8-K

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 8-K

CURRENT REPORT

Pursuant to Section 13 or 15(d)

of the Securities Exchange Act of 1934

Date of Report (Date of earliest event reported): June 11, 2019

CarGurus, Inc.

(Exact name of registrant as specified in its charter)

Delaware	001-38233	04-3843478
(State or other jurisdiction of incorporation)	(Commission File Number)	(IRS Employer Identification No.)

2 Canal Park, 4th Floor

Cambridge, Massachusetts 02141

(Address of principal executive offices)

(zip code)

Registrant’s telephone number, including area code: 617-354-0068

Not Applicable

(Former name or former address, if changed since last report)

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐ Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)

☐ Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)

☐ Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))

☐ Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

Securities registered pursuant to Section 12(b) of the Act:

Title of each class	Trading Symbol(s)	Name of each exchange on which registered
Class A Common Stock, par value $0.001 per share	CARG	The Nasdaq Stock Market LLC (Nasdaq Global Select Market)

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter).

Emerging growth company  ☐

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.  ☐

Item 2.02 Results of Operations and Financial Condition.

On June 11, 2019, in connection with Investor Day (defined below), CarGurus, Inc. (the “Company”) will provide historical financial information by segment on its two primary revenue sources, marketplace subscription revenue and advertising and other revenue. The Company’s two reportable segments are United States and International. The Company has historically only reported its total revenue within these two segments. In connection with Investor Day, however, the Company will provide data on each of its marketplace subscription revenue and advertising and other revenue within each of its United States and International segments for the historical periods indicated in the Investor Day presentation materials. The Investor Day presentation materials, furnished as Exhibit 99.1 to this Current Report on Form 8-K, are hereby incorporated by reference into this Item 2.02.

The information in this Item 2.02 and in Exhibit 99.1 hereto is intended to be furnished and shall not be deemed “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended (the “Exchange Act”), or otherwise subject to the liabilities of that section, nor shall it be deemed incorporated by reference in any filing under the Securities Act of 1933, as amended (the “Securities Act”), or the Exchange Act, except as expressly set forth by specific reference in such filing.

Item 7.01 Regulation FD Disclosure.

On June 11, 2019, the Company is hosting an Investor Day conference in Cambridge, MA (“Investor Day”). The Investor Day presentation materials are furnished as Exhibit 99.1 to this Current Report on Form 8-K and will be available on the “Investor Relations” section of the Company’s website, https://investors.cargurus.com. The Company also expects to use the Investor Day presentation materials, in whole or in part, and possibly with modifications, from time to time after the Investor Day conference in connection with presentations to potential investors, industry analysts and others.

The information in this Item 7.01 and in Exhibit 99.1 hereto is intended to be furnished and shall not be deemed “filed” for purposes of Section 18 of the Exchange Act or otherwise subject to the liabilities of that section, nor shall it be deemed incorporated by reference in any filing under the Securities Act or the Exchange Act except as expressly set forth by specific reference in such filing.

Item 9.01 Financial Statements and Exhibits.

(d) Exhibits.

Exhibit No.	Description
99.1	Investor Day Presentation Materials (June 11, 2019), furnished hereto.

SIGNATURES

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

Date: June 11, 2019	CARGURUS, INC.
	/s/ Kathleen B. Patton
	Name: Kathleen B. Patton Title: General Counsel and Secretary

EX-99.1

Exhibit 99.1 CarGurus Investor Day June 11, 2019Exhibit 99.1 CarGurus Investor Day June 11, 2019

Cautionary Note Regarding Forward-Looking Statements Certain information contained in this presentation, other matters discussed today and answers that may be given in response to questions may include “forward-looking statements.” We may, in some cases, use terms such as “anticipates,” “believes,” “could,” “estimates,” “expects,” “intends,” “likely,” “may,” “might,” “plans,” “potential,” “predicts,” “projects,” “seeks,” “should,” “target,” “will,” “would,” or other words that convey uncertainty of future events or outcomes to identify these forward-looking statements. In particular, statements in this presentation regarding: industry trends; our market awareness; our business and growth strategy and our plans to execute on our growth strategy, including our ability to expand our global audience; the growth levers we expect to drive our business; our brand awareness efforts, including investments in audience and brand building across our U.S. and international businesses; our investments in and ability to drive adoption of new and existing products and their benefits, including revenue growth opportunities; the attractiveness and value proposition of our current offerings and other product opportunities, including with respect to our consumer finance offering and peer-to-peer marketplace; our ability to grow our paying dealer base, including by converting non-paying dealers to paying dealers, and increase revenue per subscribing dealer; our ability to maintain existing and acquire new customers; our ability to achieve our 2019 strategic initiatives; addressable opportunities, including our expansion into international markets and our international growth strategy; our success in international markets; our ability to realize benefits from our acquisition of PistonHeads; our future financial and business performance for the second quarter 2019 and full-year 2019, as well as our other long-term financial targets; and other statements regarding our plans, prospects and expectations, are examples of such forward-looking statements. These forward-looking statements are subject to a number of risks and uncertainties, including, without limitation, risks related to our rapid growth and ability to sustain our revenue growth rate, our relationships with dealers, new product development, competition in the markets in which we operate, market growth, our ability to expand effectively into new markets, our ability to realize benefits from our acquisition of PistonHeads and successfully implement the integration strategies in connection therewith, our sales and marketing strategies, our capital resources and operating performance, our ability to operate in compliance with applicable laws, as well as other risks and uncertainties that we have detailed in the “Risk Factors” section of our Quarterly Report on Form 10-Q, filed on May 9, 2019 with the U.S. Securities and Exchange Commission. These factors could cause actual results and developments to be materially different from those expressed in or implied by such statements. Forward-looking statements do not guarantee future performance and actual results may differ materially from those projected. The forward-looking statements are made only as of the date of this presentation and we undertake no obligation to update such forward-looking statements to reflect subsequent events or circumstance. This presentation also contains estimates and other statistical data, including those relating to our industry and the market in which we operate, that we have obtained or derived from internally-prepared studies and surveys, a well as industry publications and reports and other publicly available information prepared by a number of third-party sources. We rely on both internal data and Google Analytics for data relating to our own key business metrics and, for consistency, we rely on Comscore for all data relating to comparisons with our competitors. Google Analytics and Comscore use different methodologies to derive their data and therefore their data for similar statistics are not comparable. These industry publications and reports generally indicate that they have obtained their information from sources believed to be reliable, but do not guarantee the accuracy and completeness of their information. This information involves a number of assumptions and limitations, and you are cautioned not to give undue weight to these estimates, as there is no assurance that any of them will be reached. Based on our experience, we believe that the publications and reports are reliable and that the conclusions contained therein are reasonable. In addition, you are cautioned not to rely on our extrapolations of internally-prepared studies and surveys, as these are estimates involving a number of assumptions and limitations, which we are unable to ensure will be reached. In addition to the financial measures contained in this presentation that are prepared in accordance with U.S. Generally Accepted Accounting Principles (GAAP), this presentation includes certain non-GAAP financial measures and other business metrics. The presentation of non-GAAP financial information and other business metrics is not meant to be considered in isolation or as a substitute for the directly comparable financial measures prepared in accordance with GAAP. While our non-GAAP financial measures and other business metrics are an important tool for financial and operational decision-making and for evaluating our own operating results over different periods of time, we urge investors to review the reconciliation of the non-GAAP financial measures to the comparable GAAP financial measure included above it in the relevant presentation slide or the Appendix to this presentation, as applicable, and not to rely on any single financial measure to evaluate our business. CarGurus® is a registered trademark of CarGurus, Inc. All other product names, trademarks and registered trademarks are property of their respective owners. ©2019 CarGurus, Inc. All Rights Reserved. 2Cautionary Note Regarding Forward-Looking Statements Certain information contained in this presentation, other matters discussed today and answers that may be given in response to questions may include “forward-looking statements.” We may, in some cases, use terms such as “anticipates,” “believes,” “could,” “estimates,” “expects,” “intends,” “likely,” “may,” “might,” “plans,” “potential,” “predicts,” “projects,” “seeks,” “should,” “target,” “will,” “would,” or other words that convey uncertainty of future events or outcomes to identify these forward-looking statements. In particular, statements in this presentation regarding: industry trends; our market awareness; our business and growth strategy and our plans to execute on our growth strategy, including our ability to expand our global audience; the growth levers we expect to drive our business; our brand awareness efforts, including investments in audience and brand building across our U.S. and international businesses; our investments in and ability to drive adoption of new and existing products and their benefits, including revenue growth opportunities; the attractiveness and value proposition of our current offerings and other product opportunities, including with respect to our consumer finance offering and peer-to-peer marketplace; our ability to grow our paying dealer base, including by converting non-paying dealers to paying dealers, and increase revenue per subscribing dealer; our ability to maintain existing and acquire new customers; our ability to achieve our 2019 strategic initiatives; addressable opportunities, including our expansion into international markets and our international growth strategy; our success in international markets; our ability to realize benefits from our acquisition of PistonHeads; our future financial and business performance for the second quarter 2019 and full-year 2019, as well as our other long-term financial targets; and other statements regarding our plans, prospects and expectations, are examples of such forward-looking statements. These forward-looking statements are subject to a number of risks and uncertainties, including, without limitation, risks related to our rapid growth and ability to sustain our revenue growth rate, our relationships with dealers, new product development, competition in the markets in which we operate, market growth, our ability to expand effectively into new markets, our ability to realize benefits from our acquisition of PistonHeads and successfully implement the integration strategies in connection therewith, our sales and marketing strategies, our capital resources and operating performance, our ability to operate in compliance with applicable laws, as well as other risks and uncertainties that we have detailed in the “Risk Factors” section of our Quarterly Report on Form 10-Q, filed on May 9, 2019 with the U.S. Securities and Exchange Commission. These factors could cause actual results and developments to be materially different from those expressed in or implied by such statements. Forward-looking statements do not guarantee future performance and actual results may differ materially from those projected. The forward-looking statements are made only as of the date of this presentation and we undertake no obligation to update such forward-looking statements to reflect subsequent events or circumstance. This presentation also contains estimates and other statistical data, including those relating to our industry and the market in which we operate, that we have obtained or derived from internally-prepared studies and surveys, a well as industry publications and reports and other publicly available information prepared by a number of third-party sources. We rely on both internal data and Google Analytics for data relating to our own key business metrics and, for consistency, we rely on Comscore for all data relating to comparisons with our competitors. Google Analytics and Comscore use different methodologies to derive their data and therefore their data for similar statistics are not comparable. These industry publications and reports generally indicate that they have obtained their information from sources believed to be reliable, but do not guarantee the accuracy and completeness of their information. This information involves a number of assumptions and limitations, and you are cautioned not to give undue weight to these estimates, as there is no assurance that any of them will be reached. Based on our experience, we believe that the publications and reports are reliable and that the conclusions contained therein are reasonable. In addition, you are cautioned not to rely on our extrapolations of internally-prepared studies and surveys, as these are estimates involving a number of assumptions and limitations, which we are unable to ensure will be reached. In addition to the financial measures contained in this presentation that are prepared in accordance with U.S. Generally Accepted Accounting Principles (GAAP), this presentation includes certain non-GAAP financial measures and other business metrics. The presentation of non-GAAP financial information and other business metrics is not meant to be considered in isolation or as a substitute for the directly comparable financial measures prepared in accordance with GAAP. While our non-GAAP financial measures and other business metrics are an important tool for financial and operational decision-making and for evaluating our own operating results over different periods of time, we urge investors to review the reconciliation of the non-GAAP financial measures to the comparable GAAP financial measure included above it in the relevant presentation slide or the Appendix to this presentation, as applicable, and not to rely on any single financial measure to evaluate our business. CarGurus® is a registered trademark of CarGurus, Inc. All other product names, trademarks and registered trademarks are property of their respective owners. ©2019 CarGurus, Inc. All Rights Reserved. 2

Today’s Speakers Langley Steinert Kyle Lomeli Tom Caputo Founder, Chief Executive Chief Technology Officer Chief Product Officer Officer Sam Zales Sarah Welch Jason Trevisan President, Chief Operating Chief Marketing Officer Chief Financial Officer and Officer Treasurer Technology Data Driven Financial + + Expertise Innovation Discipline 3Today’s Speakers Langley Steinert Kyle Lomeli Tom Caputo Founder, Chief Executive Chief Technology Officer Chief Product Officer Officer Sam Zales Sarah Welch Jason Trevisan President, Chief Operating Chief Marketing Officer Chief Financial Officer and Officer Treasurer Technology Data Driven Financial + + Expertise Innovation Discipline 3

Transparency in Considered Purchases COST OF FAILED PURCHASE 4 NEED FOR TRANSPARENCYTransparency in Considered Purchases COST OF FAILED PURCHASE 4 NEED FOR TRANSPARENCY

Global Trusted Marketplace, Powerful Network Effect Unbiased Price More More Car Shoppers Engagement Dealer Reputation Transparency 1 38 M 62M Vehicle Condition 2018 US US unique average connections Inventory Ranking monthly visitors Dealers Marketplace and Peer to Peer More More Inventory Dealers 3 2 40,000+ 5.5+ M US listing dealers US Inventory listings 5 1. Google Analytics for 1Q19 2. As of 6/11/19 3. As of 6/11/19; CarGurus defines its active dealer network as consisting of all dealers based on a distinct associated inventory feed, to which CarGurus connected a user about a listing during the ninety-day period ending on the applicable measurement date.Global Trusted Marketplace, Powerful Network Effect Unbiased Price More More Car Shoppers Engagement Dealer Reputation Transparency 1 38 M 62M Vehicle Condition 2018 US US unique average connections Inventory Ranking monthly visitors Dealers Marketplace and Peer to Peer More More Inventory Dealers 3 2 40,000+ 5.5+ M US listing dealers US Inventory listings 5 1. Google Analytics for 1Q19 2. As of 6/11/19 3. As of 6/11/19; CarGurus defines its active dealer network as consisting of all dealers based on a distinct associated inventory feed, to which CarGurus connected a user about a listing during the ninety-day period ending on the applicable measurement date.

