Market Index Fund 466,752 116,868 12,960 (51) 104,476 4,138 675,085
Total 865,009 230,457 19,184 (244) 163,561 9,448 706 1,248,463
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
68

Trustees Approve Advisory Arrangements
The board of trustees of Vanguard Target Retirement Funds has renewed each fund’s investment advisory arrangement with The Vanguard Group, Inc. (Vanguard), through its Equity Index Group. The board determined that continuing each fund’s internalized management structure was in the best interests of the funds and their shareholders.
The board based its decision upon an evaluation of the advisor’s investment staff, portfolio management process, and performance. This evaluation included information provided to the board by Vanguard’s Portfolio Review Department, which is responsible for fund and advisor oversight and product management. The Portfolio Review Department met regularly with the advisor and made monthly presentations to the board during the fiscal year that directed the board’s focus to relevant information and topics.
The board, or an investment committee made up of board members, also received information throughout the year during advisor presentations. For each advisor presentation, the board was provided with letters and reports that included information about, among other things, the advisory firm and the advisor’s assessment of the investment environment, portfolio performance, and portfolio characteristics.
In addition, the board received monthly reports, which included a Market and Economic Report, a Fund Dashboard Monthly Summary, and a Fund Performance Report.
Prior to their meeting, the trustees were provided with a memo and materials that summarized the information they received over the course of the year. They also considered the factors discussed below, among others. However, no single factor determined whether the board approved the arrangements. Rather, it was the totality of the circumstances that drove the board’s decision.
Nature, extent, and quality of services
The board reviewed the quality of the funds’ investment management services over both the short and long term, and took into account the organizational depth and stability of the advisor. The board considered that Vanguard has been managing investments for more than four decades. The Equity Index Group adheres to a sound, disciplined investment management process; the team has considerable experience, stability, and depth.
The board concluded that Vanguard’s experience, stability, depth, and performance, among other factors, warranted continuation of the advisory arrangements.
Investment performance
The board considered the performance of each fund, including any periods of outperformance or underperformance compared with a relevant benchmark index and peer group. The board concluded that the performance was such that the advisory arrangements should continue.
Cost
The board concluded that each fund’s acquired fund fees and expenses were well below the average expense ratios charged by funds in its respective peer group. The funds do not incur advisory expenses directly; however, the board noted that each of the underlying funds in which the funds invest has advisory expenses well below the relevant peer-group average.
69

The board does not conduct a profitability analysis of Vanguard because of Vanguard’s unique structure. Unlike most other mutual fund management companies, Vanguard is owned by the funds it oversees.
The benefit of economies of scale
The board concluded that Vanguard’s arrangements with the Target Retirement Funds and their underlying funds ensure that the funds will realize economies of scale as they grow, with the cost to shareholders declining as assets increase.
The board will consider whether to renew the advisory arrangements again after a one-year period.
70

Liquidity Risk Management
Vanguard funds (except for the money market funds) have adopted and implemented a written liquidity risk management program (the “Program”) as required by Rule 22e-4 under the Investment Company Act of 1940. Rule 22e-4 requires that each fund adopt a program that is reasonably designed to assess and manage the fund’s liquidity risk, which is the risk that the fund could not meet redemption requests without significant dilution of remaining investors’ interests in the fund.
Assessment and management of a fund’s liquidity risk under the Program take into consideration certain factors, such as the fund’s investment strategy and the liquidity of its portfolio investments during normal and reasonably foreseeable stressed conditions, its short- and long-term cash-flow projections during both normal and reasonably foreseeable stressed conditions, and its cash and cash-equivalent holdings and access to other funding sources. As required by the rule, the Program includes policies and procedures for classification of fund portfolio holdings in four liquidity categories, maintaining certain levels of highly liquid investments, and limiting holdings of illiquid investments.
The board of trustees of Vanguard Chester Funds approved the appointment of liquidity risk management program administrators responsible for administering the Program for Vanguard Target Retirement 2040 Fund, Vanguard Target Retirement 2045 Fund, Vanguard Target Retirement 2050 Fund, Vanguard Target Retirement 2055 Fund, Vanguard Target Retirement 2060 Fund, and Vanguard Target Retirement 2065 Fund, and for carrying out the specific responsibilities set forth in the Program, including reporting to the board on at least an annual basis regarding the Program's operation, its adequacy, and the effectiveness of its implementation for the past year (the “Program Administrator Report”). The board has reviewed the Program Administrator Report covering the period from January 1, 2020, through December 31, 2020 (the “Review Period”). The Program Administrator Report stated that during the Review Period the Program operated and was implemented effectively to manage the funds' liquidity risk.
71

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You can obtain a free copy of Vanguard’s proxy voting guidelines by visiting vanguard.com/proxyreporting or by calling Vanguard at 800-662-2739. The guidelines are also available from the SEC’s website, www.sec.gov. In addition, you may obtain a free report on how your fund voted the proxies for securities it owned during the 12 months ended June 30. To get the report, visit either vanguard.com/proxyreporting or www.sec.gov.
You can review information about your fund on the SEC’s website, and you can receive copies of this information, for a fee, by sending a request via email addressed to publicinfo@sec.gov.
© 2021 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
Q3082B 052021

 

 

Semiannual Report  |  March 31, 2021
Vanguard Institutional Target
Retirement Funds
Vanguard Institutional Target Retirement Income Fund
Vanguard Institutional Target Retirement 2015 Fund
Vanguard Institutional Target Retirement 2020 Fund
Vanguard Institutional Target Retirement 2025 Fund
Vanguard Institutional Target Retirement 2030 Fund
Vanguard Institutional Target Retirement 2035 Fund


About Your Fund’s Expenses
As a shareholder of the fund, you incur ongoing costs, which include costs for portfolio management, administrative services, and shareholder reports (like this one), among others. Operating expenses, which are deducted from a fund’s gross income, directly reduce the investment return of the fund.
A fund’s expenses are expressed as a percentage of its average net assets. The Institutional Target Retirement Funds have no direct expenses, but each fund bears its proportionate share of the costs for the underlying funds in which it invests. These indirect expenses make up the acquired fund fees and expenses, also expressed as a percentage of average net assets. The following examples are intended to help you understand the ongoing costs (in dollars) of investing in your fund and to compare these costs with those of other mutual funds. The examples are based on an investment of $1,000 made at the beginning of the period shown and held for the entire period. The costs were calculated using the acquired fund fees and expenses for each Institutional Target Retirement Fund.
The accompanying table illustrates your fund’s costs in two ways:
Based on actual fund return. This section helps you to estimate the actual expenses that you paid over the period. The ”Ending Account Value“ shown is derived from the fund’s actual return, and the third column shows the dollar amount that would have been paid by an investor who started with $1,000 in the fund. You may use the information here, together with the amount you invested, to estimate the expenses that you paid over the period.
To do so, simply divide your account value by $1,000 (for example, an $8,600 account value divided by $1,000 = 8.6), then multiply the result by the number given for your fund under the heading ”Expenses Paid During Period.“
Based on hypothetical 5% yearly return. This section is intended to help you compare your fund‘s costs with those of other mutual funds. It assumes that the fund had a yearly return of 5% before expenses, but that the expense ratio is unchanged. In this case—because the return used is not the fund’s actual return—the results do not apply to your investment. The example is useful in making comparisons because the Securities and Exchange Commission requires all mutual funds to calculate expenses based on a 5% return. You can assess your fund’s costs by comparing this hypothetical example with the hypothetical examples that appear in shareholder reports of other funds.
Note that the expenses shown in the table are meant to highlight and help you compare ongoing costs only. Further, the expenses do not include any purchase, redemption, or account service fees described in the fund prospectus. If such fees were applied to your account, your costs would be higher. Your fund does not carry a “sales load.”
The calculations assume no shares were bought or sold during the period. Your actual costs may have been higher or lower, depending on the amount of your investment and the timing of any purchases or redemptions.
You can find more information about the fund’s expenses in the Financial Statements section of this report. For additional information on operating expenses and other shareholder costs, please refer to your fund’s current prospectus.
1

Six Months Ended March 31, 2021      
  Beginning
Account Value
9/30/2020
Ending
Account Value
3/31/2021
Expenses
Paid During
Period
Based on Actual Fund Return      
Institutional Target Retirement Income Fund $1,000.00 $1,053.10 $0.46
Institutional Target Retirement 2015 Fund $1,000.00 $1,062.00 $0.46
Institutional Target Retirement 2020 Fund $1,000.00 $1,092.80 $0.47
Institutional Target Retirement 2025 Fund $1,000.00 $1,114.40 $0.47
Institutional Target Retirement 2030 Fund $1,000.00 $1,133.30 $0.48
Institutional Target Retirement 2035 Fund $1,000.00 $1,151.80 $0.48
Based on Hypothetical 5% Yearly Return      
Institutional Target Retirement Income Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2015 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2020 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2025 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2030 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2035 Fund $1,000.00 $1,024.48 $0.45
The calculations are based on the acquired fund fees and expenses for the most recent six-month period. The funds’ annualized expense figures for that period are (in order as listed from top to bottom above) 0.09%, 0.09%, 0.09%, 0.09%, 0.09%, and 0.09%. The dollar amounts shown as “Expenses Paid” are equal to the annualized average weighted expense ratio for the underlying funds multiplied by the average account value over the period, multiplied by the number of days in the most recent six-month period, then divided by the number of days in the most recent 12-month period (182/365).
2

Institutional Target Retirement Income Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Bond Market II Index Fund Investor Shares 37.9%
Vanguard Total Stock Market Index Fund Institutional Shares 18.2
Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 17.0
Vanguard Total International Bond Index Fund Admiral Shares 14.3
Vanguard Total International Stock Index Fund Investor Shares 11.4
Vanguard Total International Bond II Index Fund Admiral Shares 1.2
The table reflects the fund’s investments, except for short-term investments and derivatives.
3

Institutional Target Retirement Income Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.4%)
U.S. Stock Fund (17.9%)
  Vanguard Total Stock Market Index Fund Institutional Shares  14,661,753 1,473,653
International Stock Fund (11.2%)
  Vanguard Total International Stock Index Fund Investor Shares  45,606,249   917,598
U.S. Bond Funds (54.0%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 278,740,495 3,063,358
  Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares  53,299,195 1,377,251
                    4,440,609
International Bond Funds (15.3%)
  Vanguard Total International Bond Index Fund Admiral Shares  50,788,085 1,157,968
1 Vanguard Total International Bond II Index Fund Admiral Shares   4,831,184    96,575
                    1,254,543
Total Investment Companies
(Cost $7,012,844)
8,086,403
Temporary Cash Investments (1.5%)
Money Market Fund (1.5%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $119,964)
  1,199,662   119,966
Total Investments (99.9%)
(Cost $7,132,808)
  8,206,369
Other Assets and Liabilities—Net (0.1%)   9,314
Net Assets (100%)   8,215,683
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
4

Institutional Target Retirement Income Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 460 60,231 (1,272)
E-mini S&P 500 Index June 2021 370 73,397 644
        (628)
  
See accompanying Notes, which are an integral part of the Financial Statements.
5

Institutional Target Retirement Income Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $7,132,808) 8,206,369
Cash Collateral Pledged—Futures Contracts 4,103
Receivables for Accrued Income 6,310
Receivables for Capital Shares Issued 75,142
Variation Margin Receivable—Futures Contracts 247
Total Assets 8,292,171
Liabilities  
Payables for Investment Securities Purchased 73,191
Payables for Capital Shares Redeemed 3,297
Total Liabilities 76,488
Net Assets 8,215,683
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 7,068,261
Total Distributable Earnings (Loss) 1,147,422
Net Assets 8,215,683
   
Net Assets  
Applicable to 338,292,189 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
8,215,683
Net Asset Value Per Share $24.29
See accompanying Notes, which are an integral part of the Financial Statements.
6

Institutional Target Retirement Income Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 61,906
Net Investment Income—Note B 61,906
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 26,396
Affiliated Funds Sold 52,830
Futures Contracts 3,005
Realized Net Gain (Loss) 82,231
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 230,178
Futures Contracts (1,217)
Change in Unrealized Appreciation (Depreciation) 228,961
Net Increase (Decrease) in Net Assets Resulting from Operations 373,098
See accompanying Notes, which are an integral part of the Financial Statements.
7

Institutional Target Retirement Income Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 61,906   145,587
Realized Net Gain (Loss) 82,231   45,222
Change in Unrealized Appreciation (Depreciation) 228,961   288,423
Net Increase (Decrease) in Net Assets Resulting from Operations 373,098   479,232
Distributions      
Total Distributions (117,877)   (142,415)
Capital Share Transactions      
Issued 1,510,600   1,518,511
Issued in Lieu of Cash Distributions 116,995   141,434
Redeemed (708,064)   (1,297,709)
Net Increase (Decrease) from Capital Share Transactions 919,531   362,236
Total Increase (Decrease) 1,174,752   699,053
Net Assets      
Beginning of Period 7,040,931   6,341,878
End of Period 8,215,683   7,040,931
See accompanying Notes, which are an integral part of the Financial Statements.
8

Institutional Target Retirement Income Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $23.43 $22.27 $21.45 $21.27 $20.60 $19.46
Investment Operations            
Net Investment Income .2001 .4991 .5521 .5371 .4041 .341
Capital Gain Distributions Received .0851 .0021 .0061 .010
Net Realized and Unrealized Gain (Loss) on Investments .957 1.153 .860 .167 .667 1.127
Total from Investment Operations 1.242 1.652 1.412 .706 1.077 1.478
Distributions            
Dividends from Net Investment Income (.220) (.481) (.569) (.522) (.398) (.337)
Distributions from Realized Capital Gains (.162) (.011) (.023) (.004) (.009) (.001)
Total Distributions (.382) (.492) (.592) (.526) (.407) (.338)
Net Asset Value, End of Period $24.29 $23.43 $22.27 $21.45 $21.27 $20.60
Total Return 5.31% 7.52% 6.73% 3.34% 5.30% 7.66%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $8,216 $7,041 $6,342 $5,661 $5,039 $2,031
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.09%
Ratio of Net Investment Income to Average Net Assets 1.66% 2.21% 2.56% 2.50% 1.94% 1.83%
Portfolio Turnover Rate 4% 21% 12% 13% 7% 7%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
9

