Graham Purdy - 15 May 2023 Form 4 Insider Report for Turning Point Brands, Inc. (TPB)

Role: President and CEO, Director
Signature: /s/ Graham Purdy
Issuer symbol: TPB
Transactions as of: 15 May 2023
Transactions value $: $20,781
Form type: 4
Filing time: 15 May 2023, 21:21:30 UTC
Previous filing: 09 May 2023
Next filing: 05 Feb 2024
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	TPB	Common Stock	Purchase	$20.8K	+1K	+0.58%	$20.78	175K	15 May 2023	Direct	F11, F12

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
holding	TPB	Options (2022)						12K	15 May 2023	Common Stock	12K	$30.46	Direct	F2, F10
holding	TPB	Options (2021)						9K	15 May 2023	Common Stock	9K	$51.75	Direct	F4, F9
holding	TPB	Options (2020)						11K	15 May 2023	Common Stock	11K	$14.85	Direct	F4, F8
holding	TPB	Options (2019)						5.5K	15 May 2023	Common Stock	5.5K	$47.58	Direct	F4, F7
holding	TPB	Options (2018)						8.9K	15 May 2023	Common Stock	8.9K	$21.21	Direct	F4, F6
holding	TPB	Options (2017)						5K	15 May 2023	Common Stock	5K	$15.41	Direct	F4, F5
holding	TPB	Options (2014)						5.22K	15 May 2023	Common Stock	5.22K	$3.83	Direct	F1, F3

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	Granted pursuant to the issuer's 2006 Equity Plan
F2	Granted pursuant to the issuer's 2021 Equity Incentive Plan.
F3	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.
F4	Granted pursuant to the issuer's 2015 Equity Incentive Plan.
F5	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.
F6	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.
F7	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.
F8	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.
F9	The options vest and become exercisable as to 34% of the underlying shares on January 1, 2022, 33% of the underlying shares on January 1, 2023, and 33% of the underlying shares on January 1, 2024.
F10	The options vest and become exercisable as to 34% of the underlying shares on January 1, 2023, 33% of the underlying shares on January 1, 2024, and 33% of the underlying shares on January 1, 2025.
F11	The total reported in Column 5 includes 29,466 restricted stock units and 145,346 shares of common stock.
F12	Weighted average sale price. On 05/15/2023, the reporting person purchased the shares within a range of $20.74 to $20.79. 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