Optimized for Consumer Relevance vs. Paid Inclusion • How did Google disrupt Yahoo? • Relevance over economics • Algorithms provide best answers to consumer • CarGurus ranks listings based on unbiased algorithms • Organic listings ranked by Deal Ratings • Instant Market Value considers make, model, trim, year, mileage, options and vehicle condition • Deal Rating incorporates Dealer Rating from CarGurus community 6Optimized for Consumer Relevance vs. Paid Inclusion • How did Google disrupt Yahoo? • Relevance over economics • Algorithms provide best answers to consumer • CarGurus ranks listings based on unbiased algorithms • Organic listings ranked by Deal Ratings • Instant Market Value considers make, model, trim, year, mileage, options and vehicle condition • Deal Rating incorporates Dealer Rating from CarGurus community 6

From Upstart To Market Leading Audience in Under 10 Years (MILLIONS) US Monthly Average Sessions US Monthly Average Visitors Major Google Algorithm Changes 105 70% CAGR 55% CAGR 0 2008 2009 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 7 Source: Google Analytics, MozFrom Upstart To Market Leading Audience in Under 10 Years (MILLIONS) US Monthly Average Sessions US Monthly Average Visitors Major Google Algorithm Changes 105 70% CAGR 55% CAGR 0 2008 2009 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 7 Source: Google Analytics, Moz

Our Freemium Marketplace Can’t Be Replicated by Classified Models 1 1 LARGEST US AUTO INVENTORY OF 5.5M+ LISTINGS FROM OVER 40,000 DEALERS Car Price Information Dealer 2 • Instant Market Value Information Information 2 • Deal Rating • Vehicle History • Qualified Dealer Reviews • Price History 2 • Time on Site• Dealer Ratings 1 BEST-DEAL-FIRST ORGANIC SEARCH RESULTS 88% 37% ENGAGED, INFORMED, READY-TO-BUY CONSUMERS of users expect to purchase car 3 4 are in-market in next week 8 1. As of 6/11/2019; compared to major US online auto marketplaces defined as CarGurus.com, Autotrader.com, Cars.com, and TrueCar.com.. 2. Proprietary among major US online auto marketplaces defined as CarGurus.com, Autotrader.com, Cars.com, and TrueCar.com. 3. Company survey of 1,767 US CarGurus users during Q2 2017. 4. 2018 CarGurus Buyer Insight Report (February 2019)Our Freemium Marketplace Can’t Be Replicated by Classified Models 1 1 LARGEST US AUTO INVENTORY OF 5.5M+ LISTINGS FROM OVER 40,000 DEALERS Car Price Information Dealer 2 • Instant Market Value Information Information 2 • Deal Rating • Vehicle History • Qualified Dealer Reviews • Price History 2 • Time on Site• Dealer Ratings 1 BEST-DEAL-FIRST ORGANIC SEARCH RESULTS 88% 37% ENGAGED, INFORMED, READY-TO-BUY CONSUMERS of users expect to purchase car 3 4 are in-market in next week 8 1. As of 6/11/2019; compared to major US online auto marketplaces defined as CarGurus.com, Autotrader.com, Cars.com, and TrueCar.com.. 2. Proprietary among major US online auto marketplaces defined as CarGurus.com, Autotrader.com, Cars.com, and TrueCar.com. 3. Company survey of 1,767 US CarGurus users during Q2 2017. 4. 2018 CarGurus Buyer Insight Report (February 2019)

Potential Product Universe INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS DEALER MANAGEMENT CONSUMER LIFECYCLE MARKETPLACE MULTIPLE COUNTRIES 9Potential Product Universe INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS DEALER MANAGEMENT CONSUMER LIFECYCLE MARKETPLACE MULTIPLE COUNTRIES 9

We Have Rapidly Introduced Products and Tools on Both Sides of our Marketplace Existing Product Future Opportunity INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS MARKETPLACE DEALER MANAGEMENT CONSUMER LIFECYCLE Enhanced Featured Search Service and Vehicle Display and Shopping Social Engine Featured Priority Maintenance Lifecycle Retargeting Marketing Delivery Market Pricing Tool Analysis MULTIPLE COUNTRIES Canada UK Germany Italy Spain 10We Have Rapidly Introduced Products and Tools on Both Sides of our Marketplace Existing Product Future Opportunity INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS MARKETPLACE DEALER MANAGEMENT CONSUMER LIFECYCLE Enhanced Featured Search Service and Vehicle Display and Shopping Social Engine Featured Priority Maintenance Lifecycle Retargeting Marketing Delivery Market Pricing Tool Analysis MULTIPLE COUNTRIES Canada UK Germany Italy Spain 10

Potential Product Universe Unlocks Large TAM 1 US NEW AND USED CAR RETAIL SALES: $1.4T INSURANCE P2P FINANCE TRADE-IN WARRANTY $6B $3B 2 Total US Value US Used Car Loan 3 Commissions LISTINGS DEALER MANAGEMENT CONSUMER LIFECYCLE MARKETPLACE Increase Consumer $13.9B $5.3B $3.3B US Dealer US Dealer US OEM Retention Digital Software Display Ad + 5 6 Marketing Spend Spend Reduce Cost of 4 Spend Customer Acquisition MULTIPLE COUNTRIES $23B 7 International Total Automotive Advertising Spend 11 1. BEA (2018), Edmunds (2018), Mannheim (2018) 2. Borrell (2018), Internal Estimates 3. Transunion (2018), Internal Estimates 4. Borrell (2018) 5. Investment bank research (2019) 6. Borrell (2018) 7. Investment bank research (2019); spend includes Canada, UK, Germany, Italy and Spain Potential Product Universe Unlocks Large TAM 1 US NEW AND USED CAR RETAIL SALES: $1.4T INSURANCE P2P FINANCE TRADE-IN WARRANTY $6B $3B 2 Total US Value US Used Car Loan 3 Commissions LISTINGS DEALER MANAGEMENT CONSUMER LIFECYCLE MARKETPLACE Increase Consumer $13.9B $5.3B $3.3B US Dealer US Dealer US OEM Retention Digital Software Display Ad + 5 6 Marketing Spend Spend Reduce Cost of 4 Spend Customer Acquisition MULTIPLE COUNTRIES $23B 7 International Total Automotive Advertising Spend 11 1. BEA (2018), Edmunds (2018), Mannheim (2018) 2. Borrell (2018), Internal Estimates 3. Transunion (2018), Internal Estimates 4. Borrell (2018) 5. Investment bank research (2019) 6. Borrell (2018) 7. Investment bank research (2019); spend includes Canada, UK, Germany, Italy and Spain

2019 Strategic Initiatives INITIATIVE Company-Wide Grow Connections and Brand Initiatives Long-Term Expand MRR Focused Scale International Accretive to Enterprise Value $ Launch Consumer Finance Platform Board-Vetted and Approved Digitize Peer-to-Peer (P2P) Marketplace 122019 Strategic Initiatives INITIATIVE Company-Wide Grow Connections and Brand Initiatives Long-Term Expand MRR Focused Scale International Accretive to Enterprise Value $ Launch Consumer Finance Platform Board-Vetted and Approved Digitize Peer-to-Peer (P2P) Marketplace 12

Auto Financing Lacks Transparency and Efficiency 1 TIME SPENT AT DEALERSHIP CAR SHOPPER SATISFACTION WITH 2 DEALERSHIP PROCESS Negotiation and Financing Everything Else Process Satisfaction Level Test Drive 45% Car shoppers Interaction with Sales 37% Staff spend more than 90 minutes on Price Transparency 29% negotiation and financing Financing 27% Negotiation 25% 13 1. Cox Automotive Car Shopper Journey (2018) 2. CarGurus survey of 3,000 recent auto purchasers in partnership with GfK, Q1 2019Auto Financing Lacks Transparency and Efficiency 1 TIME SPENT AT DEALERSHIP CAR SHOPPER SATISFACTION WITH 2 DEALERSHIP PROCESS Negotiation and Financing Everything Else Process Satisfaction Level Test Drive 45% Car shoppers Interaction with Sales 37% Staff spend more than 90 minutes on Price Transparency 29% negotiation and financing Financing 27% Negotiation 25% 13 1. Cox Automotive Car Shopper Journey (2018) 2. CarGurus survey of 3,000 recent auto purchasers in partnership with GfK, Q1 2019

2019 Strategic Initiatives: Launch Consumer Financing Integrated Loan Pre-Qualification Consumer Gains Clarity on Financing Dealer Retains Ability to Offer Other Options F&I Economics Not Impacted Next Step Towards Robust Digital Retailing 142019 Strategic Initiatives: Launch Consumer Financing Integrated Loan Pre-Qualification Consumer Gains Clarity on Financing Dealer Retains Ability to Offer Other Options F&I Economics Not Impacted Next Step Towards Robust Digital Retailing 14

Peer-to-Peer Deserves an Innovative Solution 15Peer-to-Peer Deserves an Innovative Solution 15

2019 Strategic Initiatives: Peer-to-Peer Marketplace 11M Cars Sold Peer-to-Peer 1 Annually in US Giving Sellers Access to Large Audience of Buyers Focusing Efforts on Digitized Experience Secure, Safe, Transparent Transactions 16 1. NIADA (2018)2019 Strategic Initiatives: Peer-to-Peer Marketplace 11M Cars Sold Peer-to-Peer 1 Annually in US Giving Sellers Access to Large Audience of Buyers Focusing Efforts on Digitized Experience Secure, Safe, Transparent Transactions 16 1. NIADA (2018)

CarGurus Core Values We are We move Pioneering Quickly We are We are Transparent Collaborative We have We are Data-Driven Integrity 17CarGurus Core Values We are We move Pioneering Quickly We are We are Transparent Collaborative We have We are Data-Driven Integrity 17

Our Product and Engineering Team Structure Enables Rapid Innovation 225+ EMPLOYEES Consumer UX/UI Product Data Science International Process Innovation Dealer Product Analytics Product Platform Engineering Pricing Emerging Analytics Product IT Operations 18Our Product and Engineering Team Structure Enables Rapid Innovation 225+ EMPLOYEES Consumer UX/UI Product Data Science International Process Innovation Dealer Product Analytics Product Platform Engineering Pricing Emerging Analytics Product IT Operations 18

Our Technology Foundation Creates Powerful Moats Rapid Making Sense of Data-Driven Flexible Development and Large, Messy Analytics Platform Innovation Data Sets 19Our Technology Foundation Creates Powerful Moats Rapid Making Sense of Data-Driven Flexible Development and Large, Messy Analytics Platform Innovation Data Sets 19

We Develop, Test, and Deploy Products Efficiently Daily Balance of Innovation Rapid Prototyping Development and Swift Execution of New Code Data Analysis Data Collection User behavior data, industry data, performance data 20We Develop, Test, and Deploy Products Efficiently Daily Balance of Innovation Rapid Prototyping Development and Swift Execution of New Code Data Analysis Data Collection User behavior data, industry data, performance data 20

We Make Sense of Large, Disparate Datasets ! Sessions Vehicle Data Data User Transaction Dealer Data Reviews Consumer Software Marketing Systems Data Data Keyword Data + $ 21We Make Sense of Large, Disparate Datasets ! Sessions Vehicle Data Data User Transaction Dealer Data Reviews Consumer Software Marketing Systems Data Data Keyword Data + $ 21

