Raymond James 2019 US Bank Conference Presentation

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 2018 Annual Report on Form 10-K, Cautionary Statement Regarding Forward Looking Statements for additional information. 2

Key Metrics Total Assets $4.4 billionMarket Capitalization $751.6 millionCash Dividend Yield 3.41%P/E Ratio 11.2xPrice to Book Value 1.3xPrice to Tangible Book Value 1.4xTangible Common Equity Ratio 12.27%Competitive Position2nd 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 Financial data as of June 30, 2019 3

Corporate History 1903 Pikeville National bank formed1987-2005 Acquired 14 banks and purchased 17 branch locations1997 Changed name to Community Trust Bancorp, Inc.2010 Acquired LaFollette First National CorporationPresently Two operational subsidiaries~ Community Trust Bank, Inc. and Community Trust and Investment Company 4

Our Banking Franchise Serving customers in 79 branch locations in 35 counties throughout Kentucky, Tennessee, and West Virginia, including 5 trust offices in Kentucky and Tennessee

Our Banking Franchise Central Region Eastern Region Northeastern RegionLoans - $669 million Loans - $967 million Loans - $375 millionDeposits - $907 million Deposits - $1.4 billion Deposits - $517 million• Danville • Floyd/Knott/Johnson • Advantage Valley• Lexington • Hazard • Ashland• Mt. Sterling • Pikeville • Flemingsburg• Richmond • Tug Valley • Summersville• Versailles • Whitesburg• WinchesterSouth Central Region Indirect LendingLoans - $664 million Loans - $508 million Deposits - $776 million• Campbellsville CTIC• LaFollette Assets Under Management - $2.1 billion (including $0.6 billion CTB)• Middlesboro Revenues - $13.9 million annualized• Mt. Vernon • Williamsburg • Ashland • LaFollette • Lexington • Pikeville • Versailles Financial data as of June 30, 2019 6

Trust Assets Under Management & Trust Revenue Includes CTB portfolio Assets in billionsRevenue in millions 7 Jun ’19 Revenue annualized

Executive Management Team Banking Yrs. w/Name Position Experience CTBIJean R. Hale Chairman, President and CEO 50 years 50Mark A. Gooch CTB President and CEO 38 years 38Andy Waters CTIC President and CEO 32 years 15Kevin J. Stumbo EVP/Chief Financial Officer 32 years 24Steven E. Jameson EVP/Risk Manager 34 years 15James J. Gartner EVP/Chief Credit Officer 50 years (17 at OCC) 16James B. Draughn EVP/Operations 26 years 26Larry W. Jones EVP/C KY President 50 years 16Richard W. Newsom EVP/E KY President 36 years 36Ricky Sparkman EVP/SC KY/TN President 34 years 25D. Andrew Jones EVP/NE KY/WV President 32 years 32C. Wayne Hancock EVP/Senior Staff Attorney 10 years 10 8

Operational Philosophy Traditional community banking business modelExecutive management and board of director commitment to corporate governanceDecentralized decision making and centralized operations and risk managementStrong loan portfolio risk management processSpecialized product offeringsMaintain a strong tangible equity positionOrganic growth expectations combined with de novo branching and acquisitionConsistent long-term performance 9

Consistent Financial Performance YTD 2019 2018 2017 2016 2015 EPS $1.88 $3.35 $2.92 $2.70 $2.66ROAA 1.56% 1.41% 1.27% 1.21% 1.23%ROAE 11.54% 10.83% 9.93% 9.58% 9.97%Net Int. Margin 3.63% 3.66% 3.67% 3.70% 3.81%Efficiency Ratio 61.39% 60.17% 58.66% 58.54% 58.20%Nonperforming Loans 0.75% 0.69% 0.91% 0.93% 1.00%Net Charge-offs 0.17% 0.20% 0.24% 0.28% 0.25%% of Average Assets:Noninterest Income 1.12% 1.24% 1.18% 1.22% 1.24%Noninterest Expense 2.77% 2.80% 2.70% 2.73% 2.78% 10 All information is for the year ended December 31 except YTD 2019 which is for the six months ended June 30.

Earnings Review

Earnings Per Share EPS increased 21.3% from June 2018 to June 20192019 EPS goal - $3.45 to $3.52 per share 12

Net Income Net income increased 21.3% from June 2018 to June 20192019 goal for net income - $61.3 to $62.6 million (in millions) 13

Revenues 2018 revenues increased 4.4% from 20172019 goal for revenues - $189.0 to $194.7 million (in millions) 14 Jun ’19 annualized

Noninterest Incomeas a % of Total Revenue YTD noninterest income decreased 9.7% year over year for the six months ended June 30Decreases in trust revenue, loan related fees, and other operating revenue (2018 gain on sale of partnership interest from a low income housing tax credit recapture)2019 goal for noninterest revenue – 23.0% to 26.0% of total revenue (in millions) 15 Jun ’19 annualized

Net Interest Revenue YTD net interest revenue increased by 3.3% year over year for the six months ended June 30Net interest margin flat to prior yearAverage earning assets increased $118.9 million, or 3.0% (in millions) 16 Jun ’19 annualized

Net Interest Margin Pressure on the margin1-year cumulative gap position at 6/30/19 – (8.41)% Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2019 for bank holding companies with consolidated assets of $3 billion to $10 billion. % of assets repricingWithin 30 days 32.42%% of liabilities repricing Within 30 days 44.14%Within 90 days 50.48%Within 180 days 61.78% 17

