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

2018 Key Metrics Total Assets $4.2 billionMarket Capitalization $702.4 millionCash Dividend Yield 3.64%P/E Ratio 11.8xPrice to Book Value 1.2xPrice to Tangible Book Value 1.4xTangible Common Equity Ratio 12.06%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 December 31, 2018 3

Our Banking Franchise Central Region Eastern Region Northeastern RegionLoans - $675 million Loans - $961 million Loans - $368 millionDeposits - $836 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• WinchesterSouth Central Region Indirect LendingLoans - $668 million Loans - $534 million Deposits - $754 million• Campbellsville CTIC• LaFollette Assets Under Management - $2.0 billion (including $0.6 billion CTB)• Middlesboro Revenues - $14.8 million• Mt. Vernon • Williamsburg • Ashland • LaFollette • Lexington • Pikeville • Versailles Financial data as of December 31, 2018 4

Trust Assets Under Management & Trust Revenue Includes CTB portfolio Assets in billionsRevenue in millions 5

2018 Performance

2018 Performance Summary Goals ResultsEarnings $58.8 - $60.2 million $59.2 millionEPS $3.32 - $3.40 per share $3.35 per shareROAA 1.41% - 1.44% 1.41%ROAE 10.72% - 10.97% 10.83%Assets $4.15 - $4.32 billion $4.20 billionLoans $3.15 - $3.35 billion $3.21 billionDeposits $3.47 - $3.61 billion $3.54 billionShareholders’ equity $552.6 - $575.2 million $564.2 million 7

Shareholder Value

Dividends Per Share 2018 cash dividends increased 6.2%Dividend payout ratio for 2018 was 41.22%Desired level between 40% and 50%December 31, 2018 cash dividend yield was 3.64%Cash dividend increased to $0.36 per share effective October 1, 2018 9

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) 10 6.5%

Book Value Per Share Tangible Common Equity/Assets 11

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) 12 Price to Tangible Book Value 2014 2015 2016 2017 2018 CTBI 1.67x 1.50x 2.01x 1.79x 1.41x Peer 1.72x 1.71x 1.83x 2.17x 1.96x

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. 13

Comparison to Russell 2000 Indexof Small Cap Companies 3-, 5-, and 10-year total returns annualized Return to Investors 14 December 31, 2018

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 3.6%Stock included in the NASDAQ Global Select Market, NASDAQ Dividend Achievers Index, and NASDAQ Bank Stock IndexCTBI shareholders include187 institutional investors (including CTIC – 10.0%) hold 10.9 million shares (57.8%)287 mutual funds hold 5.1 million shares (28.6%) Data as of December 31, 2018 15

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 16

Earnings Review

Earnings Per Share EPS increased 14.7% from 2017 to 20182019 EPS goal - $3.45 to $3.52 per share 18

Return on Average Assets Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. 19

Net Income Net income increased 15.0% from 2017 to 20182019 goal for net income - $61.3 to $62.6 million (in millions) 20

Revenues 2018 revenues increased 4.4% from 20172019 goal for revenues - $189.0 to $194.7 million (in millions) 21

Noninterest Incomeas a % of Total Revenue 2018 noninterest income increased 7.1% from 2017Increases in trust revenue, deposit service charges, and bank owned life insurance income2019 goal for noninterest revenue – 23.0% to 26.0% of total revenue (in millions) 22

Net Interest Revenue 2018 net interest revenue increased by 3.5% from 2017Net interest margin decreased 1 basis pointAverage earning assets increased $114.5 million, or 3.0% (in millions) 23

Net Interest Margin Pressure on the margin1-year cumulative gap position at 12/31/18 – (10.04)% Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. % of assets repricingWithin 30 days 28.84%% of liabilities repricing Within 30 days 42.44%Within 90 days 47.76%Within 180 days 51.50% 24

Net Noninterest Expenseas a % of Average Earning Assets Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. (in millions) 25 Noninterest Expense & Efficiency Ratio (in millions)