Our Technology Drives Transparency for Consumers UNSTRUCTURED CAR DATA FROM HUNDREDS OF Proprietary Algorithm SOURCES ACROSS THOUSANDS OF DEALERS 52M Used Car Data Points BMW BMW Make IMV 3-Series Coupe 328 Model 20+ Ranking Signals Instant 2011 2011 Year 100+ Normalization Rules Market Value 328 xi Trim Seller’s Comes with AWD, 2-door BMW with moon sun roof, and more! roof in excellent condition Description Analytics, Manual Penalties, Bait & Switch Detection, Both are a 2011 BMW 3-Series 328xi Coupe Non-standard Pricing, Photos 22Our Technology Drives Transparency for Consumers UNSTRUCTURED CAR DATA FROM HUNDREDS OF Proprietary Algorithm SOURCES ACROSS THOUSANDS OF DEALERS 52M Used Car Data Points BMW BMW Make IMV 3-Series Coupe 328 Model 20+ Ranking Signals Instant 2011 2011 Year 100+ Normalization Rules Market Value 328 xi Trim Seller’s Comes with AWD, 2-door BMW with moon sun roof, and more! roof in excellent condition Description Analytics, Manual Penalties, Bait & Switch Detection, Both are a 2011 BMW 3-Series 328xi Coupe Non-standard Pricing, Photos 22

Our Technology Drives Transparency for Consumers Deal Rating $2,688 BELOW CarGurus IMV of $28,142 $1,755 BELOW CarGurus IMV of $46,482 IMV = + User Dealer Instant $921 BELOW CarGurus IMV of $33,910 Ratings Market Value $1,363 ABOVE CarGurus IMV of $15,232 $3,947 ABOVE CarGurus IMV of $18,351 23Our Technology Drives Transparency for Consumers Deal Rating $2,688 BELOW CarGurus IMV of $28,142 $1,755 BELOW CarGurus IMV of $46,482 IMV = + User Dealer Instant $921 BELOW CarGurus IMV of $33,910 Ratings Market Value $1,363 ABOVE CarGurus IMV of $15,232 $3,947 ABOVE CarGurus IMV of $18,351 23

Our Technology Enables Rapid International Expansion DATA AVAILABILITY AND INVENTORY BUILDING A DYNAMIC TECHNOLOGY PLATFORM ARE ESSENTIAL FOR A SUCCESSFUL HAS ALLOWED US TO REDUCE MARKETPLACE LAUNCH OUR TIME TO MARKET COUNTRY-LEVEL LAUNCH TIME (IN MONTHS) 12 12 9-12 3-6 Inventory Auto Data Availability Sizable Market Competitive Dynamics Legal/Compliance Marketing Spend Canada UK Germany Italy Rep Availability/Languages Spain 2014 2015 2017 2018 24Our Technology Enables Rapid International Expansion DATA AVAILABILITY AND INVENTORY BUILDING A DYNAMIC TECHNOLOGY PLATFORM ARE ESSENTIAL FOR A SUCCESSFUL HAS ALLOWED US TO REDUCE MARKETPLACE LAUNCH OUR TIME TO MARKET COUNTRY-LEVEL LAUNCH TIME (IN MONTHS) 12 12 9-12 3-6 Inventory Auto Data Availability Sizable Market Competitive Dynamics Legal/Compliance Marketing Spend Canada UK Germany Italy Rep Availability/Languages Spain 2014 2015 2017 2018 24

Our Focus on Innovation Has Led to a Robust Product Set and Successful Launches in New Markets MARKETPLACES LAUNCHED CANADA ITALY & SPAIN UNITED KINGDOM US GERMANY 2006 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 • Trackable phone NEW • Instant Market • Audience • Established a leads and robocall Value (IMV) PRODUCT Retargeting – US direct-to-dealer protection INNOVATION • Deal Ratings sales model • Dealer Display Ads • Featured Priority - - US • Price History US • Time on Site • SEM Plus - US • Launched Sell My • Vehicle History • Deal Ratings Badges Car in US• Delivery - US • Added analysis • Deployed first features that • User-generated car • Consumer Finance- mobile-optimized provide price comparison pages US website guidance on • Managed text/chat new cars • Launched Paid • Dealer Reviews offering in US Search - UK 25Our Focus on Innovation Has Led to a Robust Product Set and Successful Launches in New Markets MARKETPLACES LAUNCHED CANADA ITALY & SPAIN UNITED KINGDOM US GERMANY 2006 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 • Trackable phone NEW • Instant Market • Audience • Established a leads and robocall Value (IMV) PRODUCT Retargeting – US direct-to-dealer protection INNOVATION • Deal Ratings sales model • Dealer Display Ads • Featured Priority - - US • Price History US • Time on Site • SEM Plus - US • Launched Sell My • Vehicle History • Deal Ratings Badges Car in US• Delivery - US • Added analysis • Deployed first features that • User-generated car • Consumer Finance- mobile-optimized provide price comparison pages US website guidance on • Managed text/chat new cars • Launched Paid • Dealer Reviews offering in US Search - UK 25

We Have Rapidly Introduced Products and Tools on Both Sides of our Marketplace Existing Product Future Opportunity INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS MARKETPLACE DEALER MANAGEMENT CONSUMER LIFECYCLE Enhanced Featured Search Service and Vehicle Display and Shopping Social Engine Featured Priority Maintenance Lifecycle Retargeting Marketing Delivery Market Pricing Tool Analysis MULTIPLE COUNTRIES Canada UK Germany Italy Spain 26We Have Rapidly Introduced Products and Tools on Both Sides of our Marketplace Existing Product Future Opportunity INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS MARKETPLACE DEALER MANAGEMENT CONSUMER LIFECYCLE Enhanced Featured Search Service and Vehicle Display and Shopping Social Engine Featured Priority Maintenance Lifecycle Retargeting Marketing Delivery Market Pricing Tool Analysis MULTIPLE COUNTRIES Canada UK Germany Italy Spain 26

Our Dealer Offerings $ Basic Paying Dealer Dealer Digital Listing Dealers Dashboard Marketing Suite Enhanced Listing Performance Summary Dealer Display Featured Listing Dealer Insights Audience Retargeting Featured Priority User Review Management SEM Plus Delivery Pricing Tool Market Analysis 27Our Dealer Offerings $ Basic Paying Dealer Dealer Digital Listing Dealers Dashboard Marketing Suite Enhanced Listing Performance Summary Dealer Display Featured Listing Dealer Insights Audience Retargeting Featured Priority User Review Management SEM Plus Delivery Pricing Tool Market Analysis 27

Basic Listing Anonymous Only 12 Photos E-mail Leads No Dealer Branding or Contact Information 28Basic Listing Anonymous Only 12 Photos E-mail Leads No Dealer Branding or Contact Information 28

Enhanced Listing Unlocks a High-ROI Marketing Channel Opportunity Text/Chat available Up to 100 photos per E-mail form sends listing, can include contact information dealer branding Full dealer location, website, and contact information 29Enhanced Listing Unlocks a High-ROI Marketing Channel Opportunity Text/Chat available Up to 100 photos per E-mail form sends listing, can include contact information dealer branding Full dealer location, website, and contact information 29

Featured Listing Boosts Dealer Visibility while Maintaining Transparency A limited number of Great, Good, and Fair deal vehicles that match the search criteria are placed above organic results 30Featured Listing Boosts Dealer Visibility while Maintaining Transparency A limited number of Great, Good, and Fair deal vehicles that match the search criteria are placed above organic results 30

Delivery Unlocks More Shoppers for Dealers 31Delivery Unlocks More Shoppers for Dealers 31

Paying Dealers Get Access to Five Dealer Dashboard Tools that Improve Customer Acquisition PERFORMANCE DEALER USER REVIEW MARKET ANALYSIS PRICING TOOL 1 SUMMARY INSIGHTS MANAGEMENT • Provides dealers with • Tool for dealers to • Allows dealers to track • Informs dealers of • Helps dealers evaluate real-time and better merchandise and manage their local market trends in the impact of pricing historical data their inventory Dealership Reviews used cars changes and resulting analyzing the from users. Deal Rating for each • Provides pricing • Examples include most connections and used vehicle in analysis of dealer’s • Dealers can respond searched makes and consumer exposure inventory inventory, vehicles by to users and publish models within a 50- received deal category, and positive reviews to mile radius of the • Empowers dealers to • Enables dealers to summary of vehicles’ social media dealership make informed pricing analyze SRP/VDP missing information platforms. decisions based on views at a granular such as price, photos local data level to inform sales or trim and merchandising decisions 32 1. Available to basic dealers.Paying Dealers Get Access to Five Dealer Dashboard Tools that Improve Customer Acquisition PERFORMANCE DEALER USER REVIEW MARKET ANALYSIS PRICING TOOL 1 SUMMARY INSIGHTS MANAGEMENT • Provides dealers with • Tool for dealers to • Allows dealers to track • Informs dealers of • Helps dealers evaluate real-time and better merchandise and manage their local market trends in the impact of pricing historical data their inventory Dealership Reviews used cars changes and resulting analyzing the from users. Deal Rating for each • Provides pricing • Examples include most connections and used vehicle in analysis of dealer’s • Dealers can respond searched makes and consumer exposure inventory inventory, vehicles by to users and publish models within a 50- received deal category, and positive reviews to mile radius of the • Empowers dealers to • Enables dealers to summary of vehicles’ social media dealership make informed pricing analyze SRP/VDP missing information platforms. decisions based on views at a granular such as price, photos local data level to inform sales or trim and merchandising decisions 32 1. Available to basic dealers.

Dealer Dashboard: Market Analysis Improve Pricing Strategy with Local Market Supply and Demand Insight Make Informed Inventory Acquisition Decisions 33Dealer Dashboard: Market Analysis Improve Pricing Strategy with Local Market Supply and Demand Insight Make Informed Inventory Acquisition Decisions 33

Dealer Dashboard: Pricing Tool Proprietary Pricing Tool Dealers Control Merchandising Identify Inventory Missing Key Information 34Dealer Dashboard: Pricing Tool Proprietary Pricing Tool Dealers Control Merchandising Identify Inventory Missing Key Information 34

Building a Digital Marketing Suite to Serve Dealer Needs (MILLIONS) 1 1 US AUTO MARKETING SPEND DEALER MARKETING MIX LONG GROWTH RUNWAY 58% $11,900 Share of 2 Visits $8,000 <5% $21,800 Share of Wallet $13,900 $390 Dealers OEMs Online Offline 2018 CarGurus US Marketplace Revenue 1. Borrell (2018) 2. As measured by presented metrics. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: 35 CarGurus.com, Autotrader.com, Cars.com, TrueCar.com)Building a Digital Marketing Suite to Serve Dealer Needs (MILLIONS) 1 1 US AUTO MARKETING SPEND DEALER MARKETING MIX LONG GROWTH RUNWAY 58% $11,900 Share of 2 Visits $8,000 <5% $21,800 Share of Wallet $13,900 $390 Dealers OEMs Online Offline 2018 CarGurus US Marketplace Revenue 1. Borrell (2018) 2. As measured by presented metrics. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: 35 CarGurus.com, Autotrader.com, Cars.com, TrueCar.com)

Dealer Display Increased Dealer Branding Consumers That Have Viewed Inventory Are Retargeted Native Templates Drive Better Engagement 36Dealer Display Increased Dealer Branding Consumers That Have Viewed Inventory Are Retargeted Native Templates Drive Better Engagement 36

Audience Retargeting Target More of Reach in-market CarGurus Drive engaged shoppers directly to Maximize results through shoppers who haven’t yet dealer’s website with dynamic ads real-time optimization of the CarGurus connected with a dealership customized to dealer’s available inventory ads and audience Audience, Even When They Leave Our Marketplace Leveraging CarGurus’ Technology 37Audience Retargeting Target More of Reach in-market CarGurus Drive engaged shoppers directly to Maximize results through shoppers who haven’t yet dealer’s website with dynamic ads real-time optimization of the CarGurus connected with a dealership customized to dealer’s available inventory ads and audience Audience, Even When They Leave Our Marketplace Leveraging CarGurus’ Technology 37

Search Engine Marketing Data-Driven Search Engine Marketing Focusing on the Long-Tail for Down-Funnel Traffic Leveraging CarGurus’ Bidding Strategies 38Search Engine Marketing Data-Driven Search Engine Marketing Focusing on the Long-Tail for Down-Funnel Traffic Leveraging CarGurus’ Bidding Strategies 38

Our Search Engine Marketing Scale Creates a Strong Value Prop NUMBER OF KEYWORDS 1,000,000+ 500 150 DIY Dealer Dealer with Dealer with CarGurus SEM Plus SEM Vendor 39 Source: CarGurus Study Q2 2017 –Q4 2017, among average keyword generation of SEM dealers on CG compared with their previous SEM strategy. Our Search Engine Marketing Scale Creates a Strong Value Prop NUMBER OF KEYWORDS 1,000,000+ 500 150 DIY Dealer Dealer with Dealer with CarGurus SEM Plus SEM Vendor 39 Source: CarGurus Study Q2 2017 –Q4 2017, among average keyword generation of SEM dealers on CG compared with their previous SEM strategy.

