InsiderTrades

Form 4 for TIPT TIPTREE INC.

Accepted 2025-09-17 00:00:00 ET · period of report 2025-09-15 · accession 0001193125-25-206158 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
D 2025-09-17 2025-09-15 TIPT Ilany Jonathan CEO, Dir M - OptEx $6.65 +351.2K 498.1K +239% +$2.34M
DM 2025-09-17 2025-09-15 TIPT Ilany Jonathan CEO, Dir F - Tax $23.70 -223.3K 274.7K -45% -$5.29M
D 2025-09-17 2025-09-15 TIPT Ilany Jonathan CEO, Dir M - OptEx $6.65 -351.2K 0 -100% -$2.34M

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2025-09-15 M A 351,155 $6.65 498,060 D — —
2 Common Common Stock 2025-09-15 F D 98,531 $23.70 399,529 D — — (F3) Represents the closing stock price as of the transaction date.
3 Common Common Stock 2025-09-15 F D 124,787 $23.70 274,742 D — — (F3) Represents the closing stock price as of the transaction date.
4 Derivative Employee Stock Option 2025-09-15 M D 351,155 $6.65 0 D $6.65 · 2017-02-22 to 2027-02-22 351,155 Common Stock (F5) On February 22, 2017, the Reporting Person was granted non-qualified stock options to purchase 351,155 shares of common stock of the Registrant at $6.65 per share, subject to the terms of a Stock Option Agreement. (F6) The option shares are fully vested and exercisable as of February 22, 2022.