Institutional Target Retirement Income Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement Income Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
10

Institutional Target Retirement Income Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
11

Institutional Target Retirement Income Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 7,132,808
Gross Unrealized Appreciation 1,101,194
Gross Unrealized Depreciation (28,261)
Net Unrealized Appreciation (Depreciation) 1,072,933
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 62,185   67,103
Issued in Lieu of Cash Distributions 4,814   6,279
Redeemed (29,177)   (57,622)
Net Increase (Decrease) in Shares Outstanding 37,822   15,760
At March 31, 2021, one shareholder was the record or beneficial owner of 29% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
12

Institutional Target Retirement Income Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 113,251 NA1 NA1 47 119,966
Vanguard Short-Term Inflation-Protected Securities Index Fund 1,183,446 179,678 5,346 16 19,457 10,462 1,377,251
Vanguard Total Bond Market II Index Fund 2,601,192 601,847 2,745 (136,936) 25,374 24,620 3,063,358
Vanguard Total International Bond Index Fund 1,109,628 70,906 (22,566) 5,173 1,776 1,157,968
Vanguard Total International Bond II Index Fund 96,629 (54) 20 96,575
Vanguard Total International Stock Index Fund 827,368 28,808 103,468 12,630 152,260 10,807 917,598
Vanguard Total Stock Market Index Fund 1,221,485 175,226 181,259 40,184 218,017 10,023 1,473,653
Total 7,056,370 1,153,094 292,818 52,830 230,178 61,906 26,396 8,206,369
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
13

Institutional Target Retirement 2015 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Bond Market II Index Fund Investor Shares 36.5%
Vanguard Total Stock Market Index Fund Institutional Shares 20.2
Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 15.5
Vanguard Total International Bond Index Fund Admiral Shares 14.3
Vanguard Total International Stock Index Fund Investor Shares 13.0
Vanguard Total International Bond II Index Fund Admiral Shares 0.5
The table reflects the fund’s investments, except for short-term investments and derivatives.
14

Institutional Target Retirement 2015 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.6%)
U.S. Stock Fund (19.9%)
  Vanguard Total Stock Market Index Fund Institutional Shares  19,600,387 1,970,035
International Stock Fund (12.8%)
  Vanguard Total International Stock Index Fund Investor Shares  63,262,514 1,272,842
U.S. Bond Funds (51.3%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 324,372,668 3,564,855
  Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares  58,518,406 1,512,116
                    5,076,971
International Bond Funds (14.6%)
  Vanguard Total International Bond Index Fund Admiral Shares  61,190,117 1,395,135
1 Vanguard Total International Bond II Index Fund Admiral Shares   2,475,256    49,480
                    1,444,615
Total Investment Companies
(Cost $8,219,799)
9,764,463
Temporary Cash Investments (1.4%)
Money Market Fund (1.4%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $142,343)
  1,423,477   142,348
Total Investments (100.0%)
(Cost $8,362,142)
  9,906,811
Other Assets and Liabilities—Net (0.0%)   (4,387)
Net Assets (100%)   9,902,424
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
15

Institutional Target Retirement 2015 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 557 72,932 (1,640)
E-mini S&P 500 Index June 2021 366 72,604 630
        (1,010)
  
See accompanying Notes, which are an integral part of the Financial Statements.
16

Institutional Target Retirement 2015 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $8,362,142) 9,906,811
Cash Collateral Pledged—Futures Contracts 4,210
Receivables for Accrued Income 7,348
Receivables for Capital Shares Issued 72,061
Variation Margin Receivable—Futures Contracts 221
Total Assets 9,990,651
Liabilities  
Payables for Investment Securities Purchased 84,312
Payables for Capital Shares Redeemed 3,915
Total Liabilities 88,227
Net Assets 9,902,424
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 8,163,676
Total Distributable Earnings (Loss) 1,738,748
Net Assets 9,902,424
   
Net Assets  
Applicable to 401,756,713 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
9,902,424
Net Asset Value Per Share $24.65
See accompanying Notes, which are an integral part of the Financial Statements.
17

Institutional Target Retirement 2015 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 78,140
Net Investment Income—Note B 78,140
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 31,830
Affiliated Funds Sold 150,742
Futures Contracts 3,502
Realized Net Gain (Loss) 186,074
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 291,740
Futures Contracts (2,207)
Change in Unrealized Appreciation (Depreciation) 289,533
Net Increase (Decrease) in Net Assets Resulting from Operations 553,747
See accompanying Notes, which are an integral part of the Financial Statements.
18

Institutional Target Retirement 2015 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 78,140   193,796
Realized Net Gain (Loss) 186,074   171,215
Change in Unrealized Appreciation (Depreciation) 289,533   282,873
Net Increase (Decrease) in Net Assets Resulting from Operations 553,747   647,884
Distributions      
Total Distributions (307,039)   (269,259)
Capital Share Transactions      
Issued 1,296,925   1,564,673
Issued in Lieu of Cash Distributions 305,101   267,767
Redeemed (936,877)   (1,945,930)
Net Increase (Decrease) from Capital Share Transactions 665,149   (113,490)
Total Increase (Decrease) 911,857   265,135
Net Assets      
Beginning of Period 8,990,567   8,725,432
End of Period 9,902,424   8,990,567
See accompanying Notes, which are an integral part of the Financial Statements.
19

Institutional Target Retirement 2015 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $23.99 $22.96 $22.39 $21.87 $20.64 $19.06
Investment Operations            
Net Investment Income .2051 .5101 .5611 .5361 .4331 .345
Capital Gain Distributions Received .0841 .0021 .0061 .008
Net Realized and Unrealized Gain (Loss) on Investments 1.196 1.243 .716 .459 1.182 1.380
Total from Investment Operations 1.485 1.753 1.277 .997 1.621 1.733
Distributions            
Dividends from Net Investment Income (.395) (.579) (.537) (.449) (.381) (.152)
Distributions from Realized Capital Gains (.430) (.144) (.170) (.028) (.010) (.001)
Total Distributions (.825) (.723) (.707) (.477) (.391) (.153)
Net Asset Value, End of Period $24.65 $23.99 $22.96 $22.39 $21.87 $20.64
Total Return 6.20% 7.77% 6.08% 4.60% 8.02% 9.14%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $9,902 $8,991 $8,725 $8,246 $7,614 $6,023
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.09%
Ratio of Net Investment Income to Average Net Assets 1.67% 2.21% 2.55% 2.42% 2.07% 2.04%
Portfolio Turnover Rate 6% 24% 16% 15% 10% 10%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
20

Institutional Target Retirement 2015 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2015 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
21

Institutional Target Retirement 2015 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
22

Institutional Target Retirement 2015 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 8,362,206
Gross Unrealized Appreciation 1,571,892
Gross Unrealized Depreciation (28,297)
Net Unrealized Appreciation (Depreciation) 1,543,595
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 52,617   67,872
Issued in Lieu of Cash Distributions 12,438   11,627
Redeemed (38,002)   (84,778)
Net Increase (Decrease) in Shares Outstanding 27,053   (5,279)
At March 31, 2021, one shareholder was the record or beneficial owner of 31% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
23

Institutional Target Retirement 2015 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 135,139 NA1 NA1 52 142,348
Vanguard Short-Term Inflation-Protected Securities Index Fund 1,321,667 170,942 2,347 13 21,841 11,659 1,512,116
Vanguard Total Bond Market II Index Fund 3,143,956 588,557 4,888 (31) (162,739) 30,390 29,681 3,564,855
Vanguard Total International Bond Index Fund 1,352,876 69,411 (27,152) 6,262 2,149 1,395,135
Vanguard Total International Bond II Index Fund 49,505 (25) 12 49,480
Vanguard Total International Stock Index Fund 1,239,543 15,664 222,319 38,400 201,554 15,664 1,272,842
Vanguard Total Stock Market Index Fund 1,826,150 108,526 335,262 112,360 258,261 14,101 1,970,035
Total 9,019,331 1,002,605 564,816 150,742 291,740 78,140 31,830 9,906,811
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
24

Institutional Target Retirement 2020 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Bond Market II Index Fund Investor Shares 30.9%
Vanguard Total Stock Market Index Fund Institutional Shares 29.1
Vanguard Total International Stock Index Fund Investor Shares 18.8
Vanguard Total International Bond Index Fund Admiral Shares 11.6
Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 9.1
Vanguard Total International Bond II Index Fund Admiral Shares 0.5
The table reflects the fund’s investments, except for short-term investments and derivatives.
25

Institutional Target Retirement 2020 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.2%)
U.S. Stock Fund (28.6%)
  Vanguard Total Stock Market Index Fund Institutional Shares  79,951,038  8,035,879
International Stock Fund (18.4%)
  Vanguard Total International Stock Index Fund Investor Shares 257,698,753  5,184,899
U.S. Bond Funds (39.2%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 775,802,074  8,526,065
  Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares  97,185,199  2,511,265
                    11,037,330
International Bond Funds (12.0%)
  Vanguard Total International Bond Index Fund Admiral Shares 140,907,841  3,212,699
1 Vanguard Total International Bond II Index Fund Admiral Shares   7,752,857    154,980
                     3,367,679
Total Investment Companies
(Cost $22,045,989)
27,625,787
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $503,538)
  5,035,404    503,540
Total Investments (100.0%)
(Cost $22,549,527)
  28,129,327
Other Assets and Liabilities—Net (0.0%)   (12,077)
Net Assets (100%)   28,117,250
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
26

Institutional Target Retirement 2020 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 2,026 265,279 (5,827)
E-mini S&P 500 Index June 2021 1,200 238,044 2,455
        (3,372)
  
See accompanying Notes, which are an integral part of the Financial Statements.
27

Institutional Target Retirement 2020 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $22,549,527) 28,129,327
Cash Collateral Pledged—Futures Contracts 13,850
Receivables for Investment Securities Sold 75,000
Receivables for Accrued Income 17,566
Receivables for Capital Shares Issued 135,029
Variation Margin Receivable—Futures Contracts 676
Total Assets 28,371,448
Liabilities  
Payables for Investment Securities Purchased 234,563
Payables for Capital Shares Redeemed 19,635
Total Liabilities 254,198
Net Assets 28,117,250
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 22,039,732
Total Distributable Earnings (Loss) 6,077,518
Net Assets 28,117,250
   
Net Assets  
Applicable to 1,057,332,686 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
28,117,250
Net Asset Value Per Share $26.59
See accompanying Notes, which are an integral part of the Financial Statements.
28

Institutional Target Retirement 2020 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 222,309
Net Investment Income—Note B 222,309
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 74,411
Affiliated Funds Sold 404,114
Futures Contracts 12,627
Realized Net Gain (Loss) 491,152
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 1,565,607
Futures Contracts (6,412)
Change in Unrealized Appreciation (Depreciation) 1,559,195
Net Increase (Decrease) in Net Assets Resulting from Operations 2,272,656
See accompanying Notes, which are an integral part of the Financial Statements.
29

Institutional Target Retirement 2020 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 222,309   543,079
Realized Net Gain (Loss) 491,152   287,325
Change in Unrealized Appreciation (Depreciation) 1,559,195   1,127,841
Net Increase (Decrease) in Net Assets Resulting from Operations 2,272,656   1,958,245
Distributions      
Total Distributions (753,921)   (644,846)
Capital Share Transactions      
Issued 3,994,062   4,006,225
Issued in Lieu of Cash Distributions 747,225   640,431
Redeemed (2,893,259)   (5,337,752)
Net Increase (Decrease) from Capital Share Transactions 1,848,028   (691,096)
Total Increase (Decrease) 3,366,763   622,303
Net Assets      
Beginning of Period 24,750,487   24,128,184
End of Period 28,117,250   24,750,487
See accompanying Notes, which are an integral part of the Financial Statements.
30

Institutional Target Retirement 2020 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $25.05 $23.69 $23.08 $22.23 $20.58 $18.84
Investment Operations            
Net Investment Income1 .223 .532 .575 .532 .464 .444
Capital Gain Distributions Received1 .075 .001 .005 .007
Net Realized and Unrealized Gain (Loss) on Investments 2.015 1.469 .585 .773 1.582 1.453
Total from Investment Operations 2.313 2.001 1.160 1.306 2.051 1.904
Distributions            
Dividends from Net Investment Income (.435) (.597) (.531) (.448) (.391) (.162)
Distributions from Realized Capital Gains (.338) (.044) (.019) (.008) (.010) (.002)
Total Distributions (.773) (.641) (.550) (.456) (.401) (.164)
Net Asset Value, End of Period $26.59 $25.05 $23.69 $23.08 $22.23 $20.58
Total Return 9.28% 8.55% 5.34% 5.92% 10.17% 10.16%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $28,117 $24,750 $24,128 $21,839 $17,587 $11,613
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.70% 2.23% 2.54% 2.35% 2.20% 2.25%
Portfolio Turnover Rate 7% 24% 13% 8% 6% 5%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
31

Institutional Target Retirement 2020 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2020 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
32

Institutional Target Retirement 2020 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
33

Institutional Target Retirement 2020 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 22,551,043
Gross Unrealized Appreciation 5,652,114
Gross Unrealized Depreciation (77,202)
Net Unrealized Appreciation (Depreciation) 5,574,912
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 151,224   167,623
Issued in Lieu of Cash Distributions 28,498   26,519
Redeemed (110,300)   (224,861)
Net Increase (Decrease) in Shares Outstanding 69,422   (30,719)
At March 31, 2021, one shareholder was the record or beneficial owner of 36% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
34