We are Productizing the Consumer Side of Our Marketplace Existing Product Future Opportunity INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS MARKETPLACE DEALER MANAGEMENT CONSUMER LIFECYCLE Enhanced Featured Search Service and Vehicle Display and Shopping Social Engine Featured Priority Maintenance Lifecycle Retargeting Marketing Delivery Market Pricing Tool Analysis MULTIPLE COUNTRIES Canada UK Germany Italy Spain 40We are Productizing the Consumer Side of Our Marketplace Existing Product Future Opportunity INSURANCE P2P FINANCE TRADE-IN WARRANTY LISTINGS MARKETPLACE DEALER MANAGEMENT CONSUMER LIFECYCLE Enhanced Featured Search Service and Vehicle Display and Shopping Social Engine Featured Priority Maintenance Lifecycle Retargeting Marketing Delivery Market Pricing Tool Analysis MULTIPLE COUNTRIES Canada UK Germany Italy Spain 40

Bringing Transparency to Financing SOURCE OF US AUTO LOAN ORIGINATIONS Indirect Direct 15+ Million $200 Fee $3 Billion > > US Used Car per Used Car 3 1% other Loan Funded Loan Loan 79% 2 3 1 Originations Commissions Indirect 41 1. Automotive News (2018) 2. Transunion (2018) 3. Internal EstimateBringing Transparency to Financing SOURCE OF US AUTO LOAN ORIGINATIONS Indirect Direct 15+ Million $200 Fee $3 Billion > > US Used Car per Used Car 3 1% other Loan Funded Loan Loan 79% 2 3 1 Originations Commissions Indirect 41 1. Automotive News (2018) 2. Transunion (2018) 3. Internal Estimate

Launching Consumer Financing Integrated Loan Pre-Qualification Consumer Gains Clarity on Financing Dealer Retains Ability to Offer Other Options F&I Economics Not Impacted Next Step Towards Robust Digital Retailing 42Launching Consumer Financing Integrated Loan Pre-Qualification Consumer Gains Clarity on Financing Dealer Retains Ability to Offer Other Options F&I Economics Not Impacted Next Step Towards Robust Digital Retailing 42

Modernizing the Peer-to-Peer Transaction 11M Cars Sold Peer-to-Peer 1 Annually in US Giving Sellers Access to Large Audience of Buyers Focusing Efforts on Digitized Experience Secure, Safe, Transparent Transactions 43 1. NIADA (2018)Modernizing the Peer-to-Peer Transaction 11M Cars Sold Peer-to-Peer 1 Annually in US Giving Sellers Access to Large Audience of Buyers Focusing Efforts on Digitized Experience Secure, Safe, Transparent Transactions 43 1. NIADA (2018)

Peer-to-Peer Represents a Large Opportunity $700M+ US 11M US $99 $500/Unit $6B+ US > > > > Private Party Private Party Transaction Maximum Peer-to-Peer 2 Marketing Transactions Fee Product Revenue 1 3 Spend Attach Fee TAM 3 Opportunity 44 1. Borrell (2018) 2. NIADA (2018) 3. Internal estimatePeer-to-Peer Represents a Large Opportunity $700M+ US 11M US $99 $500/Unit $6B+ US > > > > Private Party Private Party Transaction Maximum Peer-to-Peer 2 Marketing Transactions Fee Product Revenue 1 3 Spend Attach Fee TAM 3 Opportunity 44 1. Borrell (2018) 2. NIADA (2018) 3. Internal estimate

Our Path to a Digital Peer-to-Peer Transaction CURRENTLY DIGITAL UNDERGOING AUTOMATION Buyer and Bill of Sale Ownership Access to Secure > > > > Seller Identity Verification Finance, Payment Verification Insurance, Processing Warranties, Vehicle Service, etc. 45Our Path to a Digital Peer-to-Peer Transaction CURRENTLY DIGITAL UNDERGOING AUTOMATION Buyer and Bill of Sale Ownership Access to Secure > > > > Seller Identity Verification Finance, Payment Verification Insurance, Processing Warranties, Vehicle Service, etc. 45

We Attract Car Shoppers By Solving Their Toughest Problems $ Most US Price Most US Best-Deal- Mobile- Inventory Transparency Focused Dealers First Search Results 46We Attract Car Shoppers By Solving Their Toughest Problems $ Most US Price Most US Best-Deal- Mobile- Inventory Transparency Focused Dealers First Search Results 46

Our Deal Ratings are More Objectively Distributed DEAL RATING DISTRIBUTION DEAL RATING OVERLAP Great Deal Good Deal Fair Deal High Price Overpriced Not Rated Great Deal Good Deal Fair Deal High Price Overpriced Not Rated* 100% 3% 3% 80% 100% 7% 59% 60% 90% 80% 40% 80% 20% 0% 70% Great Good Competitor 1 Deal Ratings 60% 50% Great Deal Good Deal Fair Deal High Price Overpriced Not Rated 100% 40% 6% 4% 13% 17% 80% 46% 30% 31% 60% 59% 40% 20% 38% 20% 10% 0% 0% Great Good Fair CarGurus Deal Rating Competitor 1 Competitor 2 Competitor 2 Deal Ratings Source: CarGurus US site-wide inventory deal ratings as of 5/31/19; Competitor data collected by CarGurus between 11/16/2018 and 11/20/2018 on 2,472 listings for 10 various makes and models found on two 47 major US automotive listings sites. CarGurus Deal Rating CarGurus Deal RatingOur Deal Ratings are More Objectively Distributed DEAL RATING DISTRIBUTION DEAL RATING OVERLAP Great Deal Good Deal Fair Deal High Price Overpriced Not Rated Great Deal Good Deal Fair Deal High Price Overpriced Not Rated* 100% 3% 3% 80% 100% 7% 59% 60% 90% 80% 40% 80% 20% 0% 70% Great Good Competitor 1 Deal Ratings 60% 50% Great Deal Good Deal Fair Deal High Price Overpriced Not Rated 100% 40% 6% 4% 13% 17% 80% 46% 30% 31% 60% 59% 40% 20% 38% 20% 10% 0% 0% Great Good Fair CarGurus Deal Rating Competitor 1 Competitor 2 Competitor 2 Deal Ratings Source: CarGurus US site-wide inventory deal ratings as of 5/31/19; Competitor data collected by CarGurus between 11/16/2018 and 11/20/2018 on 2,472 listings for 10 various makes and models found on two 47 major US automotive listings sites. CarGurus Deal Rating CarGurus Deal Rating

1 We are the #1 Online US Automotive Marketplace 1 THE LARGEST AND MOST ENGAGED AUDIENCE OF CAR SHOPPERS IN THE US 2 2 TOTAL MONTHLY VISITS TOTAL MONTHLY UNIQUE VISITORS 2.8x 1.6x our next competitor our next competitor Competitor 1 Competitor 2 Competitor 3 Competitor 1 Competitor 2 Competitor 3 1. As measured by presented metrics 48 2. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: CarGurus.com, Autotrader.com, Cars.com, TrueCar.com)1 We are the #1 Online US Automotive Marketplace 1 THE LARGEST AND MOST ENGAGED AUDIENCE OF CAR SHOPPERS IN THE US 2 2 TOTAL MONTHLY VISITS TOTAL MONTHLY UNIQUE VISITORS 2.8x 1.6x our next competitor our next competitor Competitor 1 Competitor 2 Competitor 3 Competitor 1 Competitor 2 Competitor 3 1. As measured by presented metrics 48 2. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: CarGurus.com, Autotrader.com, Cars.com, TrueCar.com)

Diverse Traffic Mix Limits Reliance on Any One Channel 1 US MONTHLY SESSIONS (MILLIONS) 110 We attract our audience from more than 15 sources 0 2016 2017 2018 2019 49 1. CarGurus Internal DataDiverse Traffic Mix Limits Reliance on Any One Channel 1 US MONTHLY SESSIONS (MILLIONS) 110 We attract our audience from more than 15 sources 0 2016 2017 2018 2019 49 1. CarGurus Internal Data

Diverse Traffic Funnel Expands Our Reach Algorithmic Direct Organic Traffic Acquisition Traffic Traffic Branded Paid Search Android/iOS App Branded Organic Search Unbranded Paid Search Direct Navigation Unbranded Display/Retargeting E-mail Organic Search Social Media Ads TV Campaigns 50Diverse Traffic Funnel Expands Our Reach Algorithmic Direct Organic Traffic Acquisition Traffic Traffic Branded Paid Search Android/iOS App Branded Organic Search Unbranded Paid Search Direct Navigation Unbranded Display/Retargeting E-mail Organic Search Social Media Ads TV Campaigns 50

Our Search Strategies Focus on the Long Tail Ford Ford F-150 70% of search activity occurs in the long tail 2018 Ford F-150 2018 Ford F-150 Blue 2018 Ford F-150 Blue – Chicago, IL 1,000 1M 200M 500M+ KEYWORDS 51 Source: Experian, seomoz.orgOur Search Strategies Focus on the Long Tail Ford Ford F-150 70% of search activity occurs in the long tail 2018 Ford F-150 2018 Ford F-150 Blue 2018 Ford F-150 Blue – Chicago, IL 1,000 1M 200M 500M+ KEYWORDS 51 Source: Experian, seomoz.org

Focusing on Long-Tail Terms Yields a Down-Funnel Audience X X X X 2015 Springfield Honda Black Touring Accord 10 more terms X = 33,000 combinations 52Focusing on Long-Tail Terms Yields a Down-Funnel Audience X X X X 2015 Springfield Honda Black Touring Accord 10 more terms X = 33,000 combinations 52

Consumer-Centric Model Pays Dividends in Keyword Bidding Max Cost Per QS*Max CPC = Quality Score Ad Slot on Page Actual CPC Click Bid Adj. Bid 9 $0.30 $2.70 1 $0.28 Bidder #2 6 $0.40 $2.40 2 $0.34 Bidder #3 4 $0.50 $2.00 3 $0.46 Bidder #4 2 $0.90 $1.80 4 0.81 Bidder #5 2 $0.80 $1.60 Not Displayed Not Displayed Adjusted Bid of the Ad in the Next Highest Slot + $0.01 = Actual CPC Quality Score of the Slot Being Priced 53Consumer-Centric Model Pays Dividends in Keyword Bidding Max Cost Per QS*Max CPC = Quality Score Ad Slot on Page Actual CPC Click Bid Adj. Bid 9 $0.30 $2.70 1 $0.28 Bidder #2 6 $0.40 $2.40 2 $0.34 Bidder #3 4 $0.50 $2.00 3 $0.46 Bidder #4 2 $0.90 $1.80 4 0.81 Bidder #5 2 $0.80 $1.60 Not Displayed Not Displayed Adjusted Bid of the Ad in the Next Highest Slot + $0.01 = Actual CPC Quality Score of the Slot Being Priced 53

Dynamic Marketing Drives Down-Funnel Engagement 1 x 1 Search Personalized Retargeting TV Online Connections Video Display Prospecting 54Dynamic Marketing Drives Down-Funnel Engagement 1 x 1 Search Personalized Retargeting TV Online Connections Video Display Prospecting 54

Data-Driven Attribution & Bidding Maximizes Efficiency Last Click First Click Linear Position-Based Cost Per Lead Time Decay Data-Driven BUDGETS & BIDS CONTINUALLY OPTIMIZED 55Data-Driven Attribution & Bidding Maximizes Efficiency Last Click First Click Linear Position-Based Cost Per Lead Time Decay Data-Driven BUDGETS & BIDS CONTINUALLY OPTIMIZED 55

Connection Conversion is Driven by ATA, Direct, and Branded Traffic US CONNECTIONS ‘16-’19 CAGR Paid, Direct, and Branded Connections Google Organic Connections 100% 30% 90% CAGR 80% 70% 60% 50% 53% CAGR 40% 30% 20% 10% 0% 2016 2017 2018 YTD 2019 56Connection Conversion is Driven by ATA, Direct, and Branded Traffic US CONNECTIONS ‘16-’19 CAGR Paid, Direct, and Branded Connections Google Organic Connections 100% 30% 90% CAGR 80% 70% 60% 50% 53% CAGR 40% 30% 20% 10% 0% 2016 2017 2018 YTD 2019 56

We Focus on Driving Quality Connections and Leads for Dealers 1 INDEXED US MONTHLY VISITORS , CONNECTIONS, LEADS (MILLIONS) 250 200 150 100 50 2016 2017 2018 2019 Unique Visitors Connections Leads 57 1. Google AnalyticsWe Focus on Driving Quality Connections and Leads for Dealers 1 INDEXED US MONTHLY VISITORS , CONNECTIONS, LEADS (MILLIONS) 250 200 150 100 50 2016 2017 2018 2019 Unique Visitors Connections Leads 57 1. Google Analytics

Our Car Shopping Audience is Engaged and Ready to Purchase CarGurus shoppers are decision makers And, they’re visiting CarGurus and auto intenders who have right before making a purchase the means to buy a new or used vehicle 1 % OF PURCHASES WITHIN A WEEK % % % 74 70 60 1.4x CarGurus 37% are the sole plan to purchase or have a total higher lease a vehicle within head of household income of Other Major US 1 1 1 household the next three months 27% $75,000 or more Automotive Marketplaces 58 1. 2018 CarGurus Buyer Insight Report (February 2019) Comparative set includes Autotrader, Cars.com, Edmunds, KBB, and TrueCar Our Car Shopping Audience is Engaged and Ready to Purchase CarGurus shoppers are decision makers And, they’re visiting CarGurus and auto intenders who have right before making a purchase the means to buy a new or used vehicle 1 % OF PURCHASES WITHIN A WEEK % % % 74 70 60 1.4x CarGurus 37% are the sole plan to purchase or have a total higher lease a vehicle within head of household income of Other Major US 1 1 1 household the next three months 27% $75,000 or more Automotive Marketplaces 58 1. 2018 CarGurus Buyer Insight Report (February 2019) Comparative set includes Autotrader, Cars.com, Edmunds, KBB, and TrueCar

