15 insiders reported 504 Form 4 transactions for TRUPANION, INC. (TRUP) over the past 18 months (most recent 2026-07-01). Recent activity: GALLAGHER JOHN R (Chief Operating Officer) Sell 431 shares, WEINRAUCH STEVE (EVP, North Am & Vet Strategy) Buy 8,500 shares, WEINRAUCH STEVE (EVP, North Am & Vet Strategy) Sell 6,674 shares, GALLAGHER JOHN R (Chief Operating Officer) Sell 3,603 shares, RAWLINGS DARRYL (Director) Buy 1,359 shares. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-07-01 | GALLAGHER JOHN R | Chief Operating Officer | Sell | 431 | $10,926 |
| 2026-06-09 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Buy | 8,500 | $131,410 |
| 2026-06-09 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Sell | 6,674 | $146,828 |
| 2026-06-01 | GALLAGHER JOHN R | Chief Operating Officer | Sell | 3,603 | $78,153 |
| 2026-05-08 | RAWLINGS DARRYL | Director | Buy | 1,359 | $0 |
| 2026-03-06 | DREYER EMILY | Chief Revenue Officer | Sell | 7,792 | $219,345 |
| 2026-03-03 | GALLAGHER JOHN R | Chief Operating Officer | Sell | 5,283 | $140,105 |
| 2026-03-03 | Qureshi Fawwad | Chief Financial Officer | Sell | 2,837 | $75,067 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Buy | 17 | $0 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Sell | 124 | $3,311 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Buy | 31 | $0 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Sell | 16 | $427 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Buy | 233 | $0 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Sell | 9 | $240 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Buy | 338 | $0 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Sell | 180 | $4,806 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Buy | 27 | $0 |
| 2026-02-27 | MCGIBNEY BRENNA | Chief Administration Officer | Sell | 14 | $374 |
| 2026-02-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Buy | 531 | $0 |
| 2026-02-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Sell | 129 | $3,444 |
| 2026-02-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Buy | 41 | $0 |
| 2026-02-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Sell | 9 | $240 |
| 2026-02-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Buy | 353 | $0 |
| 2026-02-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Sell | 85 | $2,270 |
| 2026-02-27 | BEARMAN ASHER | Chief Legal Officer | Buy | 180 | $0 |
Source: SEC Form 4 filings · as of 2026-07-01