Institutional Target Retirement 2020 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30,
2020
Market
Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net
Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31,
2021
Market
Value
($000)
Vanguard Market Liquidity Fund 372,446 NA1 NA1 156 503,540
Vanguard Short-Term Inflation-Protected Securities Index Fund 2,061,160 420,531 5,560 (4) 35,138 18,909 2,511,265
Vanguard Total Bond Market II Index Fund 7,254,034 1,725,017 68,567 (1,511) (382,908) 71,251 69,390 8,526,065
Vanguard Total International Bond Index Fund 3,145,209 206,663 75,000 (1,853) (62,320) 14,641 5,021 3,212,699
Vanguard Total International Bond II Index Fund 155,020 (40) 20 154,980
Vanguard Total International Stock Index Fund 4,855,341 65,113 662,532 66,270 860,707 60,861 5,184,899
Vanguard Total Stock Market Index Fund 7,146,298 482,777 1,049,438 341,212 1,115,030 56,471 8,035,879
Total 24,834,488 3,055,121 1,861,097 404,114 1,565,607 222,309 74,411 28,129,327
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
35

Institutional Target Retirement 2025 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 35.5%
Vanguard Total Bond Market II Index Fund Investor Shares 28.9
Vanguard Total International Stock Index Fund Investor Shares 23.0
Vanguard Total International Bond Index Fund Admiral Shares 10.6
Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares 1.3
Vanguard Total International Bond II Index Fund Admiral Shares 0.7
The table reflects the fund’s investments, except for short-term investments and derivatives.
36

Institutional Target Retirement 2025 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.1%)
U.S. Stock Fund (34.9%)
  Vanguard Total Stock Market Index Fund Institutional Shares   153,868,896 15,465,363
International Stock Fund (22.5%)
  Vanguard Total International Stock Index Fund Investor Shares   496,482,604  9,989,230
U.S. Bond Funds (29.6%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 1,142,539,377 12,556,508
  Vanguard Short-Term Inflation-Protected Securities Index Fund Admiral Shares    22,667,713    585,733
                      13,142,241
International Bond Funds (11.1%)
  Vanguard Total International Bond Index Fund Admiral Shares   202,614,041  4,619,600
1 Vanguard Total International Bond II Index Fund Admiral Shares    15,443,612    308,718
                        4,928,318
Total Investment Companies
(Cost $33,950,262)
43,525,152
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $791,284)
    7,912,981    791,298
Total Investments (99.9%)
(Cost $34,741,546)
  44,316,450
Other Assets and Liabilities—Net (0.1%)   33,437
Net Assets (100%)   44,349,887
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
37

Institutional Target Retirement 2025 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 3,224 422,143 (8,415)
E-mini S&P 500 Index June 2021 2,111 418,759 3,695
        (4,720)
  
See accompanying Notes, which are an integral part of the Financial Statements.
38

Institutional Target Retirement 2025 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $34,741,546) 44,316,450
Cash Collateral Pledged—Futures Contracts 22,331
Receivables for Investment Securities Sold 100,000
Receivables for Accrued Income 25,792
Receivables for Capital Shares Issued 255,046
Variation Margin Receivable—Futures Contracts 1,119
Total Assets 44,720,738
Liabilities  
Payables for Investment Securities Purchased 349,528
Payables for Capital Shares Redeemed 21,323
Total Liabilities 370,851
Net Assets 44,349,887
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 34,330,338
Total Distributable Earnings (Loss) 10,019,549
Net Assets 44,349,887
   
Net Assets  
Applicable to 1,585,785,935 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
44,349,887
Net Asset Value Per Share $27.97
See accompanying Notes, which are an integral part of the Financial Statements.
39

Institutional Target Retirement 2025 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 346,202
Net Investment Income—Note B 346,202
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 107,371
Affiliated Funds Sold 273,748
Futures Contracts 21,817
Realized Net Gain (Loss) 402,936
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 3,455,255
Futures Contracts (8,913)
Change in Unrealized Appreciation (Depreciation) 3,446,342
Net Increase (Decrease) in Net Assets Resulting from Operations 4,195,480
See accompanying Notes, which are an integral part of the Financial Statements.
40

Institutional Target Retirement 2025 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 346,202   794,379
Realized Net Gain (Loss) 402,936   98,344
Change in Unrealized Appreciation (Depreciation) 3,446,342   2,074,737
Net Increase (Decrease) in Net Assets Resulting from Operations 4,195,480   2,967,460
Distributions      
Total Distributions (830,728)   (842,721)
Capital Share Transactions      
Issued 6,684,521   6,521,021
Issued in Lieu of Cash Distributions 822,453   837,029
Redeemed (3,131,262)   (6,207,898)
Net Increase (Decrease) from Capital Share Transactions 4,375,712   1,150,152
Total Increase (Decrease) 7,740,464   3,274,891
Net Assets      
Beginning of Period 36,609,423   33,334,532
End of Period 44,349,887   36,609,423
See accompanying Notes, which are an integral part of the Financial Statements.
41

Institutional Target Retirement 2025 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $25.63 $24.07 $23.53 $22.46 $20.48 $18.65
Investment Operations            
Net Investment Income1 .236 .553 .585 .528 .480 .452
Capital Gain Distributions Received1 .073 .001 .005 .006
Net Realized and Unrealized Gain (Loss) on Investments 2.611 1.613 .494 .997 1.895 1.538
Total from Investment Operations 2.920 2.166 1.079 1.526 2.380 1.996
Distributions            
Dividends from Net Investment Income (.461) (.599) (.527) (.452) (.392) (.165)
Distributions from Realized Capital Gains (.119) (.007) (.012) (.004) (.008) (.001)
Total Distributions (.580) (.606) (.539) (.456) (.400) (.166)
Net Asset Value, End of Period $27.97 $25.63 $24.07 $23.53 $22.46 $20.48
Total Return 11.44% 9.08% 4.91% 6.85% 11.85% 10.76%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $44,350 $36,609 $33,335 $28,058 $21,610 $13,626
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.73% 2.28% 2.54% 2.29% 2.27% 2.30%
Portfolio Turnover Rate 5% 24% 9% 9% 4% 4%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
42

Institutional Target Retirement 2025 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2025 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
43

Institutional Target Retirement 2025 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
44

Institutional Target Retirement 2025 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 34,741,546
Gross Unrealized Appreciation 9,722,922
Gross Unrealized Depreciation (152,738)
Net Unrealized Appreciation (Depreciation) 9,570,184
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 241,845   267,358
Issued in Lieu of Cash Distributions 30,006   33,765
Redeemed (114,680)   (257,510)
Net Increase (Decrease) in Shares Outstanding 157,171   43,613
At March 31, 2021, one shareholder was the record or beneficial owner of 33% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
45

Institutional Target Retirement 2025 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 547,353 NA1 NA1 250 791,298
Vanguard Short-Term Inflation-Protected Securities Index Fund 179,052 401,514 5,167 2,890 585,733
Vanguard Total Bond Market II Index Fund 10,119,894 3,014,552 19,574 (558,364) 102,099 100,431 12,556,508
Vanguard Total International Bond Index Fund 4,358,832 453,765 100,000 (2,719) (90,278) 20,671 6,940 4,619,600
Vanguard Total International Bond II Index Fund 308,858 (140) 42 308,718
Vanguard Total International Stock Index Fund 8,655,791 235,278 600,214 29,091 1,669,284 114,282 9,989,230
Vanguard Total Stock Market Index Fund 12,917,181 1,049,409 1,178,189 247,376 2,429,586 105,968 15,465,363
Total 36,778,103 5,463,376 1,897,977 273,748 3,455,255 346,202 107,371 44,316,450
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
46

Institutional Target Retirement 2030 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 40.6%
Vanguard Total International Stock Index Fund Investor Shares 26.0
Vanguard Total Bond Market II Index Fund Investor Shares 24.2
Vanguard Total International Bond Index Fund Admiral Shares 8.5
Vanguard Total International Bond II Index Fund Admiral Shares 0.7
The table reflects the fund’s investments, except for short-term investments and derivatives.
47

Institutional Target Retirement 2030 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.1%)
U.S. Stock Fund (39.8%)
  Vanguard Total Stock Market Index Fund Institutional Shares 180,971,468 18,189,443
International Stock Fund (25.5%)
  Vanguard Total International Stock Index Fund Investor Shares 578,128,881 11,631,953
U.S. Bond Fund (23.7%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 985,011,563 10,825,277
International Bond Funds (9.1%)
  Vanguard Total International Bond Index Fund Admiral Shares 167,868,330  3,827,398
1 Vanguard Total International Bond II Index Fund Admiral Shares  16,822,778    336,287
                     4,163,685
Total Investment Companies
(Cost $34,531,333)
44,810,358
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $814,358)
  8,143,782    814,378
Total Investments (99.9%)
(Cost $35,345,691)
  45,624,736
Other Assets and Liabilities—Net (0.1%)   24,899
Net Assets (100%)   45,649,635
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
48

Institutional Target Retirement 2030 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 3,315 434,058 (8,551)
E-mini S&P 500 Index June 2021 2,189 434,232 3,508
        (5,043)
  
See accompanying Notes, which are an integral part of the Financial Statements.
49

Institutional Target Retirement 2030 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $35,345,691) 45,624,736
Cash Collateral Pledged—Futures Contracts 23,221
Receivables for Investment Securities Sold 100,000
Receivables for Accrued Income 22,087
Receivables for Capital Shares Issued 228,180
Variation Margin Receivable—Futures Contracts 1,180
Total Assets 45,999,404
Liabilities  
Payables for Investment Securities Purchased 331,831
Payables for Capital Shares Redeemed 17,938
Total Liabilities 349,769
Net Assets 45,649,635
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 35,051,937
Total Distributable Earnings (Loss) 10,597,698
Net Assets 45,649,635
   
Net Assets  
Applicable to 1,582,973,692 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
45,649,635
Net Asset Value Per Share $28.84
See accompanying Notes, which are an integral part of the Financial Statements.
50

Institutional Target Retirement 2030 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 353,318
Net Investment Income—Note B 353,318
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 88,159
Affiliated Funds Sold 125,062
Futures Contracts 26,183
Realized Net Gain (Loss) 239,404
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 4,246,009
Futures Contracts (9,521)
Change in Unrealized Appreciation (Depreciation) 4,236,488
Net Increase (Decrease) in Net Assets Resulting from Operations 4,829,210
See accompanying Notes, which are an integral part of the Financial Statements.
51

Institutional Target Retirement 2030 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 353,318   746,980
Realized Net Gain (Loss) 239,404   58,291
Change in Unrealized Appreciation (Depreciation) 4,236,488   2,190,910
Net Increase (Decrease) in Net Assets Resulting from Operations 4,829,210   2,996,181
Distributions      
Total Distributions (746,753)   (793,596)
Capital Share Transactions      
Issued 7,687,415   6,940,338
Issued in Lieu of Cash Distributions 737,804   786,523
Redeemed (2,668,562)   (5,358,586)
Net Increase (Decrease) from Capital Share Transactions 5,756,657   2,368,275
Total Increase (Decrease) 9,839,114   4,570,860
Net Assets      
Beginning of Period 35,810,521   31,239,661
End of Period 45,649,635   35,810,521
See accompanying Notes, which are an integral part of the Financial Statements.
52

Institutional Target Retirement 2030 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $25.93 $24.27 $23.89 $22.61 $20.36 $18.45
Investment Operations            
Net Investment Income1 .246 .548 .582 .531 .485 .455
Capital Gain Distributions Received1 .061 .001 .004 .004
Net Realized and Unrealized Gain (Loss) on Investments 3.135 1.724 .330 1.201 2.160 1.615
Total from Investment Operations 3.442 2.272 .912 1.733 2.649 2.074
Distributions            
Dividends from Net Investment Income (.463) (.607) (.529) (.450) (.393) (.163)
Distributions from Realized Capital Gains (.069) (.005) (.003) (.003) (.006) (.001)
Total Distributions (.532) (.612) (.532) (.453) (.399) (.164)
Net Asset Value, End of Period $28.84 $25.93 $24.27 $23.89 $22.61 $20.36
Total Return 13.33% 9.43% 4.15% 7.73% 13.27% 11.30%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $45,650 $35,811 $31,240 $25,819 $19,142 $11,486
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.76% 2.24% 2.51% 2.27% 2.29% 2.34%
Portfolio Turnover Rate 3% 21% 8% 7% 4% 3%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
53

Institutional Target Retirement 2030 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2030 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
54

Institutional Target Retirement 2030 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
55

Institutional Target Retirement 2030 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 35,345,691
Gross Unrealized Appreciation 10,441,246
Gross Unrealized Depreciation (167,244)
Net Unrealized Appreciation (Depreciation) 10,274,002
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 270,993   282,498
Issued in Lieu of Cash Distributions 26,266   31,248
Redeemed (95,305)   (219,634)
Net Increase (Decrease) in Shares Outstanding 201,954   94,112
At March 31, 2021, one shareholder was the record or beneficial owner of 33% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
56

Institutional Target Retirement 2030 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 580,490 NA1 NA1 275 814,378
Vanguard Total Bond Market II Index Fund 8,036,440 3,271,300 13,634 (468,829) 84,379 82,432 10,825,277
Vanguard Total International Bond Index Fund 3,492,730 512,372 100,000 (2,719) (74,985) 16,989 5,727 3,827,398
Vanguard Total International Bond II Index Fund 336,614 (327) 47 336,287
Vanguard Total International Stock Index Fund 9,559,971 552,236 384,516 17,166 1,887,096 129,246 11,631,953
Vanguard Total Stock Market Index Fund 14,289,289 1,680,660 794,175 110,615 2,903,054 122,382 18,189,443
Total 35,958,920 6,353,182 1,292,325 125,062 4,246,009 353,318 88,159 45,624,736
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
57

Institutional Target Retirement 2035 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 45.1%
Vanguard Total International Stock Index Fund Investor Shares 29.0
Vanguard Total Bond Market II Index Fund Investor Shares 18.8
Vanguard Total International Bond Index Fund Admiral Shares 6.7
Vanguard Total International Bond II Index Fund Admiral Shares 0.4
The table reflects the fund’s investments, except for short-term investments and derivatives.
58

