Barnes Michael Gene - 01 Jun 2022 Form 4 Insider Report for TIPTREE INC. (TIPT)

Role: Executive Chairman, Director, 10%+ Owner
Signature: /s/ Neil C. Rifkind, as Attorney-in-fact for Michael Barnes
Issuer symbol: TIPT
Transactions as of: 01 Jun 2022
Net transactions value: $0
Form type: 4
Filing time: 02 Jun 2022, 16:16:18 UTC
Previous filing: 30 Mar 2022
Next filing: 01 Sep 2022
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	TIPT	Common Stock	Options Exercise	$6,782,544	+979,146	+11%	$6.93	9,702,095	01 Jun 2022	Direct	F1
holding	TIPT	Common Stock						8,722,949	01 Jun 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	Tiptree Inc. warrant 2022	Options Exercise	$6,782,544	-979,146	-100%	$6.93	0	01 Jun 2022	Common Stock	979,146	$6.93	Direct	F1
holding	TIPT	Tiptree Inc. warrant 2022						979,146	01 Jun 2022	Common Stock	979,146	$6.93	Direct	F2, F3

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

Explanation of Responses:

Id	Content
F1	On June 1, 2022, the Reporting Person exercised the 2022 Warrants at the adjusted exercise price of $6.927. Tiptree received cash proceeds of $6,782,544.34 from the exercise of the 2022 Warrants.
F2	Per the terms of these warrants, the exercise price was adjusted from $6.954 to $6.927, as a result of the quarterly dividend paid by Tiptree Inc. on May 31, 2022.
F3	Per the terms of these warrants, the number of shares exercisable was adjusted from 975,379.29 to 979,146 as a result of the quarterly dividend paid by Tiptree Inc. on May 31, 2022.