Brittani Cushman - Feb 3, 2022 Form 4 Insider Report for Turning Point Brands, Inc. (TPB)

Role: Sr VP, General Counsel
Signature: /s/ Brittani Cushman
Stock symbol: TPB
Transactions as of: Feb 3, 2022
Transactions value $: $98,979
Form type: 4
Date filed: 2/7/2022, 04:01 PM
Previous filing: Oct 29, 2021
Next filing: Mar 16, 2022

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	TPB	Common Stock	Award	$152K	+4.49K	+751.26%	$33.92	5.08K	Feb 3, 2022	Direct	F8
transaction	TPB	Common Stock	Tax liability	-$53.2K	-1.57K	-30.83%	$33.92	3.52K	Feb 3, 2022	Direct
holding	TPB	Common Stock						407	Feb 3, 2022	By Spouse	F1

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 (2021)						7K	Feb 3, 2022	Common Stock	7K	$51.75	Direct	F2, F3
holding	TPB	Options (2020)						6K	Feb 3, 2022	Common Stock	6K	$14.85	Direct	F2, F4
holding	TPB	Options (2019)						4.8K	Feb 3, 2022	Common Stock	4.8K	$47.58	Direct	F2, F5
holding	TPB	Options (2018)						4.5K	Feb 3, 2022	Common Stock	4.5K	$21.21	Direct	F2, F6
holding	TPB	Options (2017)						3.25K	Feb 3, 2022	Common Stock	3.25K	$15.41	Direct	F2, F7
holding	TPB	Options (2017)						20K	Feb 3, 2022	Common Stock	20K	$13.00	Direct	F2, F7

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

Explanation of Responses:

Id	Content
F1	The reporting person disclaims beneficial ownership of these securities, and the inclusion of these securities in this report shall not be deemed an admission of beneficial ownership for purposes of Section 16 or for any other purpose.
F2	Granted pursuant to the issuer's 2015 Equity Incentive Plan
F3	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.
F4	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.
F5	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.
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, 2018, 33% of the underlying shares on January 1, 2019 and 33% of the underlying shares on January 1, 2020.
F8	Represents shares issued upon settlement of performance restricted stock units granted to the reporting person in March 2017. The compensation committee of the Board of Directors determined that the performance criteria were met on February 3, 2021.