Form 4 for TRUP TRUPANION, INC.
Accepted 2025-08-27 00:00:00 ET · period of report 2025-05-22 · accession 0001371285-25-000222 · 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 | 2025-08-27 | 2025-05-22+ | TRUP | RAWLINGS DARRYL | Dir | M - OptEx | — | +15.0K | 24.0K | +168% | — |
| DM | 2025-08-27 | 2025-05-22+ | TRUP | RAWLINGS DARRYL | Dir | M - OptEx | $0.00 | -15.0K | 3,438 | -81% | $0 |
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 | 2025-08-22 | M | A | 313 | — | 24,269 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 2 | Common | Common Stock | 2025-08-25 | M | A | 946 | — | 25,215 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 3 | Common | Common Stock | 2025-05-22 | M | A | 945 | — | 651,878 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 4 | Common | Common Stock | 2025-05-22 | M | A | 312 | — | 650,933 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 5 | Common | Common Stock | 2025-05-22 | M | A | 6,250 | — | 650,621 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 6 | Common | Common Stock | 2025-08-22 | M | A | 6,250 | — | 23,956 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F2) Gives effect to transfer of 634,172 shares to a limited liability company, indirectly, wholly-owned by the reporting person and reporting person's spouse. |
| 7 | Derivative | Restricted Stock Unit (RSU) | 2025-05-22 | M | D | 945 | $0.00 | 2,838 | D | — · — to 2026-02-25 | 945 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F6) On February 28, 2022, the Reporting Person was granted 15,132 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. |
| 8 | Derivative | Restricted Stock Unit (RSU) | 2025-08-22 | M | D | 313 | $0.00 | 3,125 | D | — · — to 2028-02-22 | 313 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F5) On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. |
| 9 | Derivative | Restricted Stock Unit (RSU) | 2025-08-25 | M | D | 946 | $0.00 | 1,892 | D | — · — to 2026-02-25 | 946 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F6) On February 28, 2022, the Reporting Person was granted 15,132 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. |
| 10 | Derivative | Restricted Stock Unit (RSU) | 2025-08-22 | M | D | 6,250 | $0.00 | 12,500 | D | — · — to 2026-02-22 | 6,250 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F4) On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. |
| 11 | Derivative | Restricted Stock Unit (RSU) | 2025-05-22 | M | D | 6,250 | $0.00 | 18,750 | D | — · — to 2026-02-22 | 6,250 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F4) On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. |
| 12 | Derivative | Restricted Stock Unit (RSU) | 2025-05-22 | M | D | 312 | $0.00 | 3,438 | D | — · — to 2028-02-22 | 312 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F5) On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. |