The public view is the crawlable proof. The same sourced dataset is available through REST and MCP for agents, research scripts, and back-office tools.
| Date | Insider | Role | Action | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Aug 26, 2026 | Qureshi Fawwad | Chief Financial Officer | Sell(S) | 6K | $30.01 | $183K |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 45 | — | $0 |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 452 | — | $0 |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 28 | — | $0 |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Tax withholding(F) | 10 | $31.84 | $318 |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 45 | — | — |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Tax withholding(F) | 110 | $31.84 | $4K |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 452 | — | — |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Tax withholding(F) | 6 | $31.84 | $191 |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 28 | — | — |
| Aug 25, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 1K | — | $0 |
| Aug 25, 2026 | Tooth Margaret | CEO, Director | Sell(S) | 491 | $31.84 | $16K |
| Aug 25, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 1K | — | — |
| Aug 25, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 4K | — | $0 |
| Aug 25, 2026 | Qureshi Fawwad | Chief Financial Officer | Tax withholding(F) | 1K | $31.84 | $48K |
| Aug 25, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 4K | — | — |
| Aug 25, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 322 | — | $0 |
| Aug 25, 2026 | Wheeler Simon | EVP, Trupanion International | Tax withholding(F) | 161 | $31.84 | $5K |
| Aug 25, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 322 | — | — |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 27 | — | $0 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 338 | — | $0 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 17 | — | $0 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 31 | — | $0 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 234 | — | $0 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 14 | $31.84 | $446 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 27 | — | — |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 180 | $31.84 | $6K |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 338 | — | — |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 9 | $31.84 | $287 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 17 | — | — |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 16 | $31.84 | $509 |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 31 | — | — |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 125 | $31.84 | $4K |
| Aug 25, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 234 | — | — |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 354 | — | $0 |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 41 | — | $0 |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Tax withholding(F) | 86 | $31.84 | $3K |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 354 | — | — |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Tax withholding(F) | 9 | $31.84 | $287 |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 41 | — | — |
| Aug 25, 2026 | Bearman Asher | Chief Legal Officer | Option exercise(M) | 125 | — | $0 |
| Aug 25, 2026 | Bearman Asher | Chief Legal Officer | Tax withholding(F) | 40 | $31.84 | $1K |
| Aug 25, 2026 | Bearman Asher | Chief Legal Officer | Option exercise(M) | 125 | — | — |
| Aug 25, 2026 | Powell Bradley S | Director | Option exercise(M) | 2K | — | $0 |
| Aug 22, 2026 | Rawlings Darryl | Director | Option exercise(M) | 313 | — | $0 |
| Aug 22, 2026 | Rawlings Darryl | Director | Option exercise(M) | 313 | — | — |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 2K | — | $0 |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 3K | — | $0 |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 865 | — | $0 |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Tax withholding(F) | 505 | $31.76 | $16K |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 2K | — | — |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Tax withholding(F) | 810 | $31.76 | $26K |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 3K | — | — |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Tax withholding(F) | 210 | $31.76 | $7K |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | Option exercise(M) | 865 | — | — |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 8K | — | $0 |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 6K | — | $0 |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 3K | — | $0 |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 313 | — | $0 |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Tax withholding(F) | 3K | $31.76 | $102K |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 8K | — | — |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Tax withholding(F) | 2K | $31.76 | $78K |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 6K | — | — |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Tax withholding(F) | 1K | $31.76 | $38K |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 3K | — | — |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Tax withholding(F) | 123 | $31.76 | $4K |
| Aug 22, 2026 | Tooth Margaret | CEO, Director | Option exercise(M) | 313 | — | — |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 4K | — | $0 |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 5K | — | $0 |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 313 | — | $0 |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Tax withholding(F) | 2K | $31.76 | $56K |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 4K | — | — |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Tax withholding(F) | 2K | $31.76 | $67K |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 5K | — | — |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Tax withholding(F) | 124 | $31.76 | $4K |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | Option exercise(M) | 313 | — | — |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 938 | — | $0 |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 385 | — | $0 |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 528 | — | $0 |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Tax withholding(F) | 469 | $31.76 | $15K |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 938 | — | — |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Tax withholding(F) | 192 | $31.76 | $6K |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 385 | — | — |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Tax withholding(F) | 263 | $31.76 | $8K |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | Option exercise(M) | 528 | — | — |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 3K | — | $0 |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 2K | — | $0 |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 1K | — | $0 |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 1K | $31.76 | $45K |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 3K | — | — |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 1K | $31.76 | $32K |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 2K | — | — |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Tax withholding(F) | 669 | $31.76 | $21K |
| Aug 22, 2026 | McGibney Brenna | Chief Administration Officer | Option exercise(M) | 1K | — | — |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 2K | — | $0 |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 3K | — | $0 |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Tax withholding(F) | 373 | $31.76 | $12K |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 2K | — | — |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Tax withholding(F) | 713 | $31.76 | $23K |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | Option exercise(M) | 3K | — | — |
Insider transactions sourced from SEC EDGAR Form 4 filings, normalized within minutes of acceptance. "Buy"/"Sell" mark open-market transactions (codes P/S), the tradeable signal. Awards, option exercises and tax-withholding are shown with their raw code. All data is public domain.
Coverage: Form 4 filings indexed 2006-01-02 → 2026-08-28. Earlier history is backfilling; this window widens as it deepens.
Programmatic access via the Arkolith API & MCP server (insider.transactions, insider.company).
Connected pages for TRUP