Arif Inayatullah - Sep 1, 2022 Form 4 Insider Report for TIPTREE INC. (TIPT)

Role: 10%+ Owner
Signature: /s/ Neil C. Rifkind, as Attorney-in-fact for Arif Inayatullah
Stock symbol: TIPT
Transactions as of: Sep 1, 2022
Transactions value $: $0
Form type: 4
Date filed: 9/1/2022, 02:50 PM
Previous filing: Jun 28, 2022
Next filing: Feb 9, 2023

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
holding	TIPT	Common Stock						3.54M	Sep 1, 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
transaction	TIPT	January 2016 Stock Option	Award	$0	+26.2K		$0.00	26.2K	Sep 1, 2022	Common Stock	26.2K	$5.67	Direct	F1, F2, F3
transaction	TIPT	March 2016 Stock Option	Award	$0	+2.62K		$0.00	2.62K	Sep 1, 2022	Common Stock	2.62K	$5.87	Direct	F2, F4, F5
transaction	TIPT	February 2017 Stock Option	Award	$0	+62.9K		$0.00	62.9K	Sep 1, 2022	Common Stock	62.9K	$6.65	Direct	F2, F6, F7

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

Explanation of Responses:

Id	Content
F1	The reporting person is a partner in Corvid Peak Holdings, L.P. ("Corvid Peak") and received these stock options from Corvid Peak in a pro rata distribution in accordance with the reporting person's partnership interests in such entity. Corvid Peak received these stock options on January 4, 2016 as incentive compensation approved by the Issuer's Compensation, Nominating and Governance Committee for Michael Barnes's services as Executive Chairman of the Issuer under a Transition Services Agreement between Corvid Peak and the Issuer.
F2	Exercise of these stock options is from the grant date.
F3	The Stock Option will expire on the earlier of (1) January 4, 2026 and (2) the date of the termination of Michael Barnes's service with the Registrant for Cause (as defined in the Stock Option Agreement) or Michael Barnes's voluntary termination of service with the Registrant.
F4	The reporting person is a partner in Corvid Peak Holdings, L.P. ("Corvid Peak") and received these stock options from Corvid Peak in a pro rata distribution in accordance with the reporting person's partnership interests in such entity. Corvid Peak received these stock options on March 10, 2016 as incentive compensation approved by the Issuer's Compensation, Nominating and Governance Committee for Michael Barnes's services as Executive Chairman of the Issuer under a Transition Services Agreement between Corvid Peak and the Issuer.
F5	The Stock Option will expire on the earlier of (1) March 10, 2026 and (2) the date of the termination of Michael Barnes's service with the Registrant for Cause (as defined in the Stock Option Agreement) or Michael Barnes's voluntary termination of service with the Registrant.
F6	The reporting person is a partner in Corvid Peak Holdings, L.P. ("Corvid Peak") and received these stock options from Corvid Peak in a pro rata distribution in accordance with the reporting person's partnership interests in such entity. Corvid Peak received these stock options on February 22, 2017 as incentive compensation approved by the Issuer's Compensation, Nominating and Governance Committee for Michael Barnes's services as Executive Chairman of the Issuer under a Transition Services Agreement between Corvid Peak and the Issuer.
F7	The Stock Option will expire on the earlier of (1) February 22, 2027 and (2) the date of the termination of Michael Barnes's service with the Registrant for Cause (as defined in the Stock Option Agreement) or Michael Barnes's voluntary termination of service with the Registrant.