CarGurus is Top of Mind for Consumers 100 Google search interest in CarGurus 90 far exceeds our competitors 80 70 60 50 40 30 20 10 0 2016 2017 2018 2019 CarGurus Autotrader Cars.com Truecar 59 Source: Google (US Only)CarGurus is Top of Mind for Consumers 100 Google search interest in CarGurus 90 far exceeds our competitors 80 70 60 50 40 30 20 10 0 2016 2017 2018 2019 CarGurus Autotrader Cars.com Truecar 59 Source: Google (US Only)

We Have the Largest Audience, but We Still Have Room to Grow 1 THE LARGEST, MOST ENGAGED US AUDIENCE INVESTING TO INCREASE BRAND AWARENESS 2 Unaided Awareness 12% 2.2X 10% Increase Visits Share Unique Visitor Share 8% 6% 4% 2% 0% Q2 2017 Q4 2018 58% 43% 3 Self-Reported Usage 17% 60 1. As measured by presented metrics. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: CarGurus.com, Autotrader.com, Cars.com, TrueCar.com) 2. CarGurus Brand Tracker survey, June 2017 and December 2018 3. CarGurus Brand Tracker survey, December 2018We Have the Largest Audience, but We Still Have Room to Grow 1 THE LARGEST, MOST ENGAGED US AUDIENCE INVESTING TO INCREASE BRAND AWARENESS 2 Unaided Awareness 12% 2.2X 10% Increase Visits Share Unique Visitor Share 8% 6% 4% 2% 0% Q2 2017 Q4 2018 58% 43% 3 Self-Reported Usage 17% 60 1. As measured by presented metrics. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: CarGurus.com, Autotrader.com, Cars.com, TrueCar.com) 2. CarGurus Brand Tracker survey, June 2017 and December 2018 3. CarGurus Brand Tracker survey, December 2018

Brand Building Evolves Over Time Preference Awareness Familiarity and Loyalty 61Brand Building Evolves Over Time Preference Awareness Familiarity and Loyalty 61

Playing Catch Up on Brand 1 BRAND AWARENESS AND ESTIMATED TV SPEND (MILLIONS, 2013 – PRESENT) 100% $300 90% $250 80% 70% $200 60% 50% $150 40% $100 30% 20% $50 10% 0% $0 CarGurus AutoTrader Cars.com TrueCar Unaided Awareness Aided Awareness Estimated TV Investment ($ Million) 62 1. Sources: Awareness measures from CarGurus Brand Awareness Tracker Year End 2018. Estimated TV spend from Kantar Media Measurement – estimated TV expenditure January 2013-March 2019). Playing Catch Up on Brand 1 BRAND AWARENESS AND ESTIMATED TV SPEND (MILLIONS, 2013 – PRESENT) 100% $300 90% $250 80% 70% $200 60% 50% $150 40% $100 30% 20% $50 10% 0% $0 CarGurus AutoTrader Cars.com TrueCar Unaided Awareness Aided Awareness Estimated TV Investment ($ Million) 62 1. Sources: Awareness measures from CarGurus Brand Awareness Tracker Year End 2018. Estimated TV spend from Kantar Media Measurement – estimated TV expenditure January 2013-March 2019).

Investing Thoughtfully in TV 63Investing Thoughtfully in TV 63

User Experience is a Critical Driver of Brand 64User Experience is a Critical Driver of Brand 64

Conclusion Largest, Sophisticated Most Traffic Meaningful Engaged Acquisition Brand Upside Audience at Scale 65Conclusion Largest, Sophisticated Most Traffic Meaningful Engaged Acquisition Brand Upside Audience at Scale 65

CarGurus Helps Solve the Customer Acquisition Challenge WHY DEALERS CHOOSE US Unmatched Superior ATA- US Return on Driven Audience Investment Platform Scale at Scale 66CarGurus Helps Solve the Customer Acquisition Challenge WHY DEALERS CHOOSE US Unmatched Superior ATA- US Return on Driven Audience Investment Platform Scale at Scale 66

Basic vs. Enhanced vs. Featured Listing Illustrative Connections Example BASIC LISTING ENHANCED LISTING FEATURED LISTNG Email 100 (anonymized) 70 85 Phone 60 75 û Managed Text / Chat 15 25 û URL Clicks 70 90 û Maps / Direction Clicks 70 90 û Walk-In Traffic û✓✓ Brand Exposure û✓✓ 1-2 12+ 18+ ESTIMATED CARS SOLD VIA CONNECTIONS $2,000-$4,000 $24,000+ $36,000+ ESTIMATED GROSS PROFIT VIA CONNECTIONS 67Basic vs. Enhanced vs. Featured Listing Illustrative Connections Example BASIC LISTING ENHANCED LISTING FEATURED LISTNG Email 100 (anonymized) 70 85 Phone 60 75 û Managed Text / Chat 15 25 û URL Clicks 70 90 û Maps / Direction Clicks 70 90 û Walk-In Traffic û✓✓ Brand Exposure û✓✓ 1-2 12+ 18+ ESTIMATED CARS SOLD VIA CONNECTIONS $2,000-$4,000 $24,000+ $36,000+ ESTIMATED GROSS PROFIT VIA CONNECTIONS 67

Our Large Audience and Strong Value Prop Has Attracted Over 33,000 Global Paying Dealers 1 TOTAL PAYING DEALERS (THOUSANDS) U.S. International 100% US Dealer Penetration Rate International Dealer Penetration Rate 35 90% 30 80% 70% 25 60% 20 50% 15 40% 30% 10 20% 5 10% 0 0% Q1 2016 Q1 2017 Q1 2018 Q1 2019 68 1. Beginning in Q1 2019, international paying dealers includes the impact of PistonHeads.Our Large Audience and Strong Value Prop Has Attracted Over 33,000 Global Paying Dealers 1 TOTAL PAYING DEALERS (THOUSANDS) U.S. International 100% US Dealer Penetration Rate International Dealer Penetration Rate 35 90% 30 80% 70% 25 60% 20 50% 15 40% 30% 10 20% 5 10% 0 0% Q1 2016 Q1 2017 Q1 2018 Q1 2019 68 1. Beginning in Q1 2019, international paying dealers includes the impact of PistonHeads.

We Effectively Serve All Dealer Types PAYING DEALER MIX BY DEALER TYPE MRR BY DEALER TYPE 100% 100% 75% 75% 50% 50% 25% 25% 0% 0% Q1 2017 Q1 2018 Q1 2019 Q1 2017 Q1 2018 Q1 2019 Franchise Independent Franchise Independent 69We Effectively Serve All Dealer Types PAYING DEALER MIX BY DEALER TYPE MRR BY DEALER TYPE 100% 100% 75% 75% 50% 50% 25% 25% 0% 0% Q1 2017 Q1 2018 Q1 2019 Q1 2017 Q1 2018 Q1 2019 Franchise Independent Franchise Independent 69

CarGurus’ Approach to Attribution More CarGurus Influence Walk-In ROI Transparency On Sales Impact SRP and VDP Influence ROI Calculator Direct Closed Sales on Sales Eyes on Our Data Third-Party Case Studies Number of Store Visits Influenced 70CarGurus’ Approach to Attribution More CarGurus Influence Walk-In ROI Transparency On Sales Impact SRP and VDP Influence ROI Calculator Direct Closed Sales on Sales Eyes on Our Data Third-Party Case Studies Number of Store Visits Influenced 70

The ROI Calculator Closing Rates Informed by Closed Sales Data ROI-Based Marketing Increasingly Precise 71The ROI Calculator Closing Rates Informed by Closed Sales Data ROI-Based Marketing Increasingly Precise 71

Dealers Generate Significant ROI from the CarGurus Platform UNDERSTANDING DEALER’S ROI Close Gross Profit Connections X X Rate (per car sold) ROI = Cost of CarGurus Program 100 X 10% X $2,000 Illustrative = 10.0X ROI Example $2,000/mo. 72Dealers Generate Significant ROI from the CarGurus Platform UNDERSTANDING DEALER’S ROI Close Gross Profit Connections X X Rate (per car sold) ROI = Cost of CarGurus Program 100 X 10% X $2,000 Illustrative = 10.0X ROI Example $2,000/mo. 72

1 CarGurus Impact on Auto Sales 18.5M Total US Vehicle Sales Influenced in 2018 User Viewed a VDP 10.6% bought a car from Dealer A from Dealer A User Made a Connection 15.5% bought a car from Dealer A with Dealer A User 16.0% bought a car Submitted a Lead from Dealer A to Dealer A 73 1. CarGurus study of website activity spanning Q3 and Q4 2018 powered by Oracle Data Cloud, and includes content supplied by IHS Markit, Powered by Polk; Copyright ©IHS Markit, Powered by Polk, 2019. All rights reserved.1 CarGurus Impact on Auto Sales 18.5M Total US Vehicle Sales Influenced in 2018 User Viewed a VDP 10.6% bought a car from Dealer A from Dealer A User Made a Connection 15.5% bought a car from Dealer A with Dealer A User 16.0% bought a car Submitted a Lead from Dealer A to Dealer A 73 1. CarGurus study of website activity spanning Q3 and Q4 2018 powered by Oracle Data Cloud, and includes content supplied by IHS Markit, Powered by Polk; Copyright ©IHS Markit, Powered by Polk, 2019. All rights reserved.

Efficient and Consistent Inside Sales Model with Opportunistic Field Presence DEALS PER SALES REPRESENTATIVE MIX OF SALES HEADCOUNT 100% 45 40 35 75% 30 25 50% 20 15 10 25% 5 0 0% Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2017 2017 2018 2018 2018 2018 2019 Q1 2017 Q1 2018 Q1 2019 Deals per Inside Rep Inside Field 74Efficient and Consistent Inside Sales Model with Opportunistic Field Presence DEALS PER SALES REPRESENTATIVE MIX OF SALES HEADCOUNT 100% 45 40 35 75% 30 25 50% 20 15 10 25% 5 0 0% Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2017 2017 2018 2018 2018 2018 2019 Q1 2017 Q1 2018 Q1 2019 Deals per Inside Rep Inside Field 74

Effective Customer Relationship Management Drives Retention and Growth Dealer Account Contract Dealer Onboarding Management Signed (MONTHS 1-3) (MONTHS 4+) • Handoff from Sales to • Optimize dealer • Designated single point begin formal engagement with of contact for remainder onboarding process program of customer lifecycle • Dealer Dashboard • 1+ proactive touchpoint training every 30 days • At least two performance • Utilize Dealer Health reviews in first 90 days to Score to mitigate churn proactively address any issues 75Effective Customer Relationship Management Drives Retention and Growth Dealer Account Contract Dealer Onboarding Management Signed (MONTHS 1-3) (MONTHS 4+) • Handoff from Sales to • Optimize dealer • Designated single point begin formal engagement with of contact for remainder onboarding process program of customer lifecycle • Dealer Dashboard • 1+ proactive touchpoint training every 30 days • At least two performance • Utilize Dealer Health reviews in first 90 days to Score to mitigate churn proactively address any issues 75

Effective Customer Relationship Management and High-ROI Platform Drives Dealer Retention INDEXED US LISTINGS MRR CHURN RATE 120 110 100 28% Churn Rate Reduction Since Q4 2016 90 80 70 60 Q1 2016 Q2 2016 Q3 2016 Q4 2016 Q1 2017 Q2 2017 Q3 2017 Q4 2017 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 76Effective Customer Relationship Management and High-ROI Platform Drives Dealer Retention INDEXED US LISTINGS MRR CHURN RATE 120 110 100 28% Churn Rate Reduction Since Q4 2016 90 80 70 60 Q1 2016 Q2 2016 Q3 2016 Q4 2016 Q1 2017 Q2 2017 Q3 2017 Q4 2017 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 76

Expansion Opportunities Increasing with New Products and Packaging CONTRIBUTORS TO EXPANSION MRR • MRR increase on annual Renewal renewal cycle 100% 90% 80% 70% • Additional stores in paying dealer groups 60% Cross-Sell • New products 50% 40% 30% • Higher-level listings package 20% Upsell • Increase in dealer 10% inventory 0% Q1'17 Q2'17 Q3'17 Q4'17 Q1'18 Q2'18 Q3'18 Q4'18 Q1'19 Renewal Cross-Sell Upsell 77Expansion Opportunities Increasing with New Products and Packaging CONTRIBUTORS TO EXPANSION MRR • MRR increase on annual Renewal renewal cycle 100% 90% 80% 70% • Additional stores in paying dealer groups 60% Cross-Sell • New products 50% 40% 30% • Higher-level listings package 20% Upsell • Increase in dealer 10% inventory 0% Q1'17 Q2'17 Q3'17 Q4'17 Q1'18 Q2'18 Q3'18 Q4'18 Q1'19 Renewal Cross-Sell Upsell 77

New Products Taking Hold and Driving Revenue Growth 1 2 US MULTI-PRODUCT ATTACH INCREASING US AVERAGE ORDER SIZE BY PRODUCT 28% 26% Delivery 19% Audience Retargeting 500+ US Dealers Subscribing to Search 10% 3 or more Products Dealer Display $0 $500 $1,000 $1,500 $2,000 Q4 2016 Q4 2017 Q4 2018 Q1 2019 78 1. Multi-product attach rate defined as number of US listings customers subscribing to at least one of the following: Dealer Display, SEM Plus, Audience Retargeting, or Delivery. 2. Order sizes for Q1 2019.New Products Taking Hold and Driving Revenue Growth 1 2 US MULTI-PRODUCT ATTACH INCREASING US AVERAGE ORDER SIZE BY PRODUCT 28% 26% Delivery 19% Audience Retargeting 500+ US Dealers Subscribing to Search 10% 3 or more Products Dealer Display $0 $500 $1,000 $1,500 $2,000 Q4 2016 Q4 2017 Q4 2018 Q1 2019 78 1. Multi-product attach rate defined as number of US listings customers subscribing to at least one of the following: Dealer Display, SEM Plus, Audience Retargeting, or Delivery. 2. Order sizes for Q1 2019.