Net Noninterest Expenseas a % of Average Earning Assets Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2019 for bank holding companies with consolidated assets of $3 billion to $10 billion. (in millions) 18 Noninterest Expense & Efficiency Ratio (in millions) Jun ’19 annualized

Return on Average Assets Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2019 for bank holding companies with consolidated assets of $3 billion to $10 billion. 19

Balance Sheet Review

Total Assets Total assets at 6/30/19 increased $175.6 million, or an annualized 8.4%, from 12/31/18Loans decreased $16.4 million or an annualized 1.0%Investment portfolio decreased $2.2 million or an annualized 0.7%Deposits increased $131.8 million or an annualized 7.5%2019 goal for total assets - $4.20 to $4.46 billion (in billions) 21

LIBOR CTBI’s LIBOR exposure is limited to:Loans: $29.0 millionAvailable-for-sale securities: $21.2 millionTrust preferred debentures: $59.3 million 22

Total Loans Loans decreased $16.4 million, or an annualized 1.0%, from 12/31/182019 goal for total loans - $3.31 to $3.45 billion (in billions) 23 Loan Portfolio Mix June 30, 2019 Loan Rate Mix

Concentrations of Creditas a % of Total Loans June 30, 2019 * As a percentage of funded exposure 24

Indirect Lending Jun ‘19 annualized (in millions) 25

Net Charge-offsas a % of Average Loans Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2019 for bank holding companies with consolidated assets of $3 billion to $10 billion. June 30, 2019 26 Nonperforming Loansas a % of Total Loans

Nonperforming Assetsas a % of Total Assets $22.5 million in other real estate owned 27 Loan Loss Reserveas a % of Net Loans Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2019 for bank holding companies with consolidated assets of $3 billion to $10 billion.

Total Other Real Estate Owned Sales of foreclosed properties for the six months ended 6/30/19 totaled $4.8 millionNew bookings in the first six months of 2019 totaled $1.2 millionProperties under contract to sell at June 30, 2019 totaled $1.6 million (in millions) 28

Total Depositsincluding Repurchase Agreements 2019 goal for total deposits including repurchase agreements - $3.56 to $3.71 billion (in billions) 29 Total Depositsincluding Repurchase Agreements June 30, 2019

Our Hoops CD product has been offered for over 20 years100 basis point increase in rate in 1996, 1998, and 2012 with the University of Kentucky’s NCAA Basketball Championships$221 million in Hoops CDs as of 6/30/19 12 Month Certificate of Deposit: April 10th through maturity, rate paid is adjusted by 1 basis point for each University of Kentucky win; bonus 100 basis points added to rate for National Championship win. 30

Shareholder Value

Dividends Per Share 2018 cash dividends increased 6.2%Dividend payout ratio at June 30, 2019 was 38.35%Desired level between 40% and 50%June 30, 2019 cash dividend yield was 3.41%Cash dividend increased to $0.38 per share effective October 1, 2019 32 *2019 is projected DPS

Shareholders’ Equity Shareholders’ equity has increased 26.0% during the past five years6.5% compound growth rate for the past five years2019 goal for shareholders’ equity - $584.0 to $607.8 million (in millions) 33 6.5%

Book Value Per Share Tangible Common Equity/Assets 34

Total Market Capitalization Peer data obtained from SNL Financial; peer group consists of publicly traded regional bank holding companies with comparative assets, as defined in our Proxy Statement. (in millions) 35 Price to Tangible Book Value 2014 2015 2016 2017 2018 6/30/19CTBI 1.67x 1.50x 2.01x 1.79x 1.41x 1.42xPeer 1.72x 1.71x 1.83x 2.17x 1.96x 1.90x All data is as of year-end except 2019 which is as of June 30, 2019.

5 Year Cumulative Total ReturnComparison of CTBI, NASDAQ Stock Market (U.S.), and NASDAQ Bank Stocks An investment in CTBI stock on December 31, 2013 would have underperformed the NASDAQ Stock Market (U.S.) and the NASDAQ Bank Stocks Index at December 31, 2018. 36

Comparison to Russell 2000 Indexof Small Cap Companies 3-, 5-, and 10-year total returns annualized Return to Investors 37 December 31, 2018

Core Value Long-Term Investment 12 stock splits and 10 stock dividends39 years of consecutive increases in cash dividends5-year compound growth rate of cash dividends 3.6%Stock included in the NASDAQ Global Select Market, NASDAQ Dividend Achievers Index, and NASDAQ Bank Stock IndexCTBI shareholders include184 institutional investors (including CTIC – 9.9%) hold 10.6 million shares (56.6%)272 mutual funds hold 4.9 million shares (27.5%) Data as of June 30, 2019 38

Key Strategic Initiatives

Operational Priorities Build core earnings capacityQuality loan growthLow cost deposit growthMaintain net interest margin Operational efficiencyExpense controlNoninterest revenue growthCompliance managementIncrease noninterest incomeWealth managementBrokerageLife insuranceContinuing focus on improving asset quality Liquidation of other real estate owned 40

CTBI’s Franchise Value History of solid investor returnsHistorically strong capital positionInvestor focused dividend policyDividend Achievers IndexConsistent financial performanceCommunity banking strategyEconomic diversity in the markets we serveStrong experienced management team and over 1,000 dedicated employeesOur shareholders 41