TRUPFinancial ServicesSmall-Cap

TRUPANION, INC. Insider Trading Activity

Every SEC Form 4 insider transaction reported for TRUPANION, INC. (TRUP), sourced directly from SEC EDGAR and updated as new filings are accepted.

Last updated:

Quick Answer

Are TRUP insiders buying or selling?

TRUPANION, INC. insiders reported 8 open-market buys ($3.3M) and 374 sells ($120.3M) across 382 Form 4 filings — a net selling position of $117.0M.

Source: SEC EDGAR Form 4

Key Statistics (as of Jul 1, 2026)

Total Form 4 filings
382
SEC EDGAR
Insider filers
21
Insider buys (8)
$3.3M
Insider sells (374)
$120.3M

Insider sentiment

Net selling

Net insider flow of $117.0M in net selling.

Recent TRUP insider transactions

DateInsiderRoleTypeSharesPriceValue
Jul 1, 2026John R GallagherChief Operating OfficerSale431$25.35$10.9K
Jun 9, 2026Steve WeinrauchEVP, North Am & Vet StrategySale6.7K$22.00$146.8K
Jun 2, 2026John R GallagherChief Operating OfficerSale3.6K$21.69$78.2K
May 28, 2026Margaret ToothCEOSale491$21.86$10.7K
May 28, 2026Fawwad QureshiChief Financial OfficerSale6.2K$22.18$137.0K
Apr 29, 2026John R GallagherChief Operating OfficerSale431$27.47$11.8K
Apr 2, 2026John R GallagherChief Operating OfficerSale430$25.47$11.0K
Mar 7, 2026Emily DreyerChief Revenue OfficerSale7.8K$28.15$219.3K
Mar 4, 2026Fawwad QureshiChief Financial OfficerSale2.8K$26.46$75.1K
Mar 4, 2026John R GallagherChief Operating OfficerSale5.3K$26.52$140.1K
Feb 28, 2026Fawwad QureshiChief Financial OfficerSale4.6K$25.61$119.0K
Feb 28, 2026Steve WeinrauchEVP, North Am & Vet StrategySale85$26.70$2.3K
Jan 29, 2026John R GallagherChief Operating OfficerSale430$31.67$13.6K
Dec 31, 2025John R GallagherChief Operating OfficerSale430$37.55$16.1K
Dec 23, 2025Margaret ToothCEOSale9.6K$37.88$363.8K
Dec 1, 2025John R GallagherChief Operating OfficerSale6.4K$34.82$222.3K
Nov 26, 2025Fawwad QureshiChief Financial OfficerSale6.2K$35.45$219.8K
Nov 26, 2025Margaret ToothCEOSale9.8K$35.31$346.1K
Oct 29, 2025Margaret ToothCEOSale8.9K$43.73$388.5K
Oct 1, 2025Margaret ToothCEOSale3.0K$41.88$124.0K
Sep 29, 2025Margaret ToothCEOSale9.0K$41.88$375.3K
Sep 5, 2025Darryl RawlingsDirectorSale50.0K$44.73$2.2M
Sep 4, 2025Fawwad QureshiChief Financial OfficerSale6.5K$45.15$291.3K
Aug 28, 2025Fawwad QureshiChief Financial OfficerSale2.8K$45.56$127.6K
Aug 26, 2025Brenna McgibneyChief Administration OfficerSale2.4K$45.17$108.0K

Showing the 25 most recent of 382 Form 4 filings for TRUPANION, INC..

Most active TRUP insiders

  • Darryl Rawlings118 filings
  • Margaret Tooth63 filings
  • Tricia Plouf38 filings
  • Gavin Friedman31 filings
  • Asher Bearman26 filings

Ask anything about TRUP insider activity

Use Trabud's AI agent to query TRUPANION, INC.'s Form 4 history in plain English — "Show me TRUP CEO purchases this year" or compare it against any other ticker.

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TRUP insider trading FAQ

Are TRUPANION, INC. insiders buying or selling?

Across 382 SEC Form 4 filings, TRUPANION, INC. (TRUP) insiders reported 8 open-market purchases totaling $3.3M and 374 sales totaling $120.3M. That is a net selling position of $117.0M.

How many insiders trade TRUP stock?

21 distinct insider filers — officers, directors, 10%+ owners, and investment groups filing jointly — have reported Form 4 transactions for TRUPANION, INC.. The most recent filing was accepted on Jul 1, 2026.

Where does Trabud get TRUP insider trading data?

All TRUP insider trading data comes directly from official SEC EDGAR Form 4 filings, which corporate insiders must submit within two business days of a transaction under Section 16(a) of the Securities Exchange Act of 1934.

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