TRUPANION, INC. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Date |
|---|---|---|---|---|---|---|
| GALLAGHER JOHN R | Chief Operating Officer | Sale | 430 | $37.55 | $16,146 | Dec 29, 2025 |
| Tooth Margaret | CEO | Sale | 8,000 | $37.88 | $303,040 | Dec 19, 2025 |
| GALLAGHER JOHN R | Chief Operating Officer | Sale | 6,383 | $34.82 | $222,256 | Nov 28, 2025 |
| MCGIBNEY BRENNA | Chief Administration Officer | Tax Withholding | 125 | $35.36 | $4,420 | Nov 25, 2025 |
| GALLAGHER JOHN R | Chief Operating Officer | Option Exercise | 29 | — | — | Nov 25, 2025 |
| WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Tax Withholding | 9 | $35.36 | $318 | Nov 25, 2025 |
| RAWLINGS DARRYL | — | Option Exercise | 946 | — | — | Nov 25, 2025 |
| DREYER EMILY | Chief Revenue Officer | Option Exercise | 343 | — | — | Nov 25, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Sale | 6,202 | $35.45 | $219,861 | Nov 25, 2025 |
| WHEELER SIMON | EVP, Trupanion International | Option Exercise | 975 | — | — | Nov 25, 2025 |
| Tooth Margaret | CEO | Option Exercise | 8,000 | $8.93 | $71,440 | Nov 25, 2025 |
| GALLAGHER JOHN R | Chief Operating Officer | Option Exercise | 3,460 | — | — | Nov 24, 2025 |
| RAWLINGS DARRYL | — | Option Exercise | 6,250 | — | — | Nov 24, 2025 |
| Tooth Margaret | CEO | Tax Withholding | 2,459 | $35.40 | $87,049 | Nov 24, 2025 |
| WHEELER SIMON | EVP, Trupanion International | Option Exercise | 528 | — | — | Nov 24, 2025 |
| POWELL BRADLEY S | — | Option Exercise | 629 | — | — | Nov 24, 2025 |
| RUBIN HOWARD E | — | Option Exercise | 106 | — | — | Nov 24, 2025 |
| DREYER EMILY | Chief Revenue Officer | Tax Withholding | 547 | $35.40 | $19,364 | Nov 24, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Tax Withholding | 122 | $35.40 | $4,319 | Nov 24, 2025 |
| MCGIBNEY BRENNA | Chief Administration Officer | Tax Withholding | 1,006 | $35.40 | $35,612 | Nov 24, 2025 |
| WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Option Exercise | 2,931 | — | — | Nov 24, 2025 |
| RAWLINGS DARRYL | — | Option Exercise | 2,000 | $14.95 | $29,900 | Nov 20, 2025 |
| Tooth Margaret | CEO | Option Exercise | 6,000 | $8.93 | $53,580 | Oct 27, 2025 |
| Tooth Margaret | CEO | Sale | 2,961 | $41.88 | $124,007 | Sep 25, 2025 |
| Tooth Margaret | CEO | Option Exercise | 6,000 | $8.93 | $53,580 | Sep 25, 2025 |
| RAWLINGS DARRYL | — | Sale | 19,631 | $44.79 | $879,272 | Sep 4, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Sale | 6,451 | $45.15 | $291,263 | Sep 2, 2025 |
| DREYER EMILY | Chief Revenue Officer | Tax Withholding | 360 | $45.83 | $16,499 | Aug 25, 2025 |
| WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Option Exercise | 41 | — | — | Aug 25, 2025 |
| Tooth Margaret | CEO | Tax Withholding | 1,284 | $45.83 | $58,846 | Aug 25, 2025 |
| WHEELER SIMON | EVP, Trupanion International | Option Exercise | 974 | — | — | Aug 25, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Option Exercise | 3,750 | — | — | Aug 25, 2025 |
| GALLAGHER JOHN R | Chief Operating Officer | Option Exercise | 28 | — | — | Aug 25, 2025 |
| MCGIBNEY BRENNA | Chief Administration Officer | Tax Withholding | 9 | $45.83 | $412 | Aug 25, 2025 |
| RAWLINGS DARRYL | — | Option Exercise | 6,250 | — | — | Aug 22, 2025 |
| WEINRAUCH STEVE | EVP, North Am & Vet Strategy | Tax Withholding | 713 | $46.63 | $33,247 | Aug 22, 2025 |
| Tooth Margaret | CEO | Option Exercise | 12,170 | — | — | Aug 22, 2025 |
| GALLAGHER JOHN R | Chief Operating Officer | Option Exercise | 2,570 | — | — | Aug 22, 2025 |
| DREYER EMILY | Chief Revenue Officer | Tax Withholding | 547 | $46.63 | $25,507 | Aug 22, 2025 |
| WHEELER SIMON | EVP, Trupanion International | Option Exercise | 527 | — | — | Aug 22, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Tax Withholding | 2,342 | $46.63 | $109,207 | Aug 22, 2025 |
| Tooth Margaret | CEO | Option Exercise | 200 | $7.78 | $1,556 | Jun 6, 2025 |
| MCGIBNEY BRENNA | Chief Administration Officer | Tax Withholding | 724 | $46.63 | $33,760 | Jun 2, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Sale | 2,534 | $48.31 | $122,418 | May 29, 2025 |
| GALLAGHER JOHN R | Chief Operating Officer | Sale | 4,000 | $47.90 | $191,600 | May 29, 2025 |
| GALLAGHER JOHN R | Chief Operating Officer | Tax Withholding | 10 | $47.78 | $478 | May 28, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Sale | 828 | $45.53 | $37,699 | May 27, 2025 |
| Qureshi Fawwad | Chief Financial Officer | Option Exercise | 3,750 | — | — | May 25, 2025 |
| MCGIBNEY BRENNA | Chief Administration Officer | Option Exercise | 18 | — | — | May 25, 2025 |
| WHEELER SIMON | EVP, Trupanion International | Option Exercise | 321 | — | — | May 25, 2025 |