Form 4 for TRUP TRUPANION, INC.
Accepted 2026-05-27 21:40:50 ET · period of report 2026-05-22 · accession 0001371285-26-000133 · 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 | 2026-05-27 21:40 | 2026-05-22+ | TRUP | BEARMAN ASHER | CLO | M - OptEx | — | +2,609 | 72.3K | +4% | — |
| DM | 2026-05-27 21:40 | 2026-05-22+ | TRUP | BEARMAN ASHER | CLO | F - Tax | $21.97 | -844 | 72.2K | -1% | -$18.5K |
| DM | 2026-05-27 21:40 | 2026-05-22+ | TRUP | BEARMAN ASHER | CLO | M - OptEx | $0.00 | -2,609 | 625 | -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 | 2026-05-22 | M | A | 265 | — | 70,744 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 2 | Common | Common Stock | 2026-05-22 | F | D | 85 | $21.98 | 70,659 | D | — | — | (F2) This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person. |
| 3 | Common | Common Stock | 2026-05-22 | M | A | 8 | — | 70,667 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 4 | Common | Common Stock | 2026-05-22 | F | D | 2 | $21.98 | 70,665 | D | — | — | (F2) This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person. |
| 5 | Common | Common Stock | 2026-05-22 | M | A | 379 | — | 71,044 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 6 | Common | Common Stock | 2026-05-22 | F | D | 122 | $21.98 | 70,922 | D | — | — | (F2) This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person. |
| 7 | Common | Common Stock | 2026-05-22 | M | A | 1,832 | — | 72,754 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 8 | Common | Common Stock | 2026-05-22 | F | D | 595 | $21.98 | 72,159 | D | — | — | (F2) This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person. |
| 9 | Common | Common Stock | 2026-05-25 | M | A | 125 | — | 72,284 | D | — | — | (F1) Restricted stock units convert into common stock on a one-for-one basis. |
| 10 | Common | Common Stock | 2026-05-25 | F | D | 40 | $21.86 | 72,244 | D | — | — | (F2) This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person. |
| 11 | Derivative | Restricted Stock Unit (RSU) | 2026-05-22 | M | D | 265 | $0.00 | 796 | D | — · — to 2027-02-22 | 265 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F3) On February 27, 2025, the reporting person was granted 2,122 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, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. (F3) On February 27, 2025, the reporting person was granted 2,122 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, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. |
| 12 | Derivative | Restricted Stock Unit (RSU) | 2026-05-22 | M | D | 8 | $0.00 | 27 | D | — · — to 2027-02-22 | 8 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F4) On February 27, 2025, the reporting person was granted 70 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, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. (F4) On February 27, 2025, the reporting person was granted 70 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, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. |
| 13 | Derivative | Restricted Stock Unit (RSU) | 2026-05-22 | M | D | 379 | $0.00 | 1,895 | D | — · — to 2027-08-22 | 379 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F5) On August 15, 2025, the reporting person was granted 3,032 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on November 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. (F5) On August 15, 2025, the reporting person was granted 3,032 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on November 22, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. |
| 14 | Derivative | Restricted Stock Unit (RSU) | 2026-05-22 | M | D | 1,832 | $0.00 | 12,824 | D | — · — to 2028-02-22 | 1,832 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F6) On February 20, 2026, the reporting person was granted 14,656 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, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. (F6) On February 20, 2026, the reporting person was granted 14,656 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, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. |
| 15 | Derivative | Restricted Stock Unit (RSU) | 2026-05-25 | M | D | 125 | $0.00 | 625 | D | — · — to 2027-08-25 | 125 Common Stock | (F1) Restricted stock units convert into common stock on a one-for-one basis. (F7) On August 14, 2023, the Reporting Person was granted 1,999 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 August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. (F7) On August 14, 2023, the Reporting Person was granted 1,999 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 August 25, 2024, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. |