Form 4 for TIPT TIPTREE INC.
Accepted 2025-09-04 00:00:00 ET · period of report 2025-09-02 · accession 0001499150-25-000005 · 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|
| DM | 2025-09-04 | 2025-09-02 | TIPT | Ilany Jonathan | CEO, Dir | M - OptEx | $5.69 | +150.7K | 203.5K | +286% | +$857.4K |
| DM | 2025-09-04 | 2025-09-02 | TIPT | Ilany Jonathan | CEO, Dir | F - Tax | $23.36 | -89.8K | 189.8K | -32% | -$2.10M |
| DM | 2025-09-04 | 2025-09-02 | TIPT | Ilany Jonathan | CEO, Dir | M - OptEx | $5.69 | -150.7K | 0 | -100% | -$857.4K |
Purchase Sale Sale after option exercise All abbreviations
Every reported transaction
| # | Table | Security | Date | Code | A/D | Shares | Price | Owned after | Own | Exercise / expiry | Underlying | Footnotes |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Common | Common Stock | 2025-09-02 | M | A | 137,038 | $5.67 | 223,035 | D | — | — | |
| 2 | Common | Common Stock | 2025-09-02 | F | D | 3,444 | $23.36 | 200,033 | D | — | — | (F3) Represents the closing stock price as of the transaction date. |
| 3 | Common | Common Stock | 2025-09-02 | M | A | 13,704 | $5.87 | 203,477 | D | — | — | |
| 4 | Common | Common Stock | 2025-09-02 | F | D | 53,128 | $23.36 | 146,905 | D | — | — | (F3) Represents the closing stock price as of the transaction date. |
| 5 | Common | Common Stock | 2025-09-02 | F | D | 33,262 | $23.36 | 189,773 | D | — | — | (F3) Represents the closing stock price as of the transaction date. |
| 6 | Derivative | Employee Stock Option | 2025-09-02 | M | D | 137,038 | $5.67 | 0 | D | $5.67 · — to 2026-01-04 | 137,038 Common Stock | (F6) On January 4, 2016, the Reporting Person was granted non-qualified stock options to purchase 137,038 shares of common stock of the Registrant at $5.67 per share, subject to the terms of a Stock Option Agreement. (F7) The option shares are fully vested and exercisable as of January 4, 2021. |
| 7 | Derivative | Employee Stock Option | 2025-09-02 | M | D | 13,704 | $5.87 | 0 | D | $5.87 · — to 2026-03-10 | 13,704 Common Stock | (F8) On March 10, 2016, the Reporting Person was granted non-qualified stock options to purchase 13,704 shares of common stock of the Registrant at $5.87 per share, subject to the terms of a Stock Option Agreement. (F9) The option shares are fully vested and exercisable as of March 10, 2021. |