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

Role: Chief Operating Officer
Signature: /s/ Graham Purdy
Stock symbol: TPB
Transactions as of: Feb 3, 2022
Transactions value $: $206,641
Form type: 4
Date filed: 2/7/2022, 03:59 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	$304K	+8.97K	+6.88%	$33.92	139K	Feb 3, 2022	Direct	F9
transaction	TPB	Common Stock	Tax liability	-$97.6K	-2.88K	-2.07%	$33.92	136K	Feb 3, 2022	Direct

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)						9K	Feb 3, 2022	Common Stock	9K	$51.75	Direct	F3, F8
holding	TPB	Options (2020)						11K	Feb 3, 2022	Common Stock	11K	$14.85	Direct	F3, F7
holding	TPB	Options (2019)						5.5K	Feb 3, 2022	Common Stock	5.5K	$47.58	Direct	F3, F6
holding	TPB	Options (2018)						8.9K	Feb 3, 2022	Common Stock	8.9K	$21.21	Direct	F3, F5
holding	TPB	Options (2017)						5K	Feb 3, 2022	Common Stock	5K	$15.41	Direct	F3, F4
holding	TPB	Options (2014)						5.22K	Feb 3, 2022	Common Stock	5.22K	$3.83	Direct	F1, F2

* 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	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.
F3	Granted pursuant to the issuer's 2015 Equity Incentive Plan.
F4	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.
F5	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.
F6	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.
F7	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.
F8	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.
F9	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.