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TRUPANION INC (TRUP) — insider trading

Financials · NASDAQ

TRUPANION INC (TRUP) has 261 reported SEC Form 4 insider transactions in our data, including 5 open-market sales among the most recent 100 (latest 2026-09-28).

Recent Form 4 transactions

Showing the 100 most recent of 261 recorded transactions. See all on SEC EDGAR →

DateInsiderRoleTypeSharesPriceValueFiling
2026-09-28 GALLAGHER JOHN R Officer (Chief Operating Officer) Open-market sale 431 $22.92 $9.9K Form 4
2026-09-11 Tooth Margaret Director, Officer (CEO) Open-market sale 1,000 $25.00 $25.0K Form 4
2026-08-28 GALLAGHER JOHN R Officer (Chief Operating Officer) Open-market sale 3,604 $29.70 $107.0K Form 4
2026-08-26 Qureshi Fawwad Officer (Chief Financial Officer) Open-market sale 6,111 $30.01 $183.4K Form 4
2026-08-25 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion (derivative) 354 — $0 Form 4
2026-08-25 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion (derivative) 41 — $0 Form 4
2026-08-25 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Shares withheld for taxes / exercise cost 86 $31.84 $2.7K Form 4
2026-08-25 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion 354 — — Form 4
2026-08-25 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Shares withheld for taxes / exercise cost 9 $31.84 $287 Form 4
2026-08-25 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion 41 — — Form 4
2026-08-25 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion (derivative) 322 — $0 Form 4
2026-08-25 WHEELER SIMON Officer (EVP, Trupanion International) Shares withheld for taxes / exercise cost 161 $31.84 $5.1K Form 4
2026-08-25 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion 322 — — Form 4
2026-08-25 Tooth Margaret Director, Officer (CEO) Option exercise / conversion (derivative) 1,250 — $0 Form 4
2026-08-25 Tooth Margaret Director, Officer (CEO) Open-market sale 491 $31.84 $15.6K Form 4
2026-08-25 Tooth Margaret Director, Officer (CEO) Option exercise / conversion 1,250 — — Form 4
2026-08-25 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion (derivative) 3,750 — $0 Form 4
2026-08-25 Qureshi Fawwad Officer (Chief Financial Officer) Shares withheld for taxes / exercise cost 1,497 $31.84 $47.7K Form 4
2026-08-25 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion 3,750 — — Form 4
2026-08-25 POWELL BRADLEY S Director Option exercise / conversion (derivative) 1,640 — $0 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 27 — $0 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 338 — $0 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 17 — $0 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 31 — $0 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 234 — $0 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 14 $31.84 $446 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion 27 — — Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 180 $31.84 $5.7K Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion 338 — — Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 9 $31.84 $287 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion 17 — — Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 16 $31.84 $509 Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion 31 — — Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 125 $31.84 $4.0K Form 4
2026-08-25 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion 234 — — Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Option exercise / conversion (derivative) 45 — $0 Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Option exercise / conversion (derivative) 452 — $0 Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Option exercise / conversion (derivative) 28 — $0 Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Shares withheld for taxes / exercise cost 10 $31.84 $318 Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Option exercise / conversion 45 — — Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Shares withheld for taxes / exercise cost 110 $31.84 $3.5K Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Option exercise / conversion 452 — — Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Shares withheld for taxes / exercise cost 6 $31.84 $191 Form 4
2026-08-25 GALLAGHER JOHN R Officer (Chief Operating Officer) Option exercise / conversion 28 — — Form 4
2026-08-25 BEARMAN ASHER Officer (Chief Legal Officer) Option exercise / conversion (derivative) 125 — $0 Form 4
2026-08-25 BEARMAN ASHER Officer (Chief Legal Officer) Shares withheld for taxes / exercise cost 40 $31.84 $1.3K Form 4
2026-08-25 BEARMAN ASHER Officer (Chief Legal Officer) Option exercise / conversion 125 — — Form 4
2026-08-22 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion (derivative) 1,533 — $0 Form 4
2026-08-22 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion (derivative) 2,931 — $0 Form 4
2026-08-22 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Shares withheld for taxes / exercise cost 373 $31.76 $11.8K Form 4
2026-08-22 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion 1,533 — — Form 4
