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 · 2 exercises
InsiderILANY JONATHANCIK 1499150
IssuerTIPTREE INC.CIK 1393726
DirectorOfficer· Chief Executive Officer
Since Dec 2018
-89.83K
Net shares
Net seller
$2.10M
Total sold
0
Open market trades
0B · 0S
7
Total transactions
150.74K acquired · 240.58K disposed
Non-Derivative Transactions5

Common Stock

Direct
M · Option Exercise

Shares

+137.04K

Price / share

$5.67

Trade value

$777.01K

% of position

159.4%
9/2/2025
86K223.03K

Common Stock

Direct
F · Tax Withholding

Shares

33.26K

Price / share

$23.36

Trade value

$777K

% of position

14.9%
9/2/2025
223.03K189.77K

Common Stock

Direct
M · Option Exercise

Shares

+13.70K

Price / share

$5.87

Trade value

$80.44K

% of position

7.2%
9/2/2025
189.77K203.48K

Common Stock

Direct
F · Tax Withholding

Shares

3.44K

Price / share

$23.36

Trade value

$80.45K

% of position

1.7%
9/2/2025
203.48K200.03K

Common Stock

Direct
F · Tax Withholding

Shares

53.13K

Price / share

$23.36

Trade value

$1.24M

% of position

26.6%
9/2/2025
200.03K146.91K
Total

Net shares

+60.91K

Net value

-$1.24M

Derivative Transactions2

Employee Stock Option

Direct
M · Option Exercise
Converts to

Common Stock

137.04K shares

Shares

137.04K

Strike price

5.67

Held after

0.00

Exercisable

9/2/2025

Employee Stock Option

Direct
M · Option Exercise
Converts to

Common Stock

13.70K shares

Shares

13.70K

Strike price

5.87

Held after

0.00

Exercisable

9/2/2025
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 4, 2025 | Finecho