Investor PresentationFebruary 2018 Raymond James 2018 U.S. 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 2017 Annual Report on Form 10-K, Cautionary Statement Regarding Forward Looking Statements for additional information. 2

Total Assets $4.2 billionMarket Capitalization $885.4 millionCash Dividend Yield 2.64%P/E Ratio 16.0xPrice to Book Value 1.6xPrice to Tangible Book Value 1.9xTangible Common Equity Ratio 11.51%Competitive Position2nd largest Kentucky domiciled bank holding company #2 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, 2018 3 Key Metrics

4 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 Corporate History

Serving customers in 80 branch locations in 35 counties throughout Kentucky, Tennessee, and West Virginia, including 5 trust offices in Kentucky and Tennessee 5 Our Banking Franchise

Financial data as of June 30, 2018 6 Our Banking Franchise Central Region Eastern Region Northeastern RegionLoans - $679 million Loans - $963 million Loans - $364 millionDeposits - $830 million Deposits - $1.4 billion Deposits - $515 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 LendingLoans - $653 million Loans - $508 million Deposits - $749 million• Campbellsville CTIC• LaFollette Assets Under Management - $2.2 billion (including $0.6 billion CTB)• Middlesboro Revenues - $15.4 million annualized• Mt. Vernon • Ashland• Williamsburg • LaFollette • Lexington • Pikeville • Versailles

Assets in billionsRevenue in millions 7 Includes CTB portfolio Trust Assets Under Management &Trust Revenue Jun ’18 Revenue annualized

8 Banking Yrs. w/Name Position Experience CTBIJean R. Hale Chairman, President and CEO 49 years 49Mark A. Gooch CTB President and CEO 37 years 37Andy Waters CTIC President and CEO 31 years 14Kevin J. Stumbo EVP/Chief Financial Officer 31 years 23Steven E. Jameson EVP/Risk Manager 33 years 14James J. Gartner EVP/Chief Credit Officer 50 years (17 at OCC) 16James B. Draughn EVP/Operations 25 years 25Larry W. Jones EVP/C KY President 49 years 15Richard W. Newsom EVP/E KY President 35 years 35Ricky Sparkman EVP/SC KY/TN President 33 years 24D. Andrew Jones EVP/NE KY/WV President 31 years 31C. Wayne Hancock EVP/Senior Staff Attorney 9 years 9 Executive Management Team

9 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 Operational Philosophy

10 YTD 2018 2017 2016 2015 2014 EPS $1.55 $2.92 $2.70 $2.66 $2.50ROAA 1.33% 1.27% 1.21% 1.23% 1.18%ROAE 10.26% 9.93% 9.58% 9.97% 9.94%Net Int. Margin 3.63% 3.67% 3.70% 3.81% 3.92%Efficiency Ratio 62.67% 58.66% 58.54% 58.20% 59.12%Nonperforming Loans 0.69% 0.91% 0.93% 1.00% 1.42%Net Charge-offs 0.21% 0.24% 0.28% 0.25% 0.31%% of Average Assets:Noninterest Income 1.32% 1.18% 1.22% 1.24% 1.23%Noninterest Expense 2.96% 2.70% 2.73% 2.78% 2.88% All information is for the year ended December 31 except YTD 2018 which is for the six months ended June 30. Consistent Financial Performance

11 Earnings Review

EPS increased 20.2% from 2nd quarter 2017 to 2nd quarter 20182018 EPS goal - $3.32 to $3.40 per share 12 Earnings Per Share

(in millions) Net income increased 20.1% from 2nd quarter 2017 to 2nd quarter 2018$3.6 million accrual increase in the 2nd quarter 2018 for customer reimbursements related to a consent order with the Federal Reserve regarding two deposit add-on productsIncome tax rate change positively impacted earnings as our effective income tax rate for the six months ended June 30, 2018 was 16% compared to 28% for the six months ended June 30, 20172018 goal for net income - $58.8 to $60.2 million 13 Net Income

(in millions) Revenues increased 6.1% from 2nd quarter 2017 to 2nd quarter 20182018 goal for revenues - $188.9 to $194.6 million 14 Revenues Jun ‘18 annualized

YTD noninterest income increased 13.2% year over year for the six months ended June 30Increases in trust revenue, deposit service charges, loan related fees, and bank owned life insuranceDecrease in securities gains2018 goal for noninterest revenue – 25.0% to 27.0% of total revenue Noninterest Incomeas a % of Total Revenue (in millions) 15 Jun ‘18 annualized

