Directors CTBI Directors M. Lynn Parrish, Chairman Mark A. Gooch, Vice Chairman Charles J. Baird Franklin H. Farris, Jr. Eugenia “Crit” Luallen Ina Michelle Matthews James E. McGhee II Franky Minnifield Anthony St. Charles Chad C. Street 2 CTB Directors Mark A. Gooch, Chairman Franklin H. Farris, Jr. Ina Michelle Matthews James E. McGhee II Richard W. Newsom Chad C. Street CTIC Directors Mark A. Gooch, Chairman Charles Baird Franklin H. Farris, Jr. E.B. Lowman II Eugenia “Crit” Luallen James E. McGhee II Andy Waters

Executive Officers 3 Mark A. Gooch Vice Chairman, President, and CEO Richard W. Newsom CTB President Andy Waters CTIC President and CEO Kevin J. Stumbo EVP/Chief Financial Officer Steven E. Jameson EVP/Chief Internal Audit and Risk Officer James J. Gartner EVP/Chief Credit Officer James B. Draughn EVP/Operations C. Wayne Hancock EVP/Senior Staff Attorney Billie J. Dollins EVP/Central Region President David Tackett EVP/Eastern Region President Ricky Sparkman EVP/South Central Region President D. Andrew Jones EVP/Northeastern Region President

Cautionary Statement Information provided herein by CTBI contains “forward-looking” information. CTBI cautions that any forward-looking statements made are not guarantees of future performance and that actual results may differ materially from those in the forward-looking statements. Please refer to CTBI’s 2022 Annual Report on Form 10-K, Cautionary Statement Regarding Forward Looking Statements for additional information. 4

2022 Key Metrics Total Assets $5.4 billion Market Capitalization $823.0 million Cash Dividend Yield 3.83% P/E Ratio 10.0x Price to Book Value 1.3x Price to Tangible Book Value 1.5x Tangible Common Equity Ratio 10.58% Competitive Position 3rd largest Kentucky domiciled bank holding company 2nd in Kentucky in deposit market share of all Kentucky domiciled FDIC insured institutions 7th largest bank in Kentucky in terms of deposit market share of all FDIC insured institutions 5 Financial data as of December 31, 2022 Deposit market share as of June 30, 2022

Our Banking Franchise Central Region Eastern Region Northeastern Region Loans - $830 million Loans - $931 million Loans - $428 million Deposits - $1.1 billion Deposits - $1.9 billion Deposits - $620 million • Danville • Floyd/Knott/Johnson • Advantage Valley • Lexington • Hazard • Ashland • Mt. Sterling • Pikeville • Flemingsburg • Richmond • Tug Valley • Summersville • Versailles • Whitesburg • Winchester South Central Region Indirect Lending Loans - $780 million Loans - $737 million Deposits - $987 million • Campbellsville CTIC • LaFollette Assets Under Management - $3.2 billion (including $1.2 billion CTB) • Middlesboro Revenues - $17.2 million • Mt. Vernon • Williamsburg • Ashland • Danville • LaFollette • Lexington • Pikeville Financial data as of December 31, 2022 6

Trust Assets Under Management & Trust Revenue Includes CTB portfolio Assets in billions Revenue in millions 7

2022 Performance

2022 Performance Summary Goals Results Earnings $74.1 - $77.1 million $81.8 million EPS $4.15 - $4.31 per share $4.59 per share ROAA 1.35% - 1.40% 1.50% ROAE 10.18% - 10.59% 12.73% Assets $5.42 - $5.75 billion $5.38 billion Loans $3.41 - $3.55 billion $3.71 billion Deposits $4.63 - $4.82 billion $4.64 billion Shareholders’ equity $733.5 - $763.4 million $628.0 million 9

Shareholder Value

Dividends Per Share 2022 cash dividends increased 7.0% Dividend payout ratio for 2022 was 36.6%; however, the 10 year average dividend payout ratio has been 42.44% Desired level between 40% and 50% December 31, 2022 cash dividend yield was 3.83% Cash dividend increased to $0.44 per share effective October 1, 2022 11