Institutional Target Retirement 2035 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.1%)
U.S. Stock Fund (44.2%)
  Vanguard Total Stock Market Index Fund Institutional Shares 185,764,212 18,671,161
International Stock Fund (28.4%)
  Vanguard Total International Stock Index Fund Investor Shares 596,649,231 12,004,583
U.S. Bond Fund (18.4%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 707,061,234  7,770,603
International Bond Funds (7.1%)
  Vanguard Total International Bond Index Fund Admiral Shares 122,092,855  2,783,717
1 Vanguard Total International Bond II Index Fund Admiral Shares   9,353,909    186,985
                     2,970,702
Total Investment Companies
(Cost $31,011,559)
41,417,049
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $766,927)
  7,669,513    766,951
Total Investments (99.9%)
(Cost $31,778,486)
  42,184,000
Other Assets and Liabilities—Net (0.1%)   49,324
Net Assets (100%)   42,233,324
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
59

Institutional Target Retirement 2035 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 2,705 354,186 (7,025)
E-mini S&P 500 Index June 2021 2,406 477,278 4,160
        (2,865)
  
See accompanying Notes, which are an integral part of the Financial Statements.
60

Institutional Target Retirement 2035 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $31,778,486) 42,184,000
Cash Collateral Pledged—Futures Contracts 24,264
Receivables for Investment Securities Sold 20,000
Receivables for Accrued Income 15,861
Receivables for Capital Shares Issued 202,824
Variation Margin Receivable—Futures Contracts 1,437
Total Assets 42,448,386
Liabilities  
Payables for Investment Securities Purchased 204,142
Payables for Capital Shares Redeemed 10,920
Total Liabilities 215,062
Net Assets 42,233,324
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 31,567,524
Total Distributable Earnings (Loss) 10,665,800
Net Assets 42,233,324
   
Net Assets  
Applicable to 1,424,703,468 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
42,233,324
Net Asset Value Per Share $29.64
See accompanying Notes, which are an integral part of the Financial Statements.
61

Institutional Target Retirement 2035 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 330,573
Net Investment Income—Note B 330,573
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 62,347
Affiliated Funds Sold 93,330
Futures Contracts 17,257
Realized Net Gain (Loss) 172,934
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 4,557,216
Futures Contracts (3,885)
Change in Unrealized Appreciation (Depreciation) 4,553,331
Net Increase (Decrease) in Net Assets Resulting from Operations 5,056,838
See accompanying Notes, which are an integral part of the Financial Statements.
62

Institutional Target Retirement 2035 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 330,573   670,020
Realized Net Gain (Loss) 172,934   56,564
Change in Unrealized Appreciation (Depreciation) 4,553,331   2,125,476
Net Increase (Decrease) in Net Assets Resulting from Operations 5,056,838   2,852,060
Distributions      
Total Distributions (688,077)   (710,973)
Capital Share Transactions      
Issued 6,543,511   6,240,319
Issued in Lieu of Cash Distributions 680,891   705,511
Redeemed (2,269,660)   (4,761,576)
Net Increase (Decrease) from Capital Share Transactions 4,954,742   2,184,254
Total Increase (Decrease) 9,323,503   4,325,341
Net Assets      
Beginning of Period 32,909,821   28,584,480
End of Period 42,233,324   32,909,821
See accompanying Notes, which are an integral part of the Financial Statements.
63

Institutional Target Retirement 2035 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $26.22 $24.47 $24.25 $22.78 $20.23 $18.27
Investment Operations            
Net Investment Income1 .254 .544 .579 .533 .489 .457
Capital Gain Distributions Received1 .048 .001 .003 .003
Net Realized and Unrealized Gain (Loss) on Investments 3.660 1.813 .174 1.394 2.457 1.664
Total from Investment Operations 3.962 2.357 .753 1.928 2.949 2.124
Distributions            
Dividends from Net Investment Income (.484) (.606) (.528) (.454) (.394) (.164)
Distributions from Realized Capital Gains (.058) (.001) (.005) (.004) (.005)
Total Distributions (.542) (.607) (.533) (.458) (.399) (.164)
Net Asset Value, End of Period $29.64 $26.22 $24.47 $24.25 $22.78 $20.23
Total Return 15.18% 9.70% 3.45% 8.54% 14.85% 11.68%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $42,233 $32,910 $28,584 $23,762 $17,576 $10,702
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.78% 2.20% 2.47% 2.25% 2.30% 2.37%
Portfolio Turnover Rate 3% 18% 7% 8% 4% 2%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
64

Institutional Target Retirement 2035 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2035 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
65

Institutional Target Retirement 2035 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
66

Institutional Target Retirement 2035 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 31,778,486
Gross Unrealized Appreciation 10,533,222
Gross Unrealized Depreciation (130,573)
Net Unrealized Appreciation (Depreciation) 10,402,649
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 225,210   252,004
Issued in Lieu of Cash Distributions 23,741   27,602
Redeemed (79,340)   (192,853)
Net Increase (Decrease) in Shares Outstanding 169,611   86,753
At March 31, 2021, one shareholder was the record or beneficial owner of 32% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
67

Institutional Target Retirement 2035 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 528,595 NA1 NA1 245 766,951
Vanguard Total Bond Market II Index Fund 5,496,624 2,610,696 2,590 (334,127) 59,592 58,257 7,770,603
Vanguard Total International Bond Index Fund 2,577,138 282,630 20,813 (540) (54,698) 12,192 4,090 2,783,717
Vanguard Total International Bond II Index Fund 187,098 (113) 30 186,985
Vanguard Total International Stock Index Fund 9,790,756 606,646 349,794 17,060 1,939,915 132,950 12,004,583
Vanguard Total Stock Market Index Fund 14,649,147 1,532,716 593,751 76,810 3,006,239 125,564 18,671,161
Total 33,042,260 5,219,786 966,948 93,330 4,557,216 330,573 62,347 42,184,000
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
68

Trustees Approve Advisory Arrangements
The board of trustees of Vanguard Institutional Target Retirement Funds has renewed each fund’s investment advisory arrangement with The Vanguard Group, Inc. (Vanguard), through its Equity Index Group. The board determined that continuing each fund’s internalized management structure was in the best interests of the funds and their shareholders.
The board based its decision upon an evaluation of the advisor’s investment staff, portfolio management process, and performance. This evaluation included information provided to the board by Vanguard’s Portfolio Review Department, which is responsible for fund and advisor oversight and product management. The Portfolio Review Department met regularly with the advisor and made monthly presentations to the board during the fiscal year that directed the board’s focus to relevant information and topics.
The board, or an investment committee made up of board members, also received information throughout the year during advisor presentations. For each advisor presentation, the board was provided with letters and reports that included information about, among other things, the advisory firm and the advisor’s assessment of the investment environment, portfolio performance, and portfolio characteristics.
In addition, the board received monthly reports, which included a Market and Economic Report, a Fund Dashboard Monthly Summary, and a Fund Performance Report.
Prior to their meeting, the trustees were provided with a memo and materials that summarized the information they received over the course of the year. They also considered the factors discussed below, among others. However, no single factor determined whether the board approved the arrangements. Rather, it was the totality of the circumstances that drove the board’s decision.
Nature, extent, and quality of services
The board reviewed the quality of the funds’ investment management services over both the short and long term, and took into account the organizational depth and stability of the advisor. The board considered that Vanguard has been managing investments for more than four decades. The Equity Index Group adheres to a sound, disciplined investment management process; the team has considerable experience, stability, and depth.
The board concluded that Vanguard’s experience, stability, depth, and performance, among other factors, warranted continuation of the advisory arrangements.
Investment performance
The board considered the performance of each fund, including any periods of outperformance or underperformance compared with a relevant benchmark index and peer group. The board concluded that the performance was such that the advisory arrangements should continue.
Cost
The board concluded that each fund’s acquired fund fees and expenses were well below the average expense ratios charged by funds in its respective peer group. The funds do not incur advisory expenses directly; however, the board noted that each of the underlying funds in which the funds invest has advisory expenses well below the relevant peer-group average.
69

The board does not conduct a profitability analysis of Vanguard because of Vanguard’s unique structure. Unlike most other mutual fund management companies, Vanguard is owned by the funds it oversees.
The benefit of economies of scale
The board concluded that Vanguard’s arrangements with the Institutional Target Retirement Funds and their underlying funds ensure that the funds will realize economies of scale as they grow, with the cost to shareholders declining as assets increase.
The board will consider whether to renew the advisory arrangements again after a one-year period.
70

Liquidity Risk Management
Vanguard funds (except for the money market funds) have adopted and implemented a written liquidity risk management program (the “Program”) as required by Rule 22e-4 under the Investment Company Act of 1940. Rule 22e-4 requires that each fund adopt a program that is reasonably designed to assess and manage the fund’s liquidity risk, which is the risk that the fund could not meet redemption requests without significant dilution of remaining investors’ interests in the fund.
Assessment and management of a fund’s liquidity risk under the Program take into consideration certain factors, such as the fund’s investment strategy and the liquidity of its portfolio investments during normal and reasonably foreseeable stressed conditions, its short- and long-term cash-flow projections during both normal and reasonably foreseeable stressed conditions, and its cash and cash-equivalent holdings and access to other funding sources. As required by the rule, the Program includes policies and procedures for classification of fund portfolio holdings in four liquidity categories, maintaining certain levels of highly liquid investments, and limiting holdings of illiquid investments.
The board of trustees of Vanguard Chester Funds approved the appointment of liquidity risk management program administrators responsible for administering the Program for Vanguard Institutional Target Retirement Income Fund, Vanguard Institutional Target Retirement 2015 Fund, Vanguard Institutional Target Retirement 2020 Fund, Vanguard Institutional Target Retirement 2025 Fund, Vanguard Institutional Target Retirement 2030 Fund, and Vanguard Institutional Target Retirement 2035 Fund, and for carrying out the specific responsibilities set forth in the Program, including reporting to the board on at least an annual basis regarding the Program's operation, its adequacy, and the effectiveness of its implementation for the past year (the “Program Administrator Report”). The board has reviewed the Program Administrator Report covering the period from January 1, 2020, through December 31, 2020 (the “Review Period”). The Program Administrator Report stated that during the Review Period the Program operated and was implemented effectively to manage the funds' liquidity risk.
71

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You can obtain a free copy of Vanguard’s proxy voting guidelines by visiting vanguard.com/proxyreporting or by calling Vanguard at 800-662-2739. The guidelines are also available from the SEC’s website, www.sec.gov. In addition, you may obtain a free report on how your fund voted the proxies for securities it owned during the 12 months ended June 30. To get the report, visit either vanguard.com/proxyreporting or www.sec.gov.
You can review information about your fund on the SEC’s website, and you can receive copies of this information, for a fee, by sending a request via email addressed to publicinfo@sec.gov.
© 2021 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
Q6732 052021

 

 

Semiannual Report  |  March 31, 2021
Vanguard Institutional Target
Retirement Funds
Vanguard Institutional Target Retirement 2040 Fund
Vanguard Institutional Target Retirement 2045 Fund
Vanguard Institutional Target Retirement 2050 Fund
Vanguard Institutional Target Retirement 2055 Fund
Vanguard Institutional Target Retirement 2060 Fund
Vanguard Institutional Target Retirement 2065 Fund


About Your Fund’s Expenses
As a shareholder of the fund, you incur ongoing costs, which include costs for portfolio management, administrative services, and shareholder reports (like this one), among others. Operating expenses, which are deducted from a fund’s gross income, directly reduce the investment return of the fund.
A fund’s expenses are expressed as a percentage of its average net assets. The Institutional Target Retirement Funds have no direct expenses, but each fund bears its proportionate share of the costs for the underlying funds in which it invests. These indirect expenses make up the acquired fund fees and expenses, also expressed as a percentage of average net assets. The following examples are intended to help you understand the ongoing costs (in dollars) of investing in your fund and to compare these costs with those of other mutual funds. The examples are based on an investment of $1,000 made at the beginning of the period shown and held for the entire period. The costs were calculated using the acquired fund fees and expenses for each Institutional Target Retirement Fund.
The accompanying table illustrates your fund’s costs in two ways:
Based on actual fund return. This section helps you to estimate the actual expenses that you paid over the period. The ”Ending Account Value“ shown is derived from the fund’s actual return, and the third column shows the dollar amount that would have been paid by an investor who started with $1,000 in the fund. You may use the information here, together with the amount you invested, to estimate the expenses that you paid over the period.
To do so, simply divide your account value by $1,000 (for example, an $8,600 account value divided by $1,000 = 8.6), then multiply the result by the number given for your fund under the heading ”Expenses Paid During Period.“
Based on hypothetical 5% yearly return. This section is intended to help you compare your fund‘s costs with those of other mutual funds. It assumes that the fund had a yearly return of 5% before expenses, but that the expense ratio is unchanged. In this case—because the return used is not the fund’s actual return—the results do not apply to your investment. The example is useful in making comparisons because the Securities and Exchange Commission requires all mutual funds to calculate expenses based on a 5% return. You can assess your fund’s costs by comparing this hypothetical example with the hypothetical examples that appear in shareholder reports of other funds.
Note that the expenses shown in the table are meant to highlight and help you compare ongoing costs only. Further, the expenses do not include any purchase, redemption, or account service fees described in the fund prospectus. If such fees were applied to your account, your costs would be higher. Your fund does not carry a “sales load.”
The calculations assume no shares were bought or sold during the period. Your actual costs may have been higher or lower, depending on the amount of your investment and the timing of any purchases or redemptions.
You can find more information about the fund’s expenses in the Financial Statements section of this report. For additional information on operating expenses and other shareholder costs, please refer to your fund’s current prospectus.
1

Six Months Ended March 31, 2021      
  Beginning
Account Value
9/30/2020
Ending
Account Value
3/31/2021
Expenses
Paid During
Period
Based on Actual Fund Return      
Institutional Target Retirement 2040 Fund $1,000.00 $1,171.20 $0.49
Institutional Target Retirement 2045 Fund $1,000.00 $1,190.10 $0.49
Institutional Target Retirement 2050 Fund $1,000.00 $1,192.40 $0.49
Institutional Target Retirement 2055 Fund $1,000.00 $1,192.20 $0.49
Institutional Target Retirement 2060 Fund $1,000.00 $1,192.10 $0.49
Institutional Target Retirement 2065 Fund $1,000.00 $1,192.20 $0.49
Based on Hypothetical 5% Yearly Return      
Institutional Target Retirement 2040 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2045 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2050 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2055 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2060 Fund $1,000.00 $1,024.48 $0.45
Institutional Target Retirement 2065 Fund $1,000.00 $1,024.48 $0.45
The calculations are based on the acquired fund fees and expenses for the most recent six-month period. The funds’ annualized expense figures for that period are (in order as listed from top to bottom above) 0.09%, 0.09%, 0.09%, 0.09%, 0.09%, and 0.09%. The dollar amounts shown as “Expenses Paid” are equal to the annualized average weighted expense ratio for the underlying funds multiplied by the average account value over the period, multiplied by the number of days in the most recent six-month period, then divided by the number of days in the most recent 12-month period (182/365).
2