Dealer Customer Illustration MRR Connections $5.0x $4.0x $3.1x $2.8x 3.2x 2.8x 2.5x 2.3x 2.0x 1.0x $1.4x 0.3x $1.0x Off-cycle Month 0 Month 1-3 Month 13 Month 19 Month 25 Month 32 Month 40 Lifecycle Initial Year 1 Product Year 3 Product Listings Event Acquisition Renewal Cross-Sell Renewal Cross-Sell Upgrade Listings Basic Enhanced Enhanced Featured Featured Featured Featured Package Dealer Additional Dealer Dealer Display Products Display Display Audience Retargeting 79Dealer Customer Illustration MRR Connections $5.0x $4.0x $3.1x $2.8x 3.2x 2.8x 2.5x 2.3x 2.0x 1.0x $1.4x 0.3x $1.0x Off-cycle Month 0 Month 1-3 Month 13 Month 19 Month 25 Month 32 Month 40 Lifecycle Initial Year 1 Product Year 3 Product Listings Event Acquisition Renewal Cross-Sell Renewal Cross-Sell Upgrade Listings Basic Enhanced Enhanced Featured Featured Featured Featured Package Dealer Additional Dealer Dealer Display Products Display Display Audience Retargeting 79

International Market Launch Process: Platform Built for Rapid Expansion 3-6 MONTHS COUNTRY-SPECIFIC Website Setup Country Customization Live Site Monetization 1 2 3 4 • Conduct legal review✔ Localize language, ✔ Algorithmic traffic • Build sales process to geography, currency acquisition convert free dealers • Acquire vehicle data ✔ Implement vehicle • Grow Inventory✔ Establish customer ✔ Develop vehicle feed support ontology ✔ Build IMV✔ Implement billing for • Establish inventory local markets partnerships✔ Optimize for search engine results✔ Launch new products • Brand-building efforts ✔ Internationalized Platform: allows rapid scale of multiple market development concurrently 80International Market Launch Process: Platform Built for Rapid Expansion 3-6 MONTHS COUNTRY-SPECIFIC Website Setup Country Customization Live Site Monetization 1 2 3 4 • Conduct legal review✔ Localize language, ✔ Algorithmic traffic • Build sales process to geography, currency acquisition convert free dealers • Acquire vehicle data ✔ Implement vehicle • Grow Inventory✔ Establish customer ✔ Develop vehicle feed support ontology ✔ Build IMV✔ Implement billing for • Establish inventory local markets partnerships✔ Optimize for search engine results✔ Launch new products • Brand-building efforts ✔ Internationalized Platform: allows rapid scale of multiple market development concurrently 80

Scaling Our International Business Core Market Successfully Launched International Enterprise Value Competitor (USD) 1 Auto Trader UK $7.5 Billion 1 Schibsted $6.8 Billion 1 Scout24 $6.2 Billion 2 TRADER Corporation $1.1 Billion Launched Launched Launched Launched Launched in 2018 in 2014 in 2015 in 2017 in 2018 81 1. CapitalIQ (2019) 2. Reuters (2018) Scaling Our International Business Core Market Successfully Launched International Enterprise Value Competitor (USD) 1 Auto Trader UK $7.5 Billion 1 Schibsted $6.8 Billion 1 Scout24 $6.2 Billion 2 TRADER Corporation $1.1 Billion Launched Launched Launched Launched Launched in 2018 in 2014 in 2015 in 2017 in 2018 81 1. CapitalIQ (2019) 2. Reuters (2018)

Scaling Our International Business INTERNATIONAL AVERAGE Core Market Successfully Launched 1 MONTHLY UNIQUE USERS (MILLIONS) 11.5 143% CAGR Q1 2016 Q1 2017 Q1 2018 Q1 2019 2 INTERNATIONAL PAYING DEALERS 5,174 235% CAGR Launched Launched Launched Launched Launched in 2018 in 2014 in 2015 in 2017 in 2018 Q1 2016 Q1 2017 Q1 2018 Q1 2019 82 1. Google Analytics; Beginning in Q1 2019, includes the impact of PistonHeads. 2. Beginning in Q1 2019, includes the impact of PistonHeads.Scaling Our International Business INTERNATIONAL AVERAGE Core Market Successfully Launched 1 MONTHLY UNIQUE USERS (MILLIONS) 11.5 143% CAGR Q1 2016 Q1 2017 Q1 2018 Q1 2019 2 INTERNATIONAL PAYING DEALERS 5,174 235% CAGR Launched Launched Launched Launched Launched in 2018 in 2014 in 2015 in 2017 in 2018 Q1 2016 Q1 2017 Q1 2018 Q1 2019 82 1. Google Analytics; Beginning in Q1 2019, includes the impact of PistonHeads. 2. Beginning in Q1 2019, includes the impact of PistonHeads.

Advanced Market Progress: Canada CANADA AVERAGE MONTHLY UNIQUE USERS CANADA PAYING DEALERS 1 (MILLIONS) 72% 69% 1,379 CAGR CAGR 1.7 Q1 2016 Q1 2017 Q1 2018 Q1 2019 Q1 2017 Q1 2018 Q1 2019 83 1. Google AnalyticsAdvanced Market Progress: Canada CANADA AVERAGE MONTHLY UNIQUE USERS CANADA PAYING DEALERS 1 (MILLIONS) 72% 69% 1,379 CAGR CAGR 1.7 Q1 2016 Q1 2017 Q1 2018 Q1 2019 Q1 2017 Q1 2018 Q1 2019 83 1. Google Analytics

Advanced Market Progress: Canada PROGRESS TOWARDS PROFITABILITY UNIT ECONOMICS STRENGTHENING Indexed Revenue Per Connection Indexed Cost Per Connection Unit Profit Margin Indexed Traffic Acquisition Spend 10.0% 0.0% 180 -10.0% 160 -20.0% 140 -30.0% 120 -40.0% 100 -50.0% 80 -60.0% 60 -70.0% 40 -80.0% 20 -90.0% -100.0% 0 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2017 2017 2018 2018 2018 2018 2019 2017 2017 2017 2017 2018 2018 2018 2018 2019 84Advanced Market Progress: Canada PROGRESS TOWARDS PROFITABILITY UNIT ECONOMICS STRENGTHENING Indexed Revenue Per Connection Indexed Cost Per Connection Unit Profit Margin Indexed Traffic Acquisition Spend 10.0% 0.0% 180 -10.0% 160 -20.0% 140 -30.0% 120 -40.0% 100 -50.0% 80 -60.0% 60 -70.0% 40 -80.0% 20 -90.0% -100.0% 0 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2017 2017 2018 2018 2018 2018 2019 2017 2017 2017 2017 2018 2018 2018 2018 2019 84

Advanced Market Progress: United Kingdom 2 UK AVERAGE MONTHLY UNIQUE USERS UK PAYING DEALERS 1 (MILLIONS) 88% 172% 3,130 8.2 CAGR CAGR Q1 2016 Q1 2017 Q1 2018 Q1 2019 Q1 2017 Q1 2018 Q1 2019 85 1. Google Analytics; as of Q1 2019, includes average monthly unique visitors from PistonHeads. 2. As of Q1 2019, includes paying dealers from PistonHeads. Advanced Market Progress: United Kingdom 2 UK AVERAGE MONTHLY UNIQUE USERS UK PAYING DEALERS 1 (MILLIONS) 88% 172% 3,130 8.2 CAGR CAGR Q1 2016 Q1 2017 Q1 2018 Q1 2019 Q1 2017 Q1 2018 Q1 2019 85 1. Google Analytics; as of Q1 2019, includes average monthly unique visitors from PistonHeads. 2. As of Q1 2019, includes paying dealers from PistonHeads.

Advanced Market Progress: United Kingdom 1 1 PROGRESS TOWARDS PROFITABILITY UNIT ECONOMICS STRENGTHENING Indexed Revenue Per Connection Indexed Cost Per Connection Unit Profit Margin Indexed Traffic Acquisition Spend 0.0% 200 -10.0% 180 160 -20.0% 140 120 -30.0% 100 80 -40.0% 60 40 -50.0% 20 -60.0% 0 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2017 2017 2018 2018 2018 2018 2019 2017 2017 2017 2017 2018 2018 2018 2018 2019 86 1. Excludes the impact of PistonHeadsAdvanced Market Progress: United Kingdom 1 1 PROGRESS TOWARDS PROFITABILITY UNIT ECONOMICS STRENGTHENING Indexed Revenue Per Connection Indexed Cost Per Connection Unit Profit Margin Indexed Traffic Acquisition Spend 0.0% 200 -10.0% 180 160 -20.0% 140 120 -30.0% 100 80 -40.0% 60 40 -50.0% 20 -60.0% 0 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2017 2017 2018 2018 2018 2018 2019 2017 2017 2017 2017 2018 2018 2018 2018 2019 86 1. Excludes the impact of PistonHeads

CarGurus and PistonHeads Create a Compelling Platform • Passionate community of • Market leading tech platform • Rapidly growing platform 1 5M+ unique visitors • Disruptive freemium model • Viable alternative for dealers • Iconic brand among car enthusiasts• Search Engine Marketing • Compelling platform for (SEM) expertise • Performance car focus consumers • Fastest growing UK 2 • Favorable perception among automotive shopping site • Complementary capabilities in dealers London, Dublin and Boston • Investing in brand 87 1. 2018 average monthly unique visitors as measured by Google Analytics. 2. As measured among its nearest competitors. Source: Comscore MMX® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.K. (Custom-defined list includes: CarGurus.co.uk, Autotrader.co.uk, Motors.co.uk, PistonHeads.com, Gumtree.com), Percent change in average monthly unique visitors from Q1 2018 to Q1 2019.CarGurus and PistonHeads Create a Compelling Platform • Passionate community of • Market leading tech platform • Rapidly growing platform 1 5M+ unique visitors • Disruptive freemium model • Viable alternative for dealers • Iconic brand among car enthusiasts• Search Engine Marketing • Compelling platform for (SEM) expertise • Performance car focus consumers • Fastest growing UK 2 • Favorable perception among automotive shopping site • Complementary capabilities in dealers London, Dublin and Boston • Investing in brand 87 1. 2018 average monthly unique visitors as measured by Google Analytics. 2. As measured among its nearest competitors. Source: Comscore MMX® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.K. (Custom-defined list includes: CarGurus.co.uk, Autotrader.co.uk, Motors.co.uk, PistonHeads.com, Gumtree.com), Percent change in average monthly unique visitors from Q1 2018 to Q1 2019.

Emerging Market Progress: Germany, Italy, and Spain 1 2 AVERAGE MONTHLY UNIQUE VISITORS (MILLIONS) UNIT ECONOMICS STRENGTHENING Indexed Cost Per Connection 120 214% Y/Y 110 1.6 100 90 80 70 60 50 Q1 2018 Q1 2019 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 88 1. Google Analytics, includes CarGurus’ combined average unique monthly visitors for sites in Germany, Italy, and Spain. 2. Combined indexed cost per connection for sites in Germany, Italy, and Spain.Emerging Market Progress: Germany, Italy, and Spain 1 2 AVERAGE MONTHLY UNIQUE VISITORS (MILLIONS) UNIT ECONOMICS STRENGTHENING Indexed Cost Per Connection 120 214% Y/Y 110 1.6 100 90 80 70 60 50 Q1 2018 Q1 2019 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 88 1. Google Analytics, includes CarGurus’ combined average unique monthly visitors for sites in Germany, Italy, and Spain. 2. Combined indexed cost per connection for sites in Germany, Italy, and Spain.