Shareholders’ Equity Shareholders’ equity has increased 11.3% during the past five years 3.4% compound growth rate for the past five years (in millions) 12 3.4%

Book Value Per Share Tangible Common Equity/Assets 13

Total Market Capitalization Peer data obtained from S&P Global; peer group consists of publicly traded regional bank holding companies with comparative assets, as defined in our Proxy Statement. (in millions) 14 Price to Tangible Book Value 2018 2019 2018 2021 2022 CTBI 1.41x 1.51x 1.12x 1.23x 1.46x Peer 1.93x 1.85x 1.73x 1.81x 1.89x

5 Year Cumulative Total ReturnComparison of CTBI, NASDAQ Stock Market (U.S.), and NASDAQ Bank Stocks An investment in CTBI stock on December 31, 2017 would have outperformed the NASDAQ Bank Stocks Index but not the NASDAQ Stock Market (U.S.) at December 31, 2021. 15

Comparison to Russell 2000 Indexof Small Cap Companies 3-, 5-, and 10-year total returns annualized Return to Investors 16 December 31, 2022

Core Value Long-Term Investment 12 stock splits and 10 stock dividends 42 years of consecutive increases in cash dividends 5-year compound growth rate of cash dividends 5.3% Stock included in the NASDAQ Global Select Market, NASDAQ Dividend Achievers Index, and NASDAQ Bank Stock Index CTBI shareholders include 214 institutional investors (including CTIC – 11.1%) hold 10.9 million shares (58.0%) 315 mutual funds hold 5.2 million shares (28.7%) Data as of December 31, 2022 17

CTBI’s Franchise Value History of solid investor returns Historically strong capital position Investor focused dividend policy Dividend Achievers Index Consistent financial performance Community banking strategy Economic diversity in the markets we serve Strong experienced management team and nearly 1,000 dedicated employees Our shareholders 18

Earnings Review

Earnings Per Share EPS decreased 7.1% from 2021 to 2022 20

Return on Average Assets Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2022 for bank holding companies with consolidated assets of $3 billion to $10 billion. 21

Net Income Net income decreased 7.0% from 2021 to 2022 The decrease in net income from prior year was primarily due to the $6.4 million recovery of provision for credit losses taken in 2021 (in millions) 22

Revenues 2022 revenues increased 1.6% from 2021 (in millions) 23

Noninterest Incomeas a % of Total Revenue 2022 noninterest income decreased 4.2% from 2021 Decrease primarily due to decline in gains on sales of loans, partially offset by increases in deposit related fees (in millions) 24

Net Interest Revenue 2022 net interest revenue increased by 3.7% from 2021 Net interest margin increased 11 basis points Average earning assets increased $13.4 million, or 0.3% (in millions) 25

Net Interest Margin Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2022 for bank holding companies with consolidated assets of $3 billion to $10 billion. 26 % of assets repricing Within 30 days 19.35% % of liabilities repricing Within 30 days 49.21% Within 90 days 54.15% Within 180 days 56.41%

Net Noninterest Expenseas a % of Average Earning Assets Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2022 for bank holding companies with consolidated assets of $3 billion to $10 billion. (in millions) 27 Noninterest Expense & Efficiency Ratio (in millions)

Balance Sheet Review

Total Assets Total assets at 12/31/22 decreased $37.9 million, or 0.7%, from 12/31/21 Loans increased $300.5 million or 8.8% Investment portfolio decreased $199.3 million or 13.7% Deposits increased $26.2 million or 0.6% (in billions) 29

Total Loans Total loans at 12/31/22 increased 8.8% from 12/31/21 Loan and line of credit production for the year totaled $1.5 billion (in billions) 30 Loan Portfolio Mix December 31, 2022

Concentrations of Creditas a % of Total Loans December 31, 2022 *As a percentage of unfunded exposure 31

Net Charge-offsas a % of Average Loans Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2022 for bank holding companies with consolidated assets of $3 billion to $10 billion. 32 Nonperforming Loansas a % of Total Loans

Nonperforming Assetsas a % of Total Assets $3.7 million in other real estate owned 33 Loan Loss Reserve as a % of Net Loans Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2022 for bank holding companies with consolidated assets of $3 billion to $10 billion.