Balance Sheet Review

Total Assets Total assets at 12/31/18 increased $65.4 million, or 1.6%, from 12/31/17Loans increased $85.7 million or 2.7%Investment portfolio increased $9.1 million or 1.6%Deposits increased $31.0 million or 0.9%2019 goal for total assets - $4.20 to $4.46 billion (in billions) 27

Total Loans Total loans at 12/31/18 increased 2.7% from 12/31/17Loan production for the year totaled $0.8 billion2019 goal for total loans - $3.31 to $3.45 billion (in billions) 28 Loan Portfolio Mix December 31, 2018

Concentrations of Creditas a % of Total Loans December 31, 2018 * As a percentage of funded exposure 29

Net Charge-offsas a % of Average Loans Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2018 for bank holding companies with consolidated assets of $3 billion to $10 billion. December 31, 2018 30 Nonperforming Loansas a % of Total Loans

Nonperforming Assetsas a % of Total Assets $27.3 million in other real estate owned 31 Loan Loss Reserveas a % of Net Loans Peer data obtained from the Federal Reserve Bank Holding Company Performance Report as of 12/31/2018 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 12/31/18 $7.7 millionNew bookings in 2018 $5.5 millionProperties under contract to sell $3.3 million (in millions) 32

Total Depositsincluding Repurchase Agreements 2019 goal for total deposits including repurchase agreements - $3.56 to $3.71 billion (in billions) 33 Total Depositsincluding Repurchase Agreements December 31, 2018

1st Quarter 2019 Review

Key Metrics – 1st Quarter 2019 Total Assets $4.3 billionMarket Capitalization $729.5 millionCash Dividend Yield 3.51%P/E Ratio 12.1xPrice to Book Value 1.3xPrice to Tangible Book Value 1.4xTangible Common Equity Ratio 12.05% Financial data as of March 31, 2019 35

Earnings Per Share 36

Net Income Net interest income decreased 0.8% from prior quarter, but increased 4.0% from prior year 1st quarterNet interest margin at 3.70% increased 2 basis points from prior quarter and 5 basis points from prior year 1st quarterAverage earnings assets increased $29.4 million from prior quarter and $96.2 million from prior year 1st quarterProvision for loan losses decreased $1.6 million from prior quarter and $0.8 million for prior year 1st quarterTax expense increased $1.0 million due to recognition of our Kentucky deferred tax liability at March 31, 2019, as a result of the legislation transitioning banks from a bank franchise tax to the Kentucky corporate income tax beginning in 2021. 37 (in millions)

Noninterest Income $1.2 million decrease in bank owned life insurance revenueDecreases in deposit service charges, trust revenue, and loan related fees year over year, offset by a positive variance in securities gains and miscellaneous income (in millions) 38

Noninterest Expense Q-O-QIncrease in personnel expenseIncreases in salaries, bonuses and related taxesDecrease in group medical and life insuranceY-O-YIncrease in personnel expenseIncreases in salaries and other employee benefitsDecrease in group medical and life insurance (in millions) 39

Total Assets Total assets at 3/31/19 increased $111.7 million, or an annualized 10.8%, during the first quarterLoans decreased $18.9 millionInvestment portfolio increased $5.5 millionDeposits increased $81.9 million (in billions) 40

Total Loans Loan portfolio decreased at an annualized rate of 2.4% during the quarterLoans increase from prior year first quarter 2.3% (in billions) 41

Total Depositsincluding Repurchase Agreements Deposits, including repurchase agreements, increased an annualized 9.4% from prior quarter and 1.6% from prior year first quarter (in billions) 42

Nonperforming Loansas a % of Total Loans 43

Nonperforming Assetsas a % of Total Assets 44

Net Charge-offsas a % of Average Loans (annualized) 45

Efficiency Ratio 46

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 48

CTBI: 2019 Outlook Net Income $61.3 - $62.6 millionEarnings Per Share $3.45 - $3.52 per shareROAA 1.44% - 1.47% ROAE 10.57% - 10.79% Assets $4.20 - $4.46 billionLoans $3.31 - $3.45 billionDeposits $3.56 - $3.71 billionShareholders’ Equity $584.0 - $607.8 million 49

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. 50