2026-08-22 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Shares withheld for taxes / exercise cost 713 $31.76 $22.6K Form 4
2026-08-22 WEINRAUCH STEVE Officer (EVP, North Am & Vet Strategy) Option exercise / conversion 2,931 — — Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion (derivative) 938 — $0 Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion (derivative) 385 — $0 Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion (derivative) 528 — $0 Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Shares withheld for taxes / exercise cost 469 $31.76 $14.9K Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion 938 — — Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Shares withheld for taxes / exercise cost 192 $31.76 $6.1K Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion 385 — — Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Shares withheld for taxes / exercise cost 263 $31.76 $8.4K Form 4
2026-08-22 WHEELER SIMON Officer (EVP, Trupanion International) Option exercise / conversion 528 — — Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion (derivative) 8,187 — $0 Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion (derivative) 6,250 — $0 Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion (derivative) 3,042 — $0 Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion (derivative) 313 — $0 Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Shares withheld for taxes / exercise cost 3,221 $31.76 $102.3K Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion 8,187 — — Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Shares withheld for taxes / exercise cost 2,459 $31.76 $78.1K Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion 6,250 — — Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Shares withheld for taxes / exercise cost 1,197 $31.76 $38.0K Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion 3,042 — — Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Shares withheld for taxes / exercise cost 123 $31.76 $3.9K Form 4
2026-08-22 Tooth Margaret Director, Officer (CEO) Option exercise / conversion 313 — — Form 4
2026-08-22 RUBIN HOWARD E Director Grant / award / vesting (derivative) 140 — $0 Form 4
2026-08-22 RUBIN HOWARD E Director Grant / award / vesting (derivative) 140 — $0 Form 4
2026-08-22 RUBIN HOWARD E Director Grant / award / vesting (derivative) 140 — $0 Form 4
2026-08-22 RUBIN HOWARD E Director Option exercise / conversion 140 — — Form 4
2026-08-22 RUBIN HOWARD E Director Option exercise / conversion 140 — — Form 4
2026-08-22 RUBIN HOWARD E Director Option exercise / conversion 140 — — Form 4
2026-08-22 RAWLINGS DARRYL Director Option exercise / conversion (derivative) 313 — $0 Form 4
2026-08-22 RAWLINGS DARRYL Director Option exercise / conversion 313 — — Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion (derivative) 4,435 — $0 Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion (derivative) 5,248 — $0 Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion (derivative) 313 — $0 Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Shares withheld for taxes / exercise cost 1,770 $31.76 $56.2K Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion 4,435 — — Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Shares withheld for taxes / exercise cost 2,095 $31.76 $66.5K Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion 5,248 — — Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Shares withheld for taxes / exercise cost 124 $31.76 $3.9K Form 4
2026-08-22 Qureshi Fawwad Officer (Chief Financial Officer) Option exercise / conversion 313 — — Form 4
2026-08-22 POWELL BRADLEY S Director Option exercise / conversion 1,640 — — Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 2,652 — $0 Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 1,881 — $0 Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion (derivative) 1,250 — $0 Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 1,419 $31.76 $45.1K Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion 2,652 — — Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 1,006 $31.76 $32.0K Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Option exercise / conversion 1,881 — — Form 4
2026-08-22 MCGIBNEY BRENNA Officer (Chief Administration Officer) Shares withheld for taxes / exercise cost 669 $31.76 $21.2K Form 4

Ask the chat about TRUP's insider activity →

Transaction types are the SEC Form 4 codes: open-market purchases (P) and sales (S) are the only rows that reflect open-market conviction. Awards/vesting (A), option exercises (M/X/C), shares withheld for taxes (F) and gifts (G) are compensation or mechanical, not buying or selling on the open market. Sales may be planned and non-discretionary (e.g. a Rule 10b5-1 plan); open-market buying is not a recommendation to buy. Informational only — not financial advice.

Source: SEC EDGAR Form 3/4/5. See the full company profile: TRUPANION INC (TRUP).

Last updated 2026-09-28 (most recent filing date).

Informational only — NOT financial advice. Insider filings are sourced from SEC EDGAR and shown with their reported dates.