YTD net interest revenue increased by 3.6% year over year for the six months ended June 30Net interest margin decreased 5 basis pointsAverage earning assets increased $155.5 million, or 4.2% (in millions) Net Interest Revenue 16 Jun ‘18 annualized

Net Interest Margin Pressure on the margin1-year cumulative gap position at 6/30/18 – (3.85)% % of assets repricingWithin 30 days 29.80%% of liabilities repricing Within 30 days 7.83%Within 90 days 20.88%Within 180 days 40.55% Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. 17

Net Noninterest Expenseas a % of Average Earning Assets Noninterest Expense & Efficiency Ratio (in millions) (in millions) Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. 18 Jun ’18 annualized

Return on Average Assets Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. 19

20 Balance Sheet Review

Total assets at 6/30/18 increased $69.0 million, or an annualized 3.4%, from 12/31/2017Loans increased $46.1 million or an annualized 3.0%Investment portfolio remained relatively flat to 12/31/17Deposits grew $50.5 million or an annualized 2.9%2018 goal for total assets - $4.15 to $4.32 billion (in billions) Total Assets 21

(in billions) Total Loans Loans increased $46.1 million, or an annualized 3.0%, from 12/31/172018 goal for total loans - $3.15 to $3.35 billion June 30, 2018 Loan PortfolioMix 22

Concentrations of Creditas a % of Total Loans June 30, 2018 * As a percentage of funded exposure 23

24 Indirect Lending (in millions) Jun ’18 annualized

Net Charge-offsas a % of Average Loans NonperformingLoansas a % of Total Loans Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. June 30, 2018 25

Nonperforming Assetsas a % of Total Assets Loan Loss Reserveas a % of Net Loans $30.3 million in other real estate owned Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 3/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. 26

Total Other Real Estate Owned Sales of foreclosed properties for the six months ended 6/30/18 totaled $3.3 millionNew bookings in the first six months of 2018 totaled $2.8 millionProperties under contract to sell at June 30, 2018 totaled $1.9 million (in millions) 27

(in billions) Total Depositsincluding Repurchase Agreements 2018 goal for total deposits including repurchase agreements - $3.47 to $3.61 billion Total Depositsincluding Repurchase Agreements June 30, 2018 28

29 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$205 million in Hoops CDs as of 6/30/18 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 2017 cash dividends increased 3.2%Dividend payout ratio at June 30, 2018 was 42.58%Desired level between 40% and 50%June 30, 2018 cash dividend yield was 2.64%Cash dividend increased 9.1 % to $0.36 per share effective October 1, 2018 31 * 2018 is projected DPS

Shareholders’ Equity (in millions) Shareholders’ equity has increased 28.7% during the past five years5.8% compound growth rate for the past five years2018 goal for shareholders’ equity - $552.6 to $575.2 million 5.8% 32

Book ValuePer Share Tangible Common Equity/Assets 33

Peer data obtained from SNL Financial; peer group consists of publicly traded regional bank holding companies with comparative asset size, as defined in our Proxy Statement. (in millions) Price to Tangible Book Value 2013 2014 2015 2016 2017 6/30/18 CTBI 2.06x 1.67x 1.50x 2.01x 1.79x 1.86x Peer 1.72x 1.72x 1.71x 1.83x 2.17x 2.48x 34 Total Market Capitalization All data is as of year-end except 2018 which is as of June 30, 2018.

5 Year Cumulative Total ReturnComparison of CTBI, NASDAQ Stock Market (U.S.), and NASDAQ Bank Stocks An investment in CTBI stock on December 31, 2012 would have underperformed the NASDAQ Stock Market (U.S.) and the NASDAQ Bank Stocks Index at December 31, 2017. 35

Comparison to Russell 2000 Indexof Small Cap Companies Return to Investors 3-, 5-, and 10-year total returns annualized June 30, 2018 36

Core Value Long-Term Investment 12 stock splits and 10 stock dividends38 years of consecutive increases in cash dividends5-year compound growth rate of cash dividends 2.7%Stock included in the NASDAQ Global Select Market, NASDAQ Dividend Achievers Index, and NASDAQ Bank Stock IndexRecognized as one of “America’s 50 Most Trustworthy Financial Companies” for four consecutive years and ranked 1st and 2nd in the “Small Cap” category in the years 2014 and 2015, respectively, and tied for 1st in the years 2016 and 2017CTBI shareholders include187 institutional investors (including CTIC – 9.8%) hold 10.6 million shares (57.0%)253 mutual funds hold 5.2 million shares (29.1%) Data as of June 30, 2018 37

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 ownedComplete requirements of consent order with Federal Reserve 39

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 40