TRUP (Trupanion, Inc.)
Insider Trading Activity
Every open-market purchase and sale reported by TRUP officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.
Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-09-15 | Margaret Tooth | CEO | Sell | — | — |
| 2026-09-01 | JOHN R GALLAGHER | Chief Operating Officer | Sell | — | — |
| 2026-08-26 | BRADLEY S POWELL | Director | M | — | — |
| 2026-08-26 | SIMON WHEELER | EVP, Trupanion International | MIXED | — | — |
| 2026-08-26 | DARRYL RAWLINGS | Director | M | — | — |
| 2026-08-26 | Fawwad Qureshi | Chief Financial Officer | MIXED | — | — |
| 2026-08-26 | JOHN R GALLAGHER | Chief Operating Officer | MIXED | — | — |
| 2026-08-26 | STEVE WEINRAUCH | EVP, North Am & Vet Strategy | MIXED | — | — |
| 2026-08-26 | Margaret Tooth | CEO | MIXED | — | — |
| 2026-08-26 | ASHER BEARMAN | Chief Legal Officer | MIXED | — | — |
| 2026-08-26 | BRENNA MCGIBNEY | Chief Administration Officer | MIXED | — | — |
| 2026-08-26 | HOWARD E RUBIN | Director | M | — | — |
| 2026-08-13 | Margaret Tooth | CEO | Sell | — | — |
| 2026-07-30 | JOHN R GALLAGHER | Chief Operating Officer | Sell | — | — |
| 2026-07-01 | JOHN R GALLAGHER | Chief Operating Officer | Sell | — | — |
| 2026-06-09 | STEVE WEINRAUCH | EVP, North Am & Vet Strategy | MIXED | — | — |
| 2026-06-01 | SIMON WHEELER | EVP, Trupanion International | M | — | — |
| 2026-06-01 | SIMON WHEELER | EVP, Trupanion International | M | — | — |
| 2026-06-01 | JOHN R GALLAGHER | Chief Operating Officer | Sell | — | — |
| 2026-05-27 | DARRYL RAWLINGS | Director | M | — | — |
| 2026-05-27 | HOWARD E RUBIN | Director | M | — | — |
| 2026-05-27 | BRADLEY S POWELL | Director | M | — | — |
| 2026-05-27 | JOHN R GALLAGHER | Chief Operating Officer | MIXED | — | — |
| 2026-05-27 | SIMON WHEELER | EVP, Trupanion International | MIXED | — | — |
| 2026-05-27 | Fawwad Qureshi | Chief Financial Officer | MIXED | — | — |
| 2026-05-27 | Margaret Tooth | CEO | MIXED | — | — |
| 2026-05-27 | ASHER BEARMAN | Chief Legal Officer | MIXED | — | — |
| 2026-05-27 | STEVE WEINRAUCH | EVP, North Am & Vet Strategy | MIXED | — | — |
| 2026-05-27 | BRENNA MCGIBNEY | Chief Administration Officer | MIXED | — | — |
| 2026-05-13 | BRADLEY S POWELL | Director | A | — | — |
| 2026-05-13 | HOWARD E RUBIN | Director | A | — | — |
| 2026-05-13 | ELIZABETH MCLAUGHLIN | Director | A | — | — |
| 2026-05-13 | Max Broden | Director | A | — | — |
| 2026-05-13 | Paulette R. Dodson | Director | A | — | — |
| 2026-05-08 | DARRYL RAWLINGS | Director | J | — | — |
| 2026-04-29 | JOHN R GALLAGHER | Chief Operating Officer | Sell | — | — |
| 2026-04-01 | JOHN R GALLAGHER | Chief Operating Officer | Sell | — | — |
| 2026-03-06 | EMILY DREYER | Chief Revenue Officer | Sell | — | — |
| 2026-03-03 | Fawwad Qureshi | Chief Financial Officer | Sell | — | — |
| 2026-03-03 | JOHN R GALLAGHER | Chief Operating Officer | Sell | — | — |
| 2026-02-27 | DARRYL RAWLINGS | Director | M | — | — |
| 2026-02-27 | ASHER BEARMAN | Chief Legal Officer | MIXED | — | — |
| 2026-02-27 | EMILY DREYER | Chief Revenue Officer | MIXED | — | — |
| 2026-02-27 | STEVE WEINRAUCH | EVP, North Am & Vet Strategy | MIXED | — | — |
| 2026-02-27 | SIMON WHEELER | EVP, Trupanion International | MIXED | — | — |
| 2026-02-27 | Margaret Tooth | CEO | MIXED | — | — |
| 2026-02-27 | BRENNA MCGIBNEY | Chief Administration Officer | MIXED | — | — |
| 2026-02-27 | JOHN R GALLAGHER | Chief Operating Officer | MIXED | — | — |
| 2026-02-27 | Fawwad Qureshi | Chief Financial Officer | MIXED | — | — |
| 2026-02-24 | SIMON WHEELER | EVP, Trupanion International | MIXED | — | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| — | 10%+ Owner | 3,866,555 | — |
| — | 10%+ Owner | 3,064,240 | — |
| — | 10%+ Owner | 2,723,620 | — |
| — | 10%+ Owner | 1,999,990 | — |
| — | Director | 1,460,491 | — |
| — | 10%+ Owner | 421,918 | — |
| — | 10%+ Owner | 305,315 | — |
| — | 10%+ Owner | 235,731 | — |
| — | Director | 233,148 | — |
| — | Director | 225,040 | — |
| — | 10%+ Owner | 208,598 | — |
| — | CEO | 185,952 | — |
| — | Director | 154,534 | — |
| — | Director | 95,116 | — |
| — | EVP, North Am & Vet Strategy | 81,440 | — |
| — | Director | 76,747 | — |
| — | Chief Legal Officer | 72,432 | — |
| — | EVP, Pricing | 41,023 | — |
| — | Chief Revenue Officer | 35,627 | — |
| — | Chief Operating Officer | 33,742 | — |
| — | Pres., American Pet Insurance | 33,053 | — |
| — | Director | 30,775 | — |
| — | EVP, Trupanion International | 24,889 | — |
| — | Director | 23,640 | — |
| — | Chief Member Exper. Officer | 21,970 | — |
Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.
Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.
Full filing history and per-insider positions are on the TRUP quote page; the site-wide leaderboard is on the insider transactions hub.