CarGurus Financial Highlights Strong track Proven Attractive High Scalable record of operating free cash model for quality leverage and revenue replication in flow revenue: profitability international growth recurring, high generation markets in large total retention, and addressable diversified market 89CarGurus Financial Highlights Strong track Proven Attractive High Scalable record of operating free cash model for quality leverage and revenue replication in flow revenue: profitability international growth recurring, high generation markets in large total retention, and addressable diversified market 89

Significant Revenue Scale and Momentum ($ MILLIONS) 39% U.S. International YoY Growth $573.5 $135 $126 43% CAGR $119 $454 $110 $17 $99 $91 $83 $317 $76 $9 $67 $61 $53 $198 $46 $39 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 FY2016 FY2017 FY2018 FY 2019 Guidance 1 2016 2017 2018 2019 Mid-point 2019 guidance 90 1. CarGurus full year 2019 revenue guidance as stated in its earnings press release dated May 9, 2019.Significant Revenue Scale and Momentum ($ MILLIONS) 39% U.S. International YoY Growth $573.5 $135 $126 43% CAGR $119 $454 $110 $17 $99 $91 $83 $317 $76 $9 $67 $61 $53 $198 $46 $39 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 FY2016 FY2017 FY2018 FY 2019 Guidance 1 2016 2017 2018 2019 Mid-point 2019 guidance 90 1. CarGurus full year 2019 revenue guidance as stated in its earnings press release dated May 9, 2019.

High Quality Revenue: Recurring and Diversified HIGH RETENTION CUSTOMER MIX U.S. MONTHLY MARKETPLACE SUBSCRIPTION REVENUE DIVERSIFIED MARKETPLACE SUBSCRIPTION REVENUE 1 BY COHORT COMPOUND ($ MILLIONS) ANNUAL CAGR GROWTH Top 10 $45,000,000 $45 2019 Customers $40,000,000 2 $40 5% 37% 2018 $35,000,000 $35 2018 Total 2017 $30,000,000 42% Marketplace $30 2016 $25,000,000 Subscription $25 2015 29% $20,000,000 Revenue: $20 Pre-2015 $406M $15,000,000 $15 34% $10,000,000 $10 Other Customers $5,000,000 $5 32% 95% $0 $0 20 2013 1302 20 2014 1402 20 2015 1502 201 2016 602 20 2017 1702 20 2018 1802 20 2019 1902 91 1. As of 3/31/2019. 2. Reflects paying customers with at least 12 months duration as of 3/31/2019.High Quality Revenue: Recurring and Diversified HIGH RETENTION CUSTOMER MIX U.S. MONTHLY MARKETPLACE SUBSCRIPTION REVENUE DIVERSIFIED MARKETPLACE SUBSCRIPTION REVENUE 1 BY COHORT COMPOUND ($ MILLIONS) ANNUAL CAGR GROWTH Top 10 $45,000,000 $45 2019 Customers $40,000,000 2 $40 5% 37% 2018 $35,000,000 $35 2018 Total 2017 $30,000,000 42% Marketplace $30 2016 $25,000,000 Subscription $25 2015 29% $20,000,000 Revenue: $20 Pre-2015 $406M $15,000,000 $15 34% $10,000,000 $10 Other Customers $5,000,000 $5 32% 95% $0 $0 20 2013 1302 20 2014 1402 20 2015 1502 201 2016 602 20 2017 1702 20 2018 1802 20 2019 1902 91 1. As of 3/31/2019. 2. Reflects paying customers with at least 12 months duration as of 3/31/2019.

1 Near-Term Focus on Growing US AARSD Through Three Levers Grow Increase Unit Connection Adoption Pricing and and Lead of New Product Volume Products Packaging 92 1. Average annual revenue per subscribing dealer.1 Near-Term Focus on Growing US AARSD Through Three Levers Grow Increase Unit Connection Adoption Pricing and and Lead of New Product Volume Products Packaging 92 1. Average annual revenue per subscribing dealer.

We Have Rapidly Grown Connection Volume and Improved Lead Conversion ANNUAL US CONNECTIONS (MILLIONS) LEADS AS A PERCENTAGE OF CONNECTIONS 100% 90% 62 39% CAGR 80% 51 70% 64% 59% 60% 56% 42 50% 40% 23 30% 20% 10% 0% 2015 2016 2017 2018 Q1 2017 Q1 2018 Q1 2019 93We Have Rapidly Grown Connection Volume and Improved Lead Conversion ANNUAL US CONNECTIONS (MILLIONS) LEADS AS A PERCENTAGE OF CONNECTIONS 100% 90% 62 39% CAGR 80% 51 70% 64% 59% 60% 56% 42 50% 40% 23 30% 20% 10% 0% 2015 2016 2017 2018 Q1 2017 Q1 2018 Q1 2019 93

New Products Taking Hold and Driving Revenue Growth 1 2 US MULTI-PRODUCT ATTACH INCREASING US AVERAGE ORDER SIZE BY PRODUCT 28% 26% Delivery 19% Audience Retargeting 500+ US Dealers Subscribing to Search 10% 3 or more Products Dealer Display $0 $500 $1,000 $1,500 $2,000 Q4 2016 Q4 2017 Q4 2018 Q1 2019 94 1. Multi-product attach rate defined as number of US listings customers subscribing to at least one of the following: Dealer Display, SEM Plus, Audience Retargeting, or Delivery. 2. Order sizes for Q1 2019.New Products Taking Hold and Driving Revenue Growth 1 2 US MULTI-PRODUCT ATTACH INCREASING US AVERAGE ORDER SIZE BY PRODUCT 28% 26% Delivery 19% Audience Retargeting 500+ US Dealers Subscribing to Search 10% 3 or more Products Dealer Display $0 $500 $1,000 $1,500 $2,000 Q4 2016 Q4 2017 Q4 2018 Q1 2019 94 1. Multi-product attach rate defined as number of US listings customers subscribing to at least one of the following: Dealer Display, SEM Plus, Audience Retargeting, or Delivery. 2. Order sizes for Q1 2019.

Multi-Product Customers Creating MRR Lift Dealers (MONTHLY RECURRING REVENUE) 1.3x Uplift 1.9x Uplift LISTINGS-ONLY US DEALERS TWO-PRODUCT US DEALERS 3+ PRODUCT US DEALERS 95Multi-Product Customers Creating MRR Lift Dealers (MONTHLY RECURRING REVENUE) 1.3x Uplift 1.9x Uplift LISTINGS-ONLY US DEALERS TWO-PRODUCT US DEALERS 3+ PRODUCT US DEALERS 95

1 Multiple Levers are Contributing to US AARSD Growth Volume Product Unit Pricing and Packaging Sessions Growth 120% 110% 100% 90% 80% 70% 60% 50% 40% 30% 20% 10% 0% -10% Q4 2017 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 96 1. Average annual revenue per subscribing dealer.1 Multiple Levers are Contributing to US AARSD Growth Volume Product Unit Pricing and Packaging Sessions Growth 120% 110% 100% 90% 80% 70% 60% 50% 40% 30% 20% 10% 0% -10% Q4 2017 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 96 1. Average annual revenue per subscribing dealer.

Expansion Opportunities Increasing with New Products and Packaging CONTRIBUTORS TO EXPANSION MRR • MRR increase on annual Renewal renewal cycle 100% 90% 80% 70% • Additional stores in paying dealer groups 60% Cross-Sell • New products 50% 40% 30% • Higher-level listings package 20% Upsell • Increase in dealer 10% inventory 0% Q1'17 Q2'17 Q3'17 Q4'17 Q1'18 Q2'18 Q3'18 Q4'18 Q1'19 Renewal Cross-Sell Upsell 97Expansion Opportunities Increasing with New Products and Packaging CONTRIBUTORS TO EXPANSION MRR • MRR increase on annual Renewal renewal cycle 100% 90% 80% 70% • Additional stores in paying dealer groups 60% Cross-Sell • New products 50% 40% 30% • Higher-level listings package 20% Upsell • Increase in dealer 10% inventory 0% Q1'17 Q2'17 Q3'17 Q4'17 Q1'18 Q2'18 Q3'18 Q4'18 Q1'19 Renewal Cross-Sell Upsell 97

Our Dealer Value Proposition is Reducing Churn INDEXED US LISTINGS MRR CHURN 120 110 100 28% Churn Rate Reduction Since Q4 2016 90 80 70 60 Q1 2016 Q2 2016 Q3 2016 Q4 2016 Q1 2017 Q2 2017 Q3 2017 Q4 2017 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 98Our Dealer Value Proposition is Reducing Churn INDEXED US LISTINGS MRR CHURN 120 110 100 28% Churn Rate Reduction Since Q4 2016 90 80 70 60 Q1 2016 Q2 2016 Q3 2016 Q4 2016 Q1 2017 Q2 2017 Q3 2017 Q4 2017 Q1 2018 Q2 2018 Q3 2018 Q4 2018 Q1 2019 98

Despite High Account Penetration, Our Core Business Has Long Growth Runway INCREASING DEALER WALLET SHARE ROOM TO GROW AUDIENCE (MILLIONS) 1 Unaided Awareness $14,000 12% 2.2X 10% Increase $12,000 8% 6% $10,000 4% 2% $8,000 0% Q2 2017 Q4 2018 $6,000 2 2 Visits Share Unique Visitor Share $4,000 $2,000 58% 43% $0 US Dealer Digital 2018 CarGurus US Marketplace 3 Marketing Spend Subscription Revenue 99 1. CarGurus Brand Tracker survey, June 2017 and December 2018 2. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: CarGurus.com, Autotrader.com, Cars.com, TrueCar.com) 3. Borrell (2018)Despite High Account Penetration, Our Core Business Has Long Growth Runway INCREASING DEALER WALLET SHARE ROOM TO GROW AUDIENCE (MILLIONS) 1 Unaided Awareness $14,000 12% 2.2X 10% Increase $12,000 8% 6% $10,000 4% 2% $8,000 0% Q2 2017 Q4 2018 $6,000 2 2 Visits Share Unique Visitor Share $4,000 $2,000 58% 43% $0 US Dealer Digital 2018 CarGurus US Marketplace 3 Marketing Spend Subscription Revenue 99 1. CarGurus Brand Tracker survey, June 2017 and December 2018 2. Source: Comscore Media Metrix® Multi-Platform, Automotive – Information/Resources, Q1 2019, U.S. (Competitive set includes: CarGurus.com, Autotrader.com, Cars.com, TrueCar.com) 3. Borrell (2018)

Advertising Business Scaling with Our Audience US Advertising and Other Int'l Advertising and Other $16,000 $14,000 31% $12,000 CAGR $10,000 $8,000 $6,000 $4,000 $2,000 $- Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2016 2016 2016 2016 2017 2017 2017 2017 2018 2018 2018 2018 2019 100Advertising Business Scaling with Our Audience US Advertising and Other Int'l Advertising and Other $16,000 $14,000 31% $12,000 CAGR $10,000 $8,000 $6,000 $4,000 $2,000 $- Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 Q2 Q3 Q4 Q1 2016 2016 2016 2016 2017 2017 2017 2017 2018 2018 2018 2018 2019 100

We Have a Large International Opportunity 1 2 TOTAL PAYING DEALERS (THOUSANDS) LARGE DEALER ADDRESSABLE MARKET U.S. International 55 98 30% 33 CAGR 31 31 30 29 28 27 25 23 21 19 17 43 15 Q1 2016 Q1 2017 Q1 2018 Q1 2019 U.S. Market International All Current Markets Markets 101 1. Beginning in Q1 2019, includes paying dealers from PistonHeads. 2. Estimates from NADA (2018), NIADA (2018), Autobiz (2016), Investment bank research (2017),. We Have a Large International Opportunity 1 2 TOTAL PAYING DEALERS (THOUSANDS) LARGE DEALER ADDRESSABLE MARKET U.S. International 55 98 30% 33 CAGR 31 31 30 29 28 27 25 23 21 19 17 43 15 Q1 2016 Q1 2017 Q1 2018 Q1 2019 U.S. Market International All Current Markets Markets 101 1. Beginning in Q1 2019, includes paying dealers from PistonHeads. 2. Estimates from NADA (2018), NIADA (2018), Autobiz (2016), Investment bank research (2017),.

