12 insiders reported 483 Form 4 transactions for TRUPANION, INC. (TRUP) over the past 18 months (most recent 2026-08-13). Recent activity: Tooth Margaret (CEO) Sell 978 shares, GALLAGHER JOHN R (Chief Operating Officer) Sell 431 shares, 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. Source: SEC Form 4.
| Date | Insider | Title | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-08-13 | Tooth Margaret | CEO | Sell | 978 | $28,411 |
| 2026-07-30 | GALLAGHER JOHN R | Chief Operating Officer | Sell | 431 | $10,809 |
| 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 |
| 2026-05-27 | GALLAGHER JOHN R | Chief Operating Officer | Buy | 865 | $0 |
| 2026-05-27 | RAWLINGS DARRYL | Director | Buy | 312 | $0 |
| 2026-05-27 | RUBIN HOWARD E | Director | Buy | 106 | $0 |
| 2026-05-27 | BEARMAN ASHER | Chief Legal Officer | Buy | 265 | $0 |
| 2026-05-27 | Qureshi Fawwad | Chief Financial Officer | Buy | 312 | $0 |
| 2026-05-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Buy | 2,932 | $0 |
| 2026-05-27 | POWELL BRADLEY S | Director | Buy | 639 | $0 |
| 2026-05-27 | WHEELER SIMON | EVP, Trupanion International | Buy | 937 | $0 |
| 2026-05-27 | Tooth Margaret | CEO | Buy | 312 | $0 |
| 2026-05-27 | MCGIBNEY BRENNA | Chief Administration Officer | Buy | 1,250 | $0 |
| 2026-05-27 | RUBIN HOWARD E | Director | Buy | 106 | $0 |
| 2026-05-27 | BEARMAN ASHER | Chief Legal Officer | Sell | 85 | $1,868 |
| 2026-05-27 | WHEELER SIMON | EVP, Trupanion International | Sell | 440 | $9,671 |
| 2026-05-27 | WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Sell | 713 | $15,672 |
| 2026-05-27 | Qureshi Fawwad | Chief Financial Officer | Sell | 124 | $2,726 |
| 2026-05-27 | GALLAGHER JOHN R | Chief Operating Officer | Sell | 210 | $4,616 |
| 2026-05-27 | Tooth Margaret | CEO | Sell | 122 | $2,682 |
| 2026-05-27 | MCGIBNEY BRENNA | Chief Administration Officer | Sell | 669 | $14,705 |
| 2026-05-27 | RUBIN HOWARD E | Director | Buy | 106 | $0 |
Source: SEC Form 4 filings · as of 2026-08-13