Institutional Target Retirement 2040 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 49.7%
Vanguard Total International Stock Index Fund Investor Shares 32.0
Vanguard Total Bond Market II Index Fund Investor Shares 13.3
Vanguard Total International Bond Index Fund Admiral Shares 4.7
Vanguard Total International Bond II Index Fund Admiral Shares 0.3
The table reflects the fund’s investments, except for short-term investments and derivatives.
3

Institutional Target Retirement 2040 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.1%)
U.S. Stock Fund (48.7%)
  Vanguard Total Stock Market Index Fund Institutional Shares 187,417,522 18,837,335
International Stock Fund (31.4%)
  Vanguard Total International Stock Index Fund Investor Shares 603,421,546 12,140,842
U.S. Bond Fund (13.1%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 461,115,967  5,067,664
International Bond Funds (4.9%)
  Vanguard Total International Bond Index Fund Admiral Shares  77,767,350  1,773,095
1 Vanguard Total International Bond II Index Fund Admiral Shares   5,369,666    107,340
                     1,880,435
Total Investment Companies
(Cost $27,952,675)
37,926,276
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $699,134)
  6,991,509    699,151
Total Investments (99.9%)
(Cost $28,651,809)
  38,625,427
Other Assets and Liabilities—Net (0.1%)   44,793
Net Assets (100%)   38,670,220
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
4

Institutional Target Retirement 2040 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 2,353 308,096 (6,737)
E-mini S&P 500 Index June 2021 2,265 449,308 4,024
        (2,713)
  
See accompanying Notes, which are an integral part of the Financial Statements.
5

Institutional Target Retirement 2040 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $28,651,809) 38,625,427
Cash Collateral Pledged—Futures Contracts 22,754
Receivables for Accrued Income 10,199
Receivables for Capital Shares Issued 196,466
Variation Margin Receivable—Futures Contracts 1,390
Total Assets 38,856,236
Liabilities  
Payables for Investment Securities Purchased 165,497
Payables for Capital Shares Redeemed 20,519
Total Liabilities 186,016
Net Assets 38,670,220
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 28,514,918
Total Distributable Earnings (Loss) 10,155,302
Net Assets 38,670,220
   
Net Assets  
Applicable to 1,268,765,290 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
38,670,220
Net Asset Value Per Share $30.48
See accompanying Notes, which are an integral part of the Financial Statements.
6

Institutional Target Retirement 2040 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 302,553
Net Investment Income—Note B 302,553
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 39,605
Affiliated Funds Sold 44,516
Futures Contracts 13,334
Realized Net Gain (Loss) 97,455
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 4,679,765
Futures Contracts (3,558)
Change in Unrealized Appreciation (Depreciation) 4,676,207
Net Increase (Decrease) in Net Assets Resulting from Operations 5,076,215
See accompanying Notes, which are an integral part of the Financial Statements.
7

Institutional Target Retirement 2040 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 302,553   579,993
Realized Net Gain (Loss) 97,455   31,045
Change in Unrealized Appreciation (Depreciation) 4,676,207   1,990,348
Net Increase (Decrease) in Net Assets Resulting from Operations 5,076,215   2,601,386
Distributions      
Total Distributions (588,311)   (616,023)
Capital Share Transactions      
Issued 6,442,322   5,669,183
Issued in Lieu of Cash Distributions 581,926   610,821
Redeemed (1,991,533)   (4,173,157)
Net Increase (Decrease) from Capital Share Transactions 5,032,715   2,106,847
Total Increase (Decrease) 9,520,619   4,092,210
Net Assets      
Beginning of Period 29,149,601   25,057,391
End of Period 38,670,220   29,149,601
See accompanying Notes, which are an integral part of the Financial Statements.
8

Institutional Target Retirement 2040 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $26.49 $24.66 $24.61 $22.93 $20.10 $18.08
Investment Operations            
Net Investment Income1 .264 .539 .575 .535 .494 .461
Capital Gain Distributions Received1 .035 .002 .002
Net Realized and Unrealized Gain (Loss) on Investments 4.216 1.898 (.005) 1.601 2.730 1.718
Total from Investment Operations 4.515 2.437 .570 2.136 3.226 2.181
Distributions            
Dividends from Net Investment Income (.490) (.604) (.519) (.453) (.393) (.161)
Distributions from Realized Capital Gains (.035) (.003) (.001) (.003) (.003)
Total Distributions (.525) (.607) (.520) (.456) (.396) (.161)
Net Asset Value, End of Period $30.48 $26.49 $24.66 $24.61 $22.93 $20.10
Total Return 17.12% 9.93% 2.65% 9.39% 16.35% 12.12%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $38,670 $29,150 $25,057 $20,798 $14,863 $8,724
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.81% 2.17% 2.43% 2.24% 2.32% 2.62%
Portfolio Turnover Rate 2% 15% 5% 7% 5% 0%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
9

Institutional Target Retirement 2040 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2040 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
10

Institutional Target Retirement 2040 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
11

Institutional Target Retirement 2040 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 28,652,438
Gross Unrealized Appreciation 10,068,847
Gross Unrealized Depreciation (98,571)
Net Unrealized Appreciation (Depreciation) 9,970,276
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 216,674   228,010
Issued in Lieu of Cash Distributions 19,861   23,538
Redeemed (68,021)   (167,248)
Net Increase (Decrease) in Shares Outstanding 168,514   84,300
At March 31, 2021, one shareholder was the record or beneficial owner of 33% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
12

Institutional Target Retirement 2040 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 468,264 NA1 NA1 243 699,151
Vanguard Total Bond Market II Index Fund 3,423,411 1,886,383 29,267 (566) (212,297) 37,689 37,111 5,067,664
Vanguard Total International Bond Index Fund 1,546,657 261,912 (35,474) 7,548 2,494 1,773,095
Vanguard Total International Bond II Index Fund 107,394 (54) 26 107,340
Vanguard Total International Stock Index Fund 9,555,147 935,458 271,142 8,088 1,913,291 131,658 12,140,842
Vanguard Total Stock Market Index Fund 14,275,273 1,929,627 418,858 36,994 3,014,299 125,389 18,837,335
Total 29,268,752 5,120,774 719,267 44,516 4,679,765 302,553 39,605 38,625,427
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
13

Institutional Target Retirement 2045 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 54.3%
Vanguard Total International Stock Index Fund Investor Shares 35.0
Vanguard Total Bond Market II Index Fund Investor Shares 7.9
Vanguard Total International Bond Index Fund Admiral Shares 2.7
Vanguard Total International Bond II Index Fund Admiral Shares 0.1
The table reflects the fund’s investments, except for short-term investments and derivatives.
14

Institutional Target Retirement 2045 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.0%)
U.S. Stock Fund (53.2%)
  Vanguard Total Stock Market Index Fund Institutional Shares 177,927,796 17,883,523
International Stock Fund (34.3%)
  Vanguard Total International Stock Index Fund Investor Shares 573,313,842 11,535,075
U.S. Bond Fund (7.7%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 237,353,664  2,608,517
International Bond Funds (2.8%)
  Vanguard Total International Bond Index Fund Admiral Shares  38,994,664    889,078
1 Vanguard Total International Bond II Index Fund Admiral Shares   2,182,685     43,632
                       932,710
Total Investment Companies
(Cost $23,944,914)
32,959,825
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $598,822)
  5,988,483    598,847
Total Investments (99.8%)
(Cost $24,543,736)
  33,558,672
Other Assets and Liabilities—Net (0.2%)   52,104
Net Assets (100%)   33,610,776
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
15

Institutional Target Retirement 2045 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 1,863 243,937 (5,584)
E-mini S&P 500 Index June 2021 2,119 420,346 4,118
        (1,466)
  
See accompanying Notes, which are an integral part of the Financial Statements.
16

Institutional Target Retirement 2045 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $24,543,736) 33,558,672
Cash Collateral Pledged—Futures Contracts 20,968
Receivables for Accrued Income 5,222
Receivables for Capital Shares Issued 166,608
Variation Margin Receivable—Futures Contracts 1,375
Total Assets 33,752,845
Liabilities  
Payables for Investment Securities Purchased 129,220
Payables for Capital Shares Redeemed 12,849
Total Liabilities 142,069
Net Assets 33,610,776
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 24,461,594
Total Distributable Earnings (Loss) 9,149,182
Net Assets 33,610,776
   
Net Assets  
Applicable to 1,076,268,144 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
33,610,776
Net Asset Value Per Share $31.23
See accompanying Notes, which are an integral part of the Financial Statements.
17

Institutional Target Retirement 2045 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 265,302
Net Investment Income—Note B 265,302
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 19,461
Affiliated Funds Sold 24,380
Futures Contracts 13,479
Realized Net Gain (Loss) 57,320
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 4,516,909
Futures Contracts (2,120)
Change in Unrealized Appreciation (Depreciation) 4,514,789
Net Increase (Decrease) in Net Assets Resulting from Operations 4,837,411
See accompanying Notes, which are an integral part of the Financial Statements.
18

Institutional Target Retirement 2045 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 265,302   488,119
Realized Net Gain (Loss) 57,320   20,327
Change in Unrealized Appreciation (Depreciation) 4,514,789   1,772,563
Net Increase (Decrease) in Net Assets Resulting from Operations 4,837,411   2,281,009
Distributions      
Total Distributions (496,502)   (515,800)
Capital Share Transactions      
Issued 5,466,272   5,171,573
Issued in Lieu of Cash Distributions 491,453   511,684
Redeemed (1,754,018)   (3,690,228)
Net Increase (Decrease) from Capital Share Transactions 4,203,707   1,993,029
Total Increase (Decrease) 8,544,616   3,758,238
Net Assets      
Beginning of Period 25,066,160   21,307,922
End of Period 33,610,776   25,066,160
See accompanying Notes, which are an integral part of the Financial Statements.
19

Institutional Target Retirement 2045 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $26.70 $24.79 $24.86 $23.05 $20.11 $18.07
Investment Operations            
Net Investment Income1 .272 .534 .574 .538 .497 .464
Capital Gain Distributions Received1 .020 .001 .002
Net Realized and Unrealized Gain (Loss) on Investments 4.761 1.976 (.130) 1.730 2.833 1.736
Total from Investment Operations 5.053 2.510 .444 2.268 3.331 2.202
Distributions            
Dividends from Net Investment Income (.499) (.600) (.512) (.454) (.389) (.162)
Distributions from Realized Capital Gains (.024) (.002) (.004) (.002)
Total Distributions (.523) (.600) (.514) (.458) (.391) (.162)
Net Asset Value, End of Period $31.23 $26.70 $24.79 $24.86 $23.05 $20.11
Total Return 19.01% 10.17% 2.13% 9.92% 16.87% 12.24%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $33,611 $25,066 $21,308 $17,383 $12,054 $6,989
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.84% 2.13% 2.41% 2.23% 2.33% 2.42%
Portfolio Turnover Rate 2% 12% 4% 6% 5% 1%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
20

Institutional Target Retirement 2045 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2045 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
21

Institutional Target Retirement 2045 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
22

Institutional Target Retirement 2045 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 24,544,035
Gross Unrealized Appreciation 9,072,683
Gross Unrealized Depreciation (59,512)
Net Unrealized Appreciation (Depreciation) 9,013,171
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 179,953   206,754
Issued in Lieu of Cash Distributions 16,470   19,500
Redeemed (58,864)   (147,252)
Net Increase (Decrease) in Shares Outstanding 137,559   79,002
At March 31, 2021, one shareholder was the record or beneficial owner of 31% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
23

Institutional Target Retirement 2045 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 406,087 NA1 NA1 (1) 204 598,847
Vanguard Total Bond Market II Index Fund 1,590,003 1,140,945 14,764 (112) (107,555) 18,682 18,192 2,608,517
Vanguard Total International Bond Index Fund 777,620 129,282 (17,824) 3,809 1,269 889,078
Vanguard Total International Bond II Index Fund 43,653 (21) 11 43,632
Vanguard Total International Stock Index Fund 8,963,443 984,150 213,583 4,107 1,796,958 124,004 11,535,075
Vanguard Total Stock Market Index Fund 13,428,361 1,913,260 323,835 20,385 2,845,352 118,592 17,883,523
Total 25,165,514 4,211,290 552,182 24,380 4,516,909 265,302 19,461 33,558,672
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
24

Institutional Target Retirement 2050 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 55.0%
Vanguard Total International Stock Index Fund Investor Shares 35.4
Vanguard Total Bond Market II Index Fund Investor Shares 6.8
Vanguard Total International Bond Index Fund Admiral Shares 2.6
Vanguard Total International Bond II Index Fund Admiral Shares 0.2
The table reflects the fund’s investments, except for short-term investments and derivatives.
25

Institutional Target Retirement 2050 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.1%)
U.S. Stock Fund (54.0%)
  Vanguard Total Stock Market Index Fund Institutional Shares 144,176,507 14,491,181
International Stock Fund (34.7%)
  Vanguard Total International Stock Index Fund Investor Shares 463,480,309  9,325,224
U.S. Bond Fund (6.7%)
1 Vanguard Total Bond Market II Index Fund Investor Shares 163,522,046  1,797,107
International Bond Funds (2.7%)
  Vanguard Total International Bond Index Fund Admiral Shares  29,476,865    672,073
1 Vanguard Total International Bond II Index Fund Admiral Shares   2,000,490     39,990
                       712,063
Total Investment Companies
(Cost $19,520,167)
26,325,575
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $490,802)
  4,908,243    490,824
Total Investments (99.9%)
(Cost $20,010,969)
  26,816,399
Other Assets and Liabilities—Net (0.1%)   31,039
Net Assets (100%)   26,847,438
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
26