Potential Product Universe Unlocks Large TAM 1 US NEW AND USED CAR RETAIL SALES: $1.4T INSURANCE P2P FINANCE TRADE-IN WARRANTY $6B $3B 2 Total US Value US Used Car Loan 3 Commissions LISTINGS DEALER MANAGEMENT CONSUMER LIFECYCLE MARKETPLACE Increase Consumer $13.9B $5.3B $3.3B US Dealer US Dealer US OEM Retention Digital Software Display Ad + 5 6 Marketing Spend Spend Reduce Cost of 4 Spend Customer Acquisition MULTIPLE COUNTRIES $23B 7 International Total Automotive Advertising Spend 102 1. BEA (2018), Edmunds (2018), Mannheim (2018) 2. Borrell (2018), Internal Estimates 3. Transunion (2018), Internal Estimates 4. Borrell (2018) 5. Investment bank research (2019) 6. Borrell (2018) 7. Investment bank research (2019); spend includes Canada, UK, Germany, Italy and Spain Potential Product Universe Unlocks Large TAM 1 US NEW AND USED CAR RETAIL SALES: $1.4T INSURANCE P2P FINANCE TRADE-IN WARRANTY $6B $3B 2 Total US Value US Used Car Loan 3 Commissions LISTINGS DEALER MANAGEMENT CONSUMER LIFECYCLE MARKETPLACE Increase Consumer $13.9B $5.3B $3.3B US Dealer US Dealer US OEM Retention Digital Software Display Ad + 5 6 Marketing Spend Spend Reduce Cost of 4 Spend Customer Acquisition MULTIPLE COUNTRIES $23B 7 International Total Automotive Advertising Spend 102 1. BEA (2018), Edmunds (2018), Mannheim (2018) 2. Borrell (2018), Internal Estimates 3. Transunion (2018), Internal Estimates 4. Borrell (2018) 5. Investment bank research (2019) 6. Borrell (2018) 7. Investment bank research (2019); spend includes Canada, UK, Germany, Italy and Spain

Strong Financial Position to Support Long-Term Growth As of 3/31/2019 Select Balance Sheet Accounts ($, Thousands) Assets TTM as of 3/31/2019 Select Cash Flow Statement Accounts Cash and Cash Equivalents 29,939 ($, Thousands) Investment 108,500 Cash from Operating Activities Accounts Receivable 15,111 Net Income 72,259 Property and Equipment 26,550 Depreciation and Amortization 5,419 Goodwill 15,582 Stock-Based Compensation Expense 24,662 Restricted Cash 2,668 Total GAAP Cash from Operating Activities 55,034 Total Assets 331,927 Cash from Investing Activities Liabilities Purchase of Property and Equipment (11,222) Accounts Payable 35,253 Capitalization of Website Development Costs (1,752) Deferred Revenue 8,942 1 Total Non-GAAP Free Cash Flow 42,060 Operating Lease Liabilities 60,442 Total Liabilities 120,918 Total Stockholders’ Equity 211,009 1. Reconciliation of this non-GAAP financial measure is presented above. We define Free Cash Flow as cash flow from operations, adjusted to include purchases of property and equipment and capitalization of 103 website development costs. We have presented Free Cash Flow because it is a measure of our financial performance that represents the cash that we are able to generate after expenditures required to maintain or expand our asset base.Strong Financial Position to Support Long-Term Growth As of 3/31/2019 Select Balance Sheet Accounts ($, Thousands) Assets TTM as of 3/31/2019 Select Cash Flow Statement Accounts Cash and Cash Equivalents 29,939 ($, Thousands) Investment 108,500 Cash from Operating Activities Accounts Receivable 15,111 Net Income 72,259 Property and Equipment 26,550 Depreciation and Amortization 5,419 Goodwill 15,582 Stock-Based Compensation Expense 24,662 Restricted Cash 2,668 Total GAAP Cash from Operating Activities 55,034 Total Assets 331,927 Cash from Investing Activities Liabilities Purchase of Property and Equipment (11,222) Accounts Payable 35,253 Capitalization of Website Development Costs (1,752) Deferred Revenue 8,942 1 Total Non-GAAP Free Cash Flow 42,060 Operating Lease Liabilities 60,442 Total Liabilities 120,918 Total Stockholders’ Equity 211,009 1. Reconciliation of this non-GAAP financial measure is presented above. We define Free Cash Flow as cash flow from operations, adjusted to include purchases of property and equipment and capitalization of 103 website development costs. We have presented Free Cash Flow because it is a measure of our financial performance that represents the cash that we are able to generate after expenditures required to maintain or expand our asset base.

US Audience Unit Economics Support Future Margin Expansion Unit Profit Margin Indexed US Listings Revenue Per Connection Indexed US Cost Per Connection 140 100% 90% 80% 70% 60% 100 50% 40% 30% 20% 10% 60 0% Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2018 2018 2018 2018 2019 104US Audience Unit Economics Support Future Margin Expansion Unit Profit Margin Indexed US Listings Revenue Per Connection Indexed US Cost Per Connection 140 100% 90% 80% 70% 60% 100 50% 40% 30% 20% 10% 60 0% Q3 Q4 Q1 Q2 Q3 Q4 Q1 2017 2017 2018 2018 2018 2018 2019 104

Long-Term Target Model Progression Since IPO Long-Term 1 1 2016 2017 2018 Q1 2019 Percent of Revenue Target 95% 94% 95% 94% 93% – 95% Gross Margin Sales & Marketing % 78% 74% 69% 67% 43% – 47% Product, Technology, Development % 6% 7% 11% 12% 9% – 11% G&A % 6% 7% 9% 9% 5% – 6% 1% 1% 1% 1% 1% – 2% Depreciation & Amortization % 2 6% 8% 11% 12% 32% – 34% Adjusted EBITDA Margin GAAP Operating Margin 4% 5% 5% 5% 29% – 31% U.S. Segment GAAP Operating 14% 14% 13% 14% Margin 105 1. Reflects adoption and impact of Accounting Standards Certification Topic 606, Revenue from Contracts with Customers. 2. Please see the Appendix to this presentation for a reconciliation of this non-GAAP measure.Long-Term Target Model Progression Since IPO Long-Term 1 1 2016 2017 2018 Q1 2019 Percent of Revenue Target 95% 94% 95% 94% 93% – 95% Gross Margin Sales & Marketing % 78% 74% 69% 67% 43% – 47% Product, Technology, Development % 6% 7% 11% 12% 9% – 11% G&A % 6% 7% 9% 9% 5% – 6% 1% 1% 1% 1% 1% – 2% Depreciation & Amortization % 2 6% 8% 11% 12% 32% – 34% Adjusted EBITDA Margin GAAP Operating Margin 4% 5% 5% 5% 29% – 31% U.S. Segment GAAP Operating 14% 14% 13% 14% Margin 105 1. Reflects adoption and impact of Accounting Standards Certification Topic 606, Revenue from Contracts with Customers. 2. Please see the Appendix to this presentation for a reconciliation of this non-GAAP measure.

Our Recurring Revenue Stream is Insulated From Auto Market Cyclicality LISTINGS PROVIDE SUPERIOR DEALER ROI USED CAR SALES ARE MORE DURABLE THROUGH A 1 MARKET CYCLE Listings Used Car Units (Millions) Y/Y Growth 50 20% 10% Search 40 0% 30 -10% 20 Display Ads -20% 10 -30% $ 0 -40% Offline New Car Units (Millions) Y/Y Growth 20 20.0% 10.0% 15 0.0% 10 -10.0% -20.0% 5 -30.0% LOW ROI HIGH ROI 0 -40.0% 106 1. BEA (2018), Edmunds (2017), Mannheim (2018). 2000 2000 2001 2001 2002 2002 2003 2003 2004 2004 2005 2005 2006 2006 2007 2007 2008 2008 2009 2009 2010 2010 2011 2011 2012 2012 2013 2013 2014 2014 2015 2015 2016 2016 2017 2017 2018 2018Our Recurring Revenue Stream is Insulated From Auto Market Cyclicality LISTINGS PROVIDE SUPERIOR DEALER ROI USED CAR SALES ARE MORE DURABLE THROUGH A 1 MARKET CYCLE Listings Used Car Units (Millions) Y/Y Growth 50 20% 10% Search 40 0% 30 -10% 20 Display Ads -20% 10 -30% $ 0 -40% Offline New Car Units (Millions) Y/Y Growth 20 20.0% 10.0% 15 0.0% 10 -10.0% -20.0% 5 -30.0% LOW ROI HIGH ROI 0 -40.0% 106 1. BEA (2018), Edmunds (2017), Mannheim (2018). 2000 2000 2001 2001 2002 2002 2003 2003 2004 2004 2005 2005 2006 2006 2007 2007 2008 2008 2009 2009 2010 2010 2011 2011 2012 2012 2013 2013 2014 2014 2015 2015 2016 2016 2017 2017 2018 2018

1 Reaffirming 2Q19 and FY 2019 Guidance 2 3 2Q19 FY 2019 Revenue $138M - $141M $569M - $578M Non-GAAP Operating Income $8M - $10M $50M - $56M Non-GAAP Earnings Per Share $0.06 - $0.08 $0.39 - $0.43 1. Guidance provided by CarGurus in the Company’s earnings press release dated May 9, 2019, furnished as Exhibit 99.1 to the Company’s Current Report on Form 8-K filed with the SEC on May 9, 2019. 2. The second quarter 2019 non-GAAP earnings per share calculation assumes 114.0 million diluted weighted-average common shares outstanding. Guidance does not include any potential impact of foreign currency exchange gains or losses. 3. The full-year non-GAAP earnings per share calculation assumes 114.5 million diluted weighted-average common shares outstanding. Guidance does not include any potential impact of foreign currency exchange gains or losses. Note: CarGurus has not reconciled its non-GAAP operating income guidance to GAAP operating income, or its non-GAAP EPS guidance to GAAP EPS, because stock-based compensation and amortization of intangible assets, the reconciling items between such GAAP and non-GAAP financial measures, cannot be reasonably predicted due to, as applicable, the timing, amount, valuation and number of future employee equity awards, 107 and the occurrence of acquisitions and therefore cannot be determined without unreasonable effort. 1 Reaffirming 2Q19 and FY 2019 Guidance 2 3 2Q19 FY 2019 Revenue $138M - $141M $569M - $578M Non-GAAP Operating Income $8M - $10M $50M - $56M Non-GAAP Earnings Per Share $0.06 - $0.08 $0.39 - $0.43 1. Guidance provided by CarGurus in the Company’s earnings press release dated May 9, 2019, furnished as Exhibit 99.1 to the Company’s Current Report on Form 8-K filed with the SEC on May 9, 2019. 2. The second quarter 2019 non-GAAP earnings per share calculation assumes 114.0 million diluted weighted-average common shares outstanding. Guidance does not include any potential impact of foreign currency exchange gains or losses. 3. The full-year non-GAAP earnings per share calculation assumes 114.5 million diluted weighted-average common shares outstanding. Guidance does not include any potential impact of foreign currency exchange gains or losses. Note: CarGurus has not reconciled its non-GAAP operating income guidance to GAAP operating income, or its non-GAAP EPS guidance to GAAP EPS, because stock-based compensation and amortization of intangible assets, the reconciling items between such GAAP and non-GAAP financial measures, cannot be reasonably predicted due to, as applicable, the timing, amount, valuation and number of future employee equity awards, 107 and the occurrence of acquisitions and therefore cannot be determined without unreasonable effort.

Appendix: Reconciliation of Net Income to Adjusted EBITDA 2016 2017 2018 Q1 2019 ($ MILLIONS) $6.5 $13.2 $65.2 $12.6 Net Income Depreciation and Amortization 2.1 3.8 5.0 1.6 Stock-based Compensation Expense 0.3 5.0 20.8 7.7 Other Expense, Net (0.4) (0.6) (2.3) (1.6) (Benefit from)/Provision for Income Taxes 2.4 2.6 (39.7) (3.5) Adjusted EBITDA $11.0 $24.1 $49.0 $16.7 Note: We define Adjusted EBITDA as GAAP net income, adjusted to exclude: depreciation and amortization, stock-based compensation expense, other income, net, the (benefit from) provision for income taxes, and certain one-time, non-recurring items, if and when applicable. We have presented Adjusted EBITDA because it is a key measure used by our management and board of directors to understand and evaluate our operating performance, generate future operating plans, and make strategic decisions regarding the allocation of capital. In particular, we believe that the exclusion of certain items in calculating Adjusted EBITDA can produce a useful measure for period-to-period comparisons of our business. 108Appendix: Reconciliation of Net Income to Adjusted EBITDA 2016 2017 2018 Q1 2019 ($ MILLIONS) $6.5 $13.2 $65.2 $12.6 Net Income Depreciation and Amortization 2.1 3.8 5.0 1.6 Stock-based Compensation Expense 0.3 5.0 20.8 7.7 Other Expense, Net (0.4) (0.6) (2.3) (1.6) (Benefit from)/Provision for Income Taxes 2.4 2.6 (39.7) (3.5) Adjusted EBITDA $11.0 $24.1 $49.0 $16.7 Note: We define Adjusted EBITDA as GAAP net income, adjusted to exclude: depreciation and amortization, stock-based compensation expense, other income, net, the (benefit from) provision for income taxes, and certain one-time, non-recurring items, if and when applicable. We have presented Adjusted EBITDA because it is a key measure used by our management and board of directors to understand and evaluate our operating performance, generate future operating plans, and make strategic decisions regarding the allocation of capital. In particular, we believe that the exclusion of certain items in calculating Adjusted EBITDA can produce a useful measure for period-to-period comparisons of our business. 108