Jonathan Ilany Tiptree Inc. (TIPT) insider trading activity

Jonathan Ilany is Chief Executive Officer of TIPTREE INC.. Currently has a direct ownership of 274,742 shares of TIPT, which is worth approximately $5.36 Million. The most recent transaction as insider was on Sep 15, 2025, when has been sold 223,318 shares (Common Stock) at a price of $23.7 per share, resulting in proceeds of $5,292,636. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 275K

219.48% 3M change

Infinity% 12M change

Total Value Held $5.36 Million

Jonathan Ilany Transaction History

Date	Transaction	Value	Shares Traded	Shares Held
Sep 15 2025	SELL Payment of exercise price or tax liability	$5,292,636 $23.7 p/Share	223,318 Reduced 44.84%	274,742 Common Stock
Sep 15 2025	BUY Exercise of conversion of derivative security	$2,335,180 $6.65 p/Share	351,155 Added 41.35%	498,060 Common Stock
Sep 02 2025	SELL Payment of exercise price or tax liability	$2,098,522 $23.36 p/Share	89,834 Reduced 37.95%	146,905 Common Stock
Sep 02 2025	BUY Exercise of conversion of derivative security	$869,781 $5.77 p/Share	150,742 Added 42.56%	203,477 Common Stock
Feb 25 2025	SELL Payment of exercise price or tax liability	$1,425,474 $21.67 p/Share	65,781 Reduced 43.34%	85,997 Common Stock
Feb 25 2025	BUY Grant, award, or other acquisition	-	151,778 Added 50.0%	151,778 Common Stock
Oct 17 2024	SELL Bona fide gift	-	200,000 Reduced 100.0%	0 Common Stock
Oct 17 2024	BUY Exercise of conversion of derivative security	-	200,000 Added 50.0%	200,000 Common Stock
Jan 09 2024	SELL Bona fide gift	-	17,863 Reduced 100.0%	0 Common Stock
Nov 22 2021	SELL Bona fide gift	-	100,000 Reduced 84.84%	17,863 Common Stock
Nov 22 2021	BUY Exercise of conversion of derivative security	-	100,000 Added 45.9%	117,863 Common Stock

Jonathan Ilany

Chief Executive Officer

New York, NY

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