Total Other Real Estate Owned Sales of foreclosed properties for the year ended 12/31/22 $2.0 million New bookings in 2022 $2.4 million Properties under contract to sell at 12/31/22 $1.2 million (in millions) 34

Total Depositsincluding Repurchase Agreements 35 Total Depositsincluding Repurchase Agreements December 31, 2022 (in billions)

1st Quarter 2023 Review

Key Metrics – 1st Quarter 2023 Total Assets $5.5 billion Market Capitalization $682.2 million Cash Dividend Yield 4.64% P/E Ratio 8.7x Price to Book Value 1.0x Price to Tangible Book Value 1.2x Tangible Common Equity Ratio 10.82% Financial data as of March 31, 2023 37

Earnings Per Share 38

Net Income 39 (in millions)

Earnings Net interest income for the quarter of $43.9 million was $0.8 million, or 1.8%, below prior quarter but $3.9 million, or 9.7%, above first quarter 2022. Provision for loan losses for the quarter of $1.1 million decreased $0.4 million from prior quarter but increased $0.2 million from prior year same quarter. Noninterest income for the quarter ended March 31, 2023 of $13.7 million was $0.1 million, or 0.6%, below prior quarter and $1.3 million, or 8.6% below prior year same quarter. Noninterest expense for the quarter ended March 31, 2023 of $31.9 million was $1.6 million, or 5.4%, above prior quarter and $2.5 million, or 8.6%, above prior year same quarter. 40

Noninterest Income YOY decrease primarily the result of a $1.2 million decrease in loan related fees due to the change in the fair market value of our mortgage servicing rights. (in millions) 41

Noninterest Expense Q-O-Q increase in personnel expense and occupancy and equipment Y-O-Y increase in personnel expense and FDIC insurance premiums (in millions) 42

Total Assets Total assets at 3/31/23 increased $149.0 million, or an annualized 11.2%, during the first quarter Loans increased $68.1 million Investment portfolio decreased $14.9 million Deposits in other banks increased $97.7 million Deposits, including repurchase agreements, increased $110.6 million (in billions) 43

Total Loans Loan portfolio increased at an annualized rate of 7.4% during the quarter and 7.4% from prior year first quarter (in billions) 44

Nonperforming Loansas a % of Total Loans 45

Nonperforming Assetsas a % of Total Assets 46

Net Charge-offsas a % of Average Loans (annualized) 47

Allowance for Credit Losses Provision for loan losses for the quarter was $1.1 million, compared to $1.5 million for the quarter ended December 31, 2022 and $0.9 million for the first quarter 2022. Our reserve coverage (allowance for credit losses to nonperforming loans) at March 31, 2023 was 382.3% compared to 300.4% at December 31, 2022 and 309.1% at March 31, 2022. Our credit loss reserve as a percentage of total loans outstanding at March 31, 2023 remained at 1.24% from December 31, 2022 compared to 1.20% at March 31, 2022. 48

Total Depositsincluding Repurchase Agreements Deposits, including repurchase agreements, increased an annualized 2.4% from prior quarter and 1.5% from prior year first quarter (in billions) 49

Efficiency Ratio 50

Key Strategic Initiatives

Operational Priorities Build core earnings capacity Quality loan growth Low cost deposit growth Expansion and growth through acquisitions and new branches Manage net interest margin Operational efficiency Expense control Noninterest revenue growth Compliance management Increase noninterest income Trust and wealth management Brokerage Continuing focus on improving asset quality Continuing liquidation of other real estate owned portfolio 52

To Our Shareholders Your management has a Strategic Plan for the performance and operations of your company. Success will be attained by the execution of this plan, not just by management, but by approximately 1,000 employees. The continuing support by you, our shareholders, by referring your friends, neighbors, and business associates to do business with your bank, is invaluable to the execution of our plans for the performance of your Company. 53