Institutional Target Retirement 2050 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 1,354 177,289 (4,056)
E-mini S&P 500 Index June 2021 1,745 346,156 3,711
        (345)
  
See accompanying Notes, which are an integral part of the Financial Statements.
27

Institutional Target Retirement 2050 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $20,010,969) 26,816,399
Cash Collateral Pledged—Futures Contracts 18,165
Receivables for Accrued Income 3,693
Receivables for Capital Shares Issued 117,879
Variation Margin Receivable—Futures Contracts 1,257
Total Assets 26,957,393
Liabilities  
Payables for Investment Securities Purchased 77,993
Payables for Capital Shares Redeemed 31,962
Total Liabilities 109,955
Net Assets 26,847,438
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 19,940,209
Total Distributable Earnings (Loss) 6,907,229
Net Assets 26,847,438
   
Net Assets  
Applicable to 856,757,428 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
26,847,438
Net Asset Value Per Share $31.34
See accompanying Notes, which are an integral part of the Financial Statements.
28

Institutional Target Retirement 2050 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 209,011
Net Investment Income—Note B 209,011
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 13,847
Affiliated Funds Sold 12,897
Futures Contracts 12,877
Realized Net Gain (Loss) 39,621
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 3,587,388
Futures Contracts (1,362)
Change in Unrealized Appreciation (Depreciation) 3,586,026
Net Increase (Decrease) in Net Assets Resulting from Operations 3,834,658
See accompanying Notes, which are an integral part of the Financial Statements.
29

Institutional Target Retirement 2050 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 209,011   373,672
Realized Net Gain (Loss) 39,621   22,514
Change in Unrealized Appreciation (Depreciation) 3,586,026   1,396,165
Net Increase (Decrease) in Net Assets Resulting from Operations 3,834,658   1,792,351
Distributions      
Total Distributions (394,764)   (384,152)
Capital Share Transactions      
Issued 5,021,882   4,693,363
Issued in Lieu of Cash Distributions 390,593   381,102
Redeemed (1,519,376)   (2,955,065)
Net Increase (Decrease) from Capital Share Transactions 3,893,099   2,119,400
Total Increase (Decrease) 7,332,993   3,527,599
Net Assets      
Beginning of Period 19,514,445   15,986,846
End of Period 26,847,438   19,514,445
See accompanying Notes, which are an integral part of the Financial Statements.
30

Institutional Target Retirement 2050 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $26.75 $24.82 $24.88 $23.07 $20.11 $18.07
Investment Operations            
Net Investment Income1 .273 .535 .577 .542 .503 .466
Capital Gain Distributions Received1 .018 .001 .002
Net Realized and Unrealized Gain (Loss) on Investments 4.831 1.988 (.134) 1.718 2.838 1.732
Total from Investment Operations 5.122 2.523 .443 2.260 3.342 2.200
Distributions            
Dividends from Net Investment Income (.496) (.593) (.502) (.445) (.380) (.160)
Distributions from Realized Capital Gains (.036) (.001) (.005) (.002)
Total Distributions (.532) (.593) (.503) (.450) (.382) (.160)
Net Asset Value, End of Period $31.34 $26.75 $24.82 $24.88 $23.07 $20.11
Total Return 19.24% 10.21% 2.11% 9.88% 16.92% 12.23%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $26,847 $19,514 $15,987 $12,350 $7,950 $4,329
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.84% 2.14% 2.42% 2.24% 2.34% 2.43%
Portfolio Turnover Rate 2% 12% 3% 5% 5% 1%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
31

Institutional Target Retirement 2050 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2050 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
32

Institutional Target Retirement 2050 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
33

Institutional Target Retirement 2050 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 20,011,027
Gross Unrealized Appreciation 6,843,221
Gross Unrealized Depreciation (38,194)
Net Unrealized Appreciation (Depreciation) 6,805,027
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 165,168   188,111
Issued in Lieu of Cash Distributions 13,059   14,496
Redeemed (50,897)   (117,322)
Net Increase (Decrease) in Shares Outstanding 127,330   85,285
At March 31, 2021, one shareholder was the record or beneficial owner of 31% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
34

Institutional Target Retirement 2050 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 315,339 NA1 NA1 160 490,824
Vanguard Total Bond Market II Index Fund 1,188,785 704,892 21,300 266 (75,536) 13,260 12,867 1,797,107
Vanguard Total International Bond Index Fund 597,596 87,857 (13,380) 2,905 980 672,073
Vanguard Total International Bond II Index Fund 40,010 (20) 10 39,990
Vanguard Total International Stock Index Fund 7,004,475 1,001,875 99,963 548 1,418,289 97,893 9,325,224
Vanguard Total Stock Market Index Fund 10,483,053 2,043,241 305,231 12,083 2,258,035 94,783 14,491,181
Total 19,589,248 3,877,875 426,494 12,897 3,587,388 209,011 13,847 26,816,399
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
35

Institutional Target Retirement 2055 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 55.0%
Vanguard Total International Stock Index Fund Investor Shares 35.4
Vanguard Total Bond Market II Index Fund Investor Shares 6.9
Vanguard Total International Bond Index Fund Admiral Shares 2.4
Vanguard Total International Bond II Index Fund Admiral Shares 0.3
The table reflects the fund’s investments, except for short-term investments and derivatives.
36

Institutional Target Retirement 2055 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.1%)
U.S. Stock Fund (54.0%)
  Vanguard Total Stock Market Index Fund Institutional Shares  81,877,006  8,229,458
International Stock Fund (34.7%)
  Vanguard Total International Stock Index Fund Investor Shares 263,311,900  5,297,835
U.S. Bond Fund (6.8%)
1 Vanguard Total Bond Market II Index Fund Investor Shares  94,336,954  1,036,763
International Bond Funds (2.6%)
  Vanguard Total International Bond Index Fund Admiral Shares  15,656,860    356,977
1 Vanguard Total International Bond II Index Fund Admiral Shares   1,750,429     34,991
                       391,968
Total Investment Companies
(Cost $11,457,583)
14,956,024
Temporary Cash Investments (1.8%)
Money Market Fund (1.8%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $274,936)
  2,749,532    274,953
Total Investments (99.9%)
(Cost $11,732,519)
  15,230,977
Other Assets and Liabilities—Net (0.1%)   18,444
Net Assets (100%)   15,249,421
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
37

Institutional Target Retirement 2055 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 742 97,156 (2,179)
E-mini S&P 500 Index June 2021 1,004 199,163 2,170
        (9)
  
See accompanying Notes, which are an integral part of the Financial Statements.
38

Institutional Target Retirement 2055 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $11,732,519) 15,230,977
Cash Collateral Pledged—Futures Contracts 10,189
Receivables for Accrued Income 2,103
Receivables for Capital Shares Issued 68,898
Variation Margin Receivable—Futures Contracts 713
Total Assets 15,312,880
Liabilities  
Payables for Investment Securities Purchased 50,229
Payables for Capital Shares Redeemed 13,230
Total Liabilities 63,459
Net Assets 15,249,421
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 11,689,836
Total Distributable Earnings (Loss) 3,559,585
Net Assets 15,249,421
   
Net Assets  
Applicable to 485,375,039 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
15,249,421
Net Asset Value Per Share $31.42
See accompanying Notes, which are an integral part of the Financial Statements.
39

Institutional Target Retirement 2055 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 116,817
Net Investment Income—Note B 116,817
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 7,848
Affiliated Funds Sold 6,402
Futures Contracts 11,962
Realized Net Gain (Loss) 26,212
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 1,990,839
Futures Contracts (969)
Change in Unrealized Appreciation (Depreciation) 1,989,870
Net Increase (Decrease) in Net Assets Resulting from Operations 2,132,899
See accompanying Notes, which are an integral part of the Financial Statements.
40

Institutional Target Retirement 2055 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 116,817   199,278
Realized Net Gain (Loss) 26,212   30,510
Change in Unrealized Appreciation (Depreciation) 1,989,870   750,933
Net Increase (Decrease) in Net Assets Resulting from Operations 2,132,899   980,721
Distributions      
Total Distributions (236,420)   (190,256)
Capital Share Transactions      
Issued 3,286,538   3,355,236
Issued in Lieu of Cash Distributions 233,564   188,762
Redeemed (940,992)   (1,524,928)
Net Increase (Decrease) from Capital Share Transactions 2,579,110   2,019,070
Total Increase (Decrease) 4,475,589   2,809,535
Net Assets      
Beginning of Period 10,773,832   7,964,297
End of Period 15,249,421   10,773,832
See accompanying Notes, which are an integral part of the Financial Statements.
41

Institutional Target Retirement 2055 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $26.86 $24.89 $24.92 $23.10 $20.11 $18.08
Investment Operations            
Net Investment Income1 .274 .539 .582 .547 .506 .470
Capital Gain Distributions Received1 .018 .001 .001
Net Realized and Unrealized Gain (Loss) on Investments 4.843 2.001 (.125) 1.709 2.845 1.718
Total from Investment Operations 5.135 2.540 .457 2.256 3.352 2.189
Distributions            
Dividends from Net Investment Income (.491) (.569) (.486) (.430) (.360) (.158)
Distributions from Realized Capital Gains (.084) (.001) (.001) (.006) (.002) (.001)
Total Distributions (.575) (.570) (.487) (.436) (.362) (.159)
Net Asset Value, End of Period $31.42 $26.86 $24.89 $24.92 $23.10 $20.11
Total Return 19.22% 10.24% 2.16% 9.84% 16.95% 12.16%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $15,249 $10,774 $7,964 $5,489 $3,213 $1,527
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.84% 2.14% 2.44% 2.26% 2.36% 2.47%
Portfolio Turnover Rate 3% 10% 3% 5% 6% 1%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
See accompanying Notes, which are an integral part of the Financial Statements.
42

Institutional Target Retirement 2055 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2055 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 2% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
43

Institutional Target Retirement 2055 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
44

Institutional Target Retirement 2055 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 11,732,722
Gross Unrealized Appreciation 3,522,561
Gross Unrealized Depreciation (24,315)
Net Unrealized Appreciation (Depreciation) 3,498,246
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 108,088   134,161
Issued in Lieu of Cash Distributions 7,788   7,153
Redeemed (31,560)   (60,222)
Net Increase (Decrease) in Shares Outstanding 84,316   81,092
At March 31, 2021, one shareholder was the record or beneficial owner of 30% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
45

Institutional Target Retirement 2055 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 174,323 NA1 NA1 91 274,953
Vanguard Total Bond Market II Index Fund 709,266 418,641 48,133 13 (43,024) 7,627 7,326 1,036,763
Vanguard Total International Bond Index Fund 318,351 45,726 (7,100) 1,545 522 356,977
Vanguard Total International Bond II Index Fund 35,009 (18) 9 34,991
Vanguard Total International Stock Index Fund 3,873,901 712,718 72,693 (310) 784,219 54,404 5,297,835
Vanguard Total Stock Market Index Fund 5,743,611 1,426,255 203,869 6,699 1,256,762 53,141 8,229,458
Total 10,819,452 2,638,349 324,695 6,402 1,990,839 116,817 7,848 15,230,977
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
46

Institutional Target Retirement 2060 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 55.0%
Vanguard Total International Stock Index Fund Investor Shares 35.5
Vanguard Total Bond Market II Index Fund Investor Shares 7.0
Vanguard Total International Bond Index Fund Admiral Shares 2.3
Vanguard Total International Bond II Index Fund Admiral Shares 0.2
The table reflects the fund’s investments, except for short-term investments and derivatives.
47

Institutional Target Retirement 2060 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.1%)
U.S. Stock Fund (53.9%)
  Vanguard Total Stock Market Index Fund Institutional Shares  31,909,751 3,207,249
International Stock Fund (34.8%)
  Vanguard Total International Stock Index Fund Investor Shares 102,928,958 2,070,930
U.S. Bond Fund (6.9%)
1 Vanguard Total Bond Market II Index Fund Investor Shares  37,106,770   407,804
International Bond Funds (2.5%)
  Vanguard Total International Bond Index Fund Admiral Shares   5,976,005   136,253
1 Vanguard Total International Bond II Index Fund Admiral Shares     500,123     9,997
                      146,250
Total Investment Companies
(Cost $4,609,072)
5,832,233
Temporary Cash Investments (1.7%)
Money Market Fund (1.7%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $103,805)
  1,038,094   103,810
Total Investments (99.8%)
(Cost $4,712,877)
  5,936,043
Other Assets and Liabilities—Net (0.2%)   10,621
Net Assets (100%)   5,946,664
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
48

Institutional Target Retirement 2060 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 304 39,805 (922)
E-mini S&P 500 Index June 2021 366 72,603 712
        (210)
  
See accompanying Notes, which are an integral part of the Financial Statements.
49

Institutional Target Retirement 2060 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $4,712,877) 5,936,043
Cash Collateral Pledged—Futures Contracts 3,662
Receivables for Accrued Income 821
Receivables for Capital Shares Issued 27,627
Variation Margin Receivable—Futures Contracts 244
Total Assets 5,968,397
Liabilities  
Payables for Investment Securities Purchased 14,693
Payables for Capital Shares Redeemed 7,040
Total Liabilities 21,733
Net Assets 5,946,664
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 4,702,299
Total Distributable Earnings (Loss) 1,244,365
Net Assets 5,946,664
   
Net Assets  
Applicable to 188,699,397 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
5,946,664
Net Asset Value Per Share $31.51
See accompanying Notes, which are an integral part of the Financial Statements.
50

Institutional Target Retirement 2060 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 44,549
Net Investment Income—Note B 44,549
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 3,086
Affiliated Funds Sold (8)
Futures Contracts 4,673
Realized Net Gain (Loss) 7,751
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 748,884
Futures Contracts (603)
Change in Unrealized Appreciation (Depreciation) 748,281
Net Increase (Decrease) in Net Assets Resulting from Operations 800,581
See accompanying Notes, which are an integral part of the Financial Statements.
51

