X0306 4 2020-05-01 0 0001290677 Turning Point Brands, Inc. TPB 0001660246 Wexler Lawrence 393 CARTER STREET CANAAN CT 06840 1 1 0 0 President and CEO Common Stock 2020-05-01 4 P 0 1500 22.83 A 352970 D Options 2020 14.85 2030-03-18 Common Stock 20000 20000 D Options (2019) 47.58 2029-03-20 Common Stock 35500 35500 D Options (2018) 21.21 2028-03-07 Common Stock 26500 26500 D Options (2017) 15.41 2027-05-17 Common Stock 16819 16819 D Options (2014) 3.83 2024-08-08 Common Stock 4695 4695 D The options vested and became exercisable as to 50% of the underlying shares on August 8, 2014, 25% of the underlying shares on August 8, 2015 and 25% of the underlying shares on August 8, 2016. The options vest and become exercisable as to 34% of the underlying shares on January 1, 2018, 33% of the underlying shares on January 1, 2019 and 33% of the underlying shares on January 1, 2020. The options vest and become exercisable as to 34% of the underlying shares on January 1, 2019, 33% of the underlying shares on January 1, 2020 and 33% of the underlying shares on January 1, 2021. Granted pursuant to the issuer's 2006 Equity Incentive Plan. Granted pursuant to the issuer's 2015 Equity Incentive Plan. The options vest and become exercisable as to 34% of the underlying shares on January 1, 2020, 33% of the underlying shares on January 1, 2021 and 33% of the underlying shares on January 1, 2022. The options vest and become exercisable as to 34% of the underlying shares on January 1, 2021, 33% of the underlying shares on January 1, 2022 and 33% of the underlying shares on January 1, 2023. Weighted average sale price. On 05/01/2020, the reporting person purchased the shares within a range of $22.80 to $22.86. The reporting person will provide, upon request by the Commission Staff, the issuer, or a security holder of the issuer, full information regarding the number of shares purchased at each separate price. /s/ Lawrence Wexler 2020-05-04