ILANY JONATHAN

PrivateCIK: 1499150
Location

WINCHESTER CENTER, CT

ILANY JONATHAN (Chief Executive Officer) exercised options at TIPTREE INC.

Option exercise — a mechanical event triggered by vesting or expiry. Not a discretionary conviction trade.

M · 1 exercise
InsiderILANY JONATHANCIK 1499150
IssuerTIPTREE INC.CIK 1393726
DirectorOfficer· Chief Executive Officer
Since Dec 2018
-223.32K
Net shares
Net seller
$5.29M
Total sold
0
Open market trades
0B · 0S
4
Total transactions
351.15K acquired · 574.47K disposed
Non-Derivative Transactions3

Common Stock

Direct
M · Option Exercise

Shares

+351.15K

Price / share

$6.65

Trade value

$2.34M

% of position

239.0%
9/15/2025
146.91K498.06K

Common Stock

Direct
F · Tax Withholding

Shares

98.53K

Price / share

$23.70

Trade value

$2.34M

% of position

19.8%
9/15/2025
498.06K399.53K

Common Stock

Direct
F · Tax Withholding

Shares

124.79K

Price / share

$23.70

Trade value

$2.96M

% of position

31.2%
9/15/2025
399.53K274.74K
Total

Net shares

+127.84K

Net value

-$2.96M

Derivative Transactions1

Employee Stock Option

Direct
M · Option Exercise
Converts to

Common Stock

351.15K shares

Shares

351.15K

Strike price

6.65

Held after

0.00

Exercisable

9/15/2025
Non-Derivative Holdings (Post-Transaction)1

Common Stock

Indirect
Shares owned192.02K
Total
192.02K indirect192.02K
Derivative Holdings (Post-Transaction)0
No derivative holdings reported
ILANY JONATHAN — Insider Transaction (Form 4) Filed Sep 17, 2025 | Finecho