Institutional Target Retirement 2060 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 44,549   69,225
Realized Net Gain (Loss) 7,751   9,442
Change in Unrealized Appreciation (Depreciation) 748,281   277,971
Net Increase (Decrease) in Net Assets Resulting from Operations 800,581   356,638
Distributions      
Total Distributions (84,702)   (60,380)
Capital Share Transactions      
Issued 1,617,308   1,671,562
Issued in Lieu of Cash Distributions 83,464   59,794
Redeemed (431,502)   (618,606)
Net Increase (Decrease) from Capital Share Transactions 1,269,270   1,112,750
Total Increase (Decrease) 1,985,149   1,409,008
Net Assets      
Beginning of Period 3,961,515   2,552,507
End of Period 5,946,664   3,961,515
See accompanying Notes, which are an integral part of the Financial Statements.
52

Institutional Target Retirement 2060 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30,
2020 2019 2018 2017 2016
Net Asset Value, Beginning of Period $26.91 $24.90 $24.92 $23.08 $20.10 $18.07
Investment Operations            
Net Investment Income1 .276 .542 .589 .554 .511 .466
Capital Gain Distributions Received1 .019 .001 .001
Net Realized and Unrealized Gain (Loss) on Investments 4.848 2.012 (.132) 1.699 2.828 1.729
Total from Investment Operations 5.143 2.554 .457 2.253 3.340 2.196
Distributions            
Dividends from Net Investment Income (.472) (.544) (.476) (.409) (.359) (.165)
Distributions from Realized Capital Gains (.071) (.000)2 (.001) (.004) (.001) (.001)
Total Distributions (.543) (.544) (.477) (.413) (.360) (.166)
Net Asset Value, End of Period $31.51 $26.91 $24.90 $24.92 $23.08 $20.10
Total Return 19.21% 10.30% 2.15% 9.83% 16.90% 12.21%
Ratios/Supplemental Data            
Net Assets, End of Period (Millions) $5,947 $3,962 $2,553 $1,535 $809 $334
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09% 0.10%
Ratio of Net Investment Income to Average Net Assets 1.85% 2.15% 2.46% 2.29% 2.38% 2.45%
Portfolio Turnover Rate 3% 9% 3% 5% 7% 4%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Calculated based on average shares outstanding.
2 Distribution was less than $.001 per share.
See accompanying Notes, which are an integral part of the Financial Statements.
53

Institutional Target Retirement 2060 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2060 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 1% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
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Institutional Target Retirement 2060 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
55

Institutional Target Retirement 2060 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 4,714,090
Gross Unrealized Appreciation 1,233,731
Gross Unrealized Depreciation (11,988)
Net Unrealized Appreciation (Depreciation) 1,221,743
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 53,127   67,012
Issued in Lieu of Cash Distributions 2,775   2,263
Redeemed (14,398)   (24,595)
Net Increase (Decrease) in Shares Outstanding 41,504   44,680
At March 31, 2021, one shareholder was the record or beneficial owner of 28% of the fund’s net assets. If this shareholder were to redeem its investment in the fund, the redemption might lead to the realization of taxable capital gains.
56

Institutional Target Retirement 2060 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 63,880 NA1 NA1 35 103,810
Vanguard Total Bond Market II Index Fund 268,177 188,287 31,734 (336) (16,590) 2,963 2,906 407,804
Vanguard Total International Bond Index Fund 109,718 29,279 (2,744) 556 180 136,253
Vanguard Total International Bond II Index Fund 10,002 (5) 2 9,997
Vanguard Total International Stock Index Fund 1,415,505 379,057 17,366 (215) 293,949 20,594 2,070,930
Vanguard Total Stock Market Index Fund 2,118,816 705,945 92,329 543 474,274 20,399 3,207,249
Total 3,976,096 1,312,570 141,429 (8) 748,884 44,549 3,086 5,936,043
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
57

Institutional Target Retirement 2065 Fund
Underlying Vanguard Funds
As of March 31, 2021
Vanguard Total Stock Market Index Fund Institutional Shares 54.9%
Vanguard Total International Stock Index Fund Investor Shares 35.5
Vanguard Total Bond Market II Index Fund Investor Shares 7.1
Vanguard Total International Bond Index Fund Admiral Shares 2.4
Vanguard Total International Bond II Index Fund Admiral Shares 0.1
The table reflects the fund’s investments, except for short-term investments and derivatives.
58

Institutional Target Retirement 2065 Fund
Financial Statements (unaudited)
Schedule of Investments
As of March 31, 2021
The fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (SEC) for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT. The fund’s Form N-PORT reports are available on the SEC’s website at www.sec.gov.
          Shares Market
Value

($000)
Investment Companies (98.3%)
U.S. Stock Fund (53.9%)
  Vanguard Total Stock Market Index Fund Institutional Shares  4,623,141 464,672
International Stock Fund (34.9%)
  Vanguard Total International Stock Index Fund Investor Shares 14,944,625 300,687
U.S. Bond Fund (7.0%)
1 Vanguard Total Bond Market II Index Fund Investor Shares  5,483,945  60,268
International Bond Funds (2.5%)
  Vanguard Total International Bond Index Fund Admiral Shares    878,053  20,020
1 Vanguard Total International Bond II Index Fund Admiral Shares     64,046   1,280
                    21,300
Total Investment Companies
(Cost $702,934)
846,927
Temporary Cash Investments (1.5%)
Money Market Fund (1.5%)
1 Vanguard Market Liquidity Fund, 0.081%
(Cost $13,229)
   132,293 13,228
Total Investments (99.8%)
(Cost $716,163)
  860,155
Other Assets and Liabilities—Net (0.2%)   1,535
Net Assets (100%)   861,690
Cost is in $000.
See Note A in Notes to Financial Statements.
1 Affiliated fund available only to Vanguard funds and certain trusts and accounts managed by Vanguard. Rate shown for Vanguard Market Liquidity Fund is the 7-day yield.
59

Institutional Target Retirement 2065 Fund

Derivative Financial Instruments Outstanding as of Period End

Futures Contracts
      ($000)
  Expiration Number of
Long (Short)
Contracts
Notional
Amount
Value and
Unrealized
Appreciation
(Depreciation)
Long Futures Contracts
10-Year U.S. Treasury Note June 2021 33 4,321 (91)
E-mini S&P 500 Index June 2021 44 8,728 76
        (15)
  
See accompanying Notes, which are an integral part of the Financial Statements.
60

Institutional Target Retirement 2065 Fund
Statement of Assets and Liabilities
As of March 31, 2021
($000s, except shares and per-share amounts) Amount
Assets  
Investments in Securities, at Value—Affiliated Funds (Cost $716,163) 860,155
Cash Collateral Pledged—Futures Contracts 500
Receivables for Accrued Income 121
Receivables for Capital Shares Issued 5,408
Variation Margin Receivable—Futures Contracts 35
Total Assets 866,219
Liabilities  
Payables for Investment Securities Purchased 4,104
Payables for Capital Shares Redeemed 425
Total Liabilities 4,529
Net Assets 861,690
At March 31, 2021, net assets consisted of:  
   
Paid-in Capital 714,580
Total Distributable Earnings (Loss) 147,110
Net Assets 861,690
   
Net Assets  
Applicable to 29,872,346 outstanding $.001 par value shares of
beneficial interest (unlimited authorization)
861,690
Net Asset Value Per Share $28.85
See accompanying Notes, which are an integral part of the Financial Statements.
61

Institutional Target Retirement 2065 Fund
Statement of Operations
  Six Months Ended
March 31, 2021
  ($000)
Investment Income  
Income  
Income Distributions Received from Affiliated Funds 6,179
Net Investment Income—Note B 6,179
Realized Net Gain (Loss)  
Capital Gain Distributions Received from Affiliated Funds 431
Affiliated Funds Sold 109
Futures Contracts 734
Realized Net Gain (Loss) 1,274
Change in Unrealized Appreciation (Depreciation)  
Affiliated Funds 99,066
Futures Contracts (67)
Change in Unrealized Appreciation (Depreciation) 98,999
Net Increase (Decrease) in Net Assets Resulting from Operations 106,452
See accompanying Notes, which are an integral part of the Financial Statements.
62

Institutional Target Retirement 2065 Fund
Statement of Changes in Net Assets
  Six Months Ended
March 31,
2021
  Year Ended
September 30,
2020
  ($000)   ($000)
Increase (Decrease) in Net Assets      
Operations      
Net Investment Income 6,179   8,075
Realized Net Gain (Loss) 1,274   760
Change in Unrealized Appreciation (Depreciation) 98,999   38,023
Net Increase (Decrease) in Net Assets Resulting from Operations 106,452   46,858
Distributions      
Total Distributions (10,612)   (5,739)
Capital Share Transactions      
Issued 359,005   395,927
Issued in Lieu of Cash Distributions 10,438   5,685
Redeemed (106,792)   (185,337)
Net Increase (Decrease) from Capital Share Transactions 262,651   216,275
Total Increase (Decrease) 358,491   257,394
Net Assets      
Beginning of Period 503,199   245,805
End of Period 861,690   503,199
See accompanying Notes, which are an integral part of the Financial Statements.
63

Institutional Target Retirement 2065 Fund
Financial Highlights
For a Share Outstanding
Throughout Each Period
Six Months
Ended
March 31,
2021
Year Ended September 30, July 12,
20171 to
September 30,
2017
2020 2019 2018  
Net Asset Value, Beginning of Period $24.60 $22.78 $22.69 $20.80 $20.00
Investment Operations          
Net Investment Income2 .258 .499 .552 .555 .197
Capital Gain Distributions Received2 .018
Net Realized and Unrealized Gain (Loss) on Investments 4.429 1.787 (.107) 1.503 .603
Total from Investment Operations 4.705 2.286 .445 2.058 .800
Distributions          
Dividends from Net Investment Income (.410) (.465) (.355) (.165)
Distributions from Realized Capital Gains (.045) (.001) (.003)
Total Distributions (.455) (.466) (.355) (.168)
Net Asset Value, End of Period $28.85 $24.60 $22.78 $22.69 $20.80
Total Return 19.22% 10.06% 2.22% 9.93% 4.00%
Ratios/Supplemental Data          
Net Assets, End of Period (Millions) $862 $503 $246 $97 $5
Ratio of Total Expenses to Average Net Assets
Acquired Fund Fees and Expenses 0.09% 0.09% 0.09% 0.09% 0.09%3
Ratio of Net Investment Income to Average Net Assets 1.88% 2.17% 2.51% 2.51% 4.33%3
Portfolio Turnover Rate 2% 14% 8% 28% 133%
The expense ratio, acquired fund fees and expenses, and net investment income ratio for the current period have been annualized.
1 Inception.
2 Calculated based on average shares outstanding.
3 Annualized.
See accompanying Notes, which are an integral part of the Financial Statements.
64

Institutional Target Retirement 2065 Fund
Notes to Financial Statements
Vanguard Institutional Target Retirement 2065 Fund is registered under the Investment Company Act of 1940 as an open-end investment company, or mutual fund. The fund follows a balanced investment strategy by investing in selected Vanguard funds to achieve its targeted allocation of assets to U.S. and international stocks, and U.S. and international bonds. Financial statements and other information about each underlying fund are available at www.vanguard.com.
Market disruptions associated with the COVID-19 pandemic have had a global impact, and uncertainty exists as to the long-term implications. Such disruptions can adversely affect assets of the fund and thus fund performance.
A. The following significant accounting policies conform to generally accepted accounting principles for U.S. investment companies. The fund consistently follows such policies in preparing its financial statements.
1. Security Valuation: Investments are valued at the net asset value of each underlying Vanguard fund determined as of the close of the New York Stock Exchange (generally 4 p.m., Eastern time) on the valuation date.
2. Futures Contracts: The fund uses stock and bond futures contracts to a limited extent, with the objectives of maintaining full exposure to the market and maintaining its target asset allocation. The primary risks associated with the use of futures contracts are imperfect correlation between changes in market values of investments held by the fund and the prices of futures contracts, and the possibility of an illiquid market. Counterparty risk involving futures is mitigated because a regulated clearinghouse is the counterparty instead of the clearing broker. To further mitigate counterparty risk, the fund trades futures contracts on an exchange, monitors the financial strength of its clearing brokers and clearinghouse, and has entered into clearing agreements with its clearing brokers. The clearinghouse imposes initial margin requirements to secure the fund’s performance and requires daily settlement of variation margin representing changes in the market value of each contract. Any securities pledged as initial margin for open contracts are noted in the Schedule of Investments.
Futures contracts are valued at their quoted daily settlement prices. The notional amounts of the contracts are not recorded in the Statement of Assets and Liabilities. Fluctuations in the value of the contracts are recorded in the Statement of Assets and Liabilities as an asset (liability) and in the Statement of Operations as unrealized appreciation (depreciation) until the contracts are closed, when they are recorded as realized gains (losses) on futures contracts.
During the six months ended March 31, 2021, the fund’s average investments in long and short futures contracts represented 2% and 0% of net assets, respectively, based on the average of the notional amounts at each quarter-end during the period.
3. Federal Income Taxes: The fund intends to continue to qualify as a regulated investment company and distribute all of its taxable income. The fund’s tax returns are open to examination by the relevant tax authorities until expiration of the applicable statute of limitations, which is generally three years after the filing of the tax return. Management has analyzed the fund’s tax positions taken for all open federal and state income tax years, and has concluded that no provision for income tax is required in the fund’s financial statements.
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Institutional Target Retirement 2065 Fund
4. Distributions: Distributions to shareholders are recorded on the ex-dividend date. Distributions are determined on a tax basis at the fiscal year-end and may differ from net investment income and realized capital gains for financial reporting purposes.
5. Credit Facilities and Interfund Lending Program: The fund and certain other funds managed by The Vanguard Group ("Vanguard") participate in a $4.3 billion committed credit facility provided by a syndicate of lenders pursuant to a credit agreement and an uncommitted credit facility provided by Vanguard. Both facilities may be renewed annually. Each fund is individually liable for its borrowings, if any, under the credit facilities. Borrowings may be utilized for temporary or emergency purposes, subject to the fund’s regulatory and contractual borrowing restrictions. With respect to the committed credit facility, the participating funds are charged administrative fees and an annual commitment fee of 0.10% of the undrawn committed amount of the facility; these fees are allocated to the funds based on a method approved by the fund’s board of trustees and borne by the funds in which the fund invests (see Note B). Any borrowings under either facility bear interest at a rate based upon the higher of the one-month London Interbank Offered Rate (or an acceptable alternate rate, if necessary), federal funds effective rate, or overnight bank funding rate plus an agreed-upon spread, except that borrowings under the uncommitted credit facility may bear interest based upon an alternative rate agreed to by the fund and Vanguard.
In accordance with an exemptive order (the “Order”) from the SEC, the fund may participate in a joint lending and borrowing program that allows registered open-end Vanguard funds to borrow money from and lend money to each other for temporary or emergency purposes (the “Interfund Lending Program”), subject to compliance with the terms and conditions of the Order, and to the extent permitted by the fund’s investment objective and investment policies. Interfund loans and borrowings normally extend overnight, but can have a maximum duration of seven days. Loans may be called on one business day’s notice. The interest rate to be charged is governed by the conditions of the Order and internal procedures adopted by the board of trustees. The board of trustees is responsible for overseeing the Interfund Lending Program.
For the six months ended March 31, 2021, the fund did not utilize the credit facilities or the Interfund Lending Program.
6. Other: Income and capital gain distributions received are recorded on the ex-dividend date.
Security transactions are accounted for on the date securities are bought or sold. Costs used to determine realized gains (losses) on the sale of investment securities are those of the specific securities sold.
B. In accordance with the terms of a Funds’ Service Agreement (the “FSA”) between Vanguard and the fund, Vanguard furnishes to the fund investment advisory, corporate management, administrative, marketing, and distribution services at Vanguard’s cost of operations (as defined by the FSA). These costs of operations are allocated to the fund based on methods and guidelines approved by the board of trustees. The FSA provides that expenses otherwise allocable to Vanguard funds-of-funds may be reduced or eliminated to the extent of savings realized by the underlying Vanguard funds by virtue of being part of a fund-of-funds. Accordingly, all expenses for services provided by Vanguard to the fund and all other expenses incurred by the fund during the period ended March 31, 2021, were borne by the underlying Vanguard funds in which the fund invests. The fund's trustees and officers are also trustees and officers, respectively, of the underlying Vanguard funds, as well as directors and employees, respectively, of Vanguard.
66

Institutional Target Retirement 2065 Fund
C. Various inputs may be used to determine the value of the fund’s investments and derivatives. These inputs are summarized in three broad levels for financial statement purposes. The inputs or methodologies used to value securities are not necessarily an indication of the risk associated with investing in those securities.
Level 1—Quoted prices in active markets for identical securities.
Level 2—Other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.).
Level 3—Significant unobservable inputs (including the fund’s own assumptions used to determine the fair value of investments). Any investments and derivatives valued with significant unobservable inputs are noted on the Schedule of Investments.
At March 31, 2021, 100% of the market value of the fund's investments and derivatives was determined based on Level 1 inputs.
D. As of March 31, 2021, gross unrealized appreciation and depreciation for investments and derivatives based on cost for U.S. federal income tax purposes were as follows:
  Amount
($000)
Tax Cost 716,188
Gross Unrealized Appreciation 146,101
Gross Unrealized Depreciation (2,149)
Net Unrealized Appreciation (Depreciation) 143,952
E. Capital shares issued and redeemed were:
    
  Six Months Ended
March 31, 2021
  Year Ended
September 30, 2020
  Shares
(000)
  Shares
(000)
Issued 12,923   17,604
Issued in Lieu of Cash Distributions 379   235
Redeemed (3,881)   (8,179)
Net Increase (Decrease) in Shares Outstanding 9,421   9,660
67

Institutional Target Retirement 2065 Fund
F.Transactions during the period in affiliated underlying Vanguard funds were as follows:
    Current Period Transactions  
  Sep. 30, 2020
Market Value
($000)
Purchases
at Cost
($000)
Proceeds
from
Securities
Sold
($000)
Realized
Net Gain
(Loss)
($000)
Change in
Unrealized
App. (Dep.)
($000)
Income
($000)
Capital Gain
Distributions
Received
($000)
Mar. 31, 2021
Market Value
($000)
Vanguard Market Liquidity Fund 7,514 NA1 NA1 4 13,228
Vanguard Total Bond Market II Index Fund 34,902 29,461 1,670 (17) (2,408) 422 406 60,268
Vanguard Total International Bond Index Fund 13,095 7,364 33 (406) 77 25 20,020
Vanguard Total International Bond II Index Fund 1,284 (4) 1,280
Vanguard Total International Stock Index Fund 177,989 84,418 240 38,520 2,813 300,687
Vanguard Total Stock Market Index Fund 269,462 140,212 8,492 126 63,364 2,863 464,672
Total 502,962 262,739 10,435 109 99,066 6,179 431 860,155
1 Not applicable—purchases and sales are for temporary cash investment purposes.
G. Management has determined that no events or transactions occurred subsequent to March 31, 2021, that would require recognition or disclosure in these financial statements.
68

Trustees Approve Advisory Arrangements
The board of trustees of Vanguard Institutional Target Retirement Funds has renewed each fund’s investment advisory arrangement with The Vanguard Group, Inc. (Vanguard), through its Equity Index Group. The board determined that continuing each fund’s internalized management structure was in the best interests of the funds and their shareholders.
The board based its decision upon an evaluation of the advisor’s investment staff, portfolio management process, and performance. This evaluation included information provided to the board by Vanguard’s Portfolio Review Department, which is responsible for fund and advisor oversight and product management. The Portfolio Review Department met regularly with the advisor and made monthly presentations to the board during the fiscal year that directed the board’s focus to relevant information and topics.
The board, or an investment committee made up of board members, also received information throughout the year during advisor presentations. For each advisor presentation, the board was provided with letters and reports that included information about, among other things, the advisory firm and the advisor’s assessment of the investment environment, portfolio performance, and portfolio characteristics.
In addition, the board received monthly reports, which included a Market and Economic Report, a Fund Dashboard Monthly Summary, and a Fund Performance Report.
Prior to their meeting, the trustees were provided with a memo and materials that summarized the information they received over the course of the year. They also considered the factors discussed below, among others. However, no single factor determined whether the board approved the arrangements. Rather, it was the totality of the circumstances that drove the board’s decision.
Nature, extent, and quality of services
The board reviewed the quality of the funds’ investment management services over both the short and long term, and took into account the organizational depth and stability of the advisor. The board considered that Vanguard has been managing investments for more than four decades. The Equity Index Group adheres to a sound, disciplined investment management process; the team has considerable experience, stability, and depth.
The board concluded that Vanguard’s experience, stability, depth, and performance, among other factors, warranted continuation of the advisory arrangements.
Investment performance
The board considered the performance of each fund, including any periods of outperformance or underperformance compared with a relevant benchmark index and peer group. The board concluded that the performance was such that the advisory arrangements should continue.
Cost
The board concluded that each fund’s acquired fund fees and expenses were well below the average expense ratios charged by funds in its respective peer group. The funds do not incur advisory expenses directly; however, the board noted that each of the underlying funds in which the funds invest has advisory expenses well below the relevant peer-group average.
69

The board does not conduct a profitability analysis of Vanguard because of Vanguard’s unique structure. Unlike most other mutual fund management companies, Vanguard is owned by the funds it oversees.
The benefit of economies of scale
The board concluded that Vanguard’s arrangements with the Institutional Target Retirement Funds and their underlying funds ensure that the funds will realize economies of scale as they grow, with the cost to shareholders declining as assets increase.
The board will consider whether to renew the advisory arrangements again after a one-year period.
70

Liquidity Risk Management
Vanguard funds (except for the money market funds) have adopted and implemented a written liquidity risk management program (the “Program”) as required by Rule 22e-4 under the Investment Company Act of 1940. Rule 22e-4 requires that each fund adopt a program that is reasonably designed to assess and manage the fund’s liquidity risk, which is the risk that the fund could not meet redemption requests without significant dilution of remaining investors’ interests in the fund.
Assessment and management of a fund’s liquidity risk under the Program take into consideration certain factors, such as the fund’s investment strategy and the liquidity of its portfolio investments during normal and reasonably foreseeable stressed conditions, its short- and long-term cash-flow projections during both normal and reasonably foreseeable stressed conditions, and its cash and cash-equivalent holdings and access to other funding sources. As required by the rule, the Program includes policies and procedures for classification of fund portfolio holdings in four liquidity categories, maintaining certain levels of highly liquid investments, and limiting holdings of illiquid investments.
The board of trustees of Vanguard Chester Funds approved the appointment of liquidity risk management program administrators responsible for administering the Program for Vanguard Institutional Target Retirement 2040 Fund, Vanguard Institutional Target Retirement 2045 Fund, Vanguard Institutional Target Retirement 2050 Fund, Vanguard Institutional Target Retirement 2055 Fund, Vanguard Institutional Target Retirement 2060 Fund, and Vanguard Institutional Target Retirement 2065 Fund, and for carrying out the specific responsibilities set forth in the Program, including reporting to the board on at least an annual basis regarding the Program's operation, its adequacy, and the effectiveness of its implementation for the past year (the “Program Administrator Report”). The board has reviewed the Program Administrator Report covering the period from January 1, 2020, through December 31, 2020 (the “Review Period”). The Program Administrator Report stated that during the Review Period the Program operated and was implemented effectively to manage the funds' liquidity risk.
71

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You can obtain a free copy of Vanguard’s proxy voting guidelines by visiting vanguard.com/proxyreporting or by calling Vanguard at 800-662-2739. The guidelines are also available from the SEC’s website, www.sec.gov. In addition, you may obtain a free report on how your fund voted the proxies for securities it owned during the 12 months ended June 30. To get the report, visit either vanguard.com/proxyreporting or www.sec.gov.
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© 2021 The Vanguard Group, Inc.
All rights reserved.
Vanguard Marketing Corporation, Distributor.
Q6732B 052021

 

 

 

Item 2: Code of Ethics.

 

Not applicable.

 

Item 3: Audit Committee Financial Expert.

 

Not applicable.

 

Item 4: Principal Accountant Fees and Services.

 

Not applicable.

 

Item 5: Audit Committee of Listed Registrants.

 

Not applicable.

 

Item 6: Investments.

 

Not applicable. The complete schedule of investments is included as part of the report to shareholders filed under Item 1 of this Form.

 

Item 7: Disclosure of Proxy Voting Policies and Procedures for Closed-End Management Investment Companies.

 

Not applicable.

 

Item 8: Portfolio Managers of Closed-End Management Investment Companies.

 

Not applicable.

 

Item 9: Purchase of Equity Securities by Closed-End Management Investment Company and Affiliated Purchasers.

 

Not applicable.

 

Item 10: Submission of Matters to a Vote of Security Holders.

 

Not applicable.

 

 

 

 

Item 11: Controls and Procedures.

 

(a) Disclosure Controls and Procedures. The Principal Executive and Financial Officers concluded that the Registrant’s Disclosure Controls and Procedures are effective based on their evaluation of the Disclosure Controls and Procedures as of a date within 90 days of the filing date of this report.

 

(b) Internal Control Over Financial Reporting. In 2020, a third-party service provider began performing certain administrative and accounting services for Vanguard Institutional Target Retirement Income Fund, Vanguard Institutional Target Retirement 2015 Fund, Vanguard Institutional Target Retirement 2020 Fund, Vanguard Institutional Target Retirement 2025 Fund, Vanguard Institutional Target Retirement 2030 Fund, Vanguard Institutional Target Retirement 2035 Fund, Vanguard Institutional Target Retirement 2040 Fund, Vanguard Institutional Target Retirement 2045 Fund, Vanguard Institutional Target Retirement 2050 Fund, Vanguard Institutional Target Retirement 2055 Fund, Vanguard Institutional Target Retirement 2060 Fund, Vanguard Institutional Target Retirement 2065 Fund, Vanguard Target Retirement Income Fund, Vanguard Target Retirement 2015 Fund, Vanguard Target Retirement 2020 Fund, Vanguard Target Retirement 2025 Fund, Vanguard Target Retirement 2030 Fund, Vanguard Target Retirement 2035 Fund, Vanguard Target Retirement 2040 Fund, Vanguard Target Retirement 2045 Fund, Vanguard Target Retirement 2050 Fund, Vanguard Target Retirement 2055 Fund, Vanguard Target Retirement 2060 Fund, and Vanguard Target Retirement 2065 Fund. There were no other significant changes in Registrant’s Internal Control Over Financial Reporting or in other factors that could significantly affect this control subsequent to the date of the evaluation, including any corrective actions with regard to significant deficiencies and material weaknesses.

 

Item 12: Disclosure of Securities Lending Activities for Closed-End Management Investment Companies.

 

Not applicable.

 

Item 13: Exhibits.

 

(a)(1) Not applicable.
(a)(2) Certifications filed herewith.
(b) Certifications field herewith.

 

 

 

 

Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

 

  Vanguard Chester Funds  

 

BY: /s/ MORTIMER J. BUCKLEY*  
  MORTIMER J. BUCKLEY  
  CHIEF EXECUTIVE OFFICER  

 

Date: May 19, 2021

 

Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated.

 

  Vanguard Chester Funds  

 

BY: /s/ MORTIMER J. BUCKLEY*  
  MORTIMER J. BUCKLEY  
  CHIEF EXECUTIVE OFFICER  

 

Date: May 19, 2021

 

  Vanguard Chester Funds  
     
BY: /s/ JOHN BENDL*  
  JOHN BENDL  
  CHIEF FINANCIAL OFFICER  

 

Date: May 19, 2021

 

* By: /s/ Anne E. Robinson  

 

Anne E. Robinson, pursuant to a Power of Attorney filed on December 18, 2020 (see File Number 33-64845), Incorporated by Reference