TRUP insider trading — Trupanion, Inc.
Over the last 90 days, insiders at Trupanion, Inc. (TRUP) made 0 open-market purchases worth $0 and 2 open-market sales worth $199K, making them net sellers by $199K. The largest sale was by Qureshi Fawwad (Chief Financial Officer), who sold 6,111 shares for $183K on Aug 26, 2026.
Updated Oct 16, 2026.
Recent TRUP insider transactions
Every Form 4 filed by Trupanion, Inc. officers, directors and 10% owners in the last 90 days, newest first. P = open-market purchase, S = open-market sale; other codes are awards, option exercises, tax withholding or gifts.
| Trade date | Insider | Role | Type | Ownership | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|---|
| Oct 9, 2026 | Tooth Margaret | CEO | S · Sale · 10b5-1 | Direct | 1,000 | $25.84 | $26K | Form 4 |
| Sep 28, 2026 | Gallagher John R | Chief Operating Officer | S · Sale · 10b5-1 | Direct | 431 | $22.92 | $10K | Form 4 |
| Sep 11, 2026 | Tooth Margaret | CEO | S · Sale · 10b5-1 | Direct | 1,000 | $25.00 | $25K | Form 4 |
| Aug 28, 2026 | Gallagher John R | Chief Operating Officer | S · Sale · 10b5-1 | Direct | 3,604 | $29.70 | $107K | Form 4 |
| Aug 25, 2026 | Bearman Asher | Chief Legal Officer | M · Option exercise | Direct | 125 | — | — | Form 4 |
| Aug 25, 2026 | Bearman Asher | Chief Legal Officer | F · Tax withholding | Direct | 40 | $31.84 | $1K | Form 4 |
| Aug 22, 2026 | Powell Bradley S | Director | M · Option exercise | Direct | 1,640 | — | — | Form 4 |
| Aug 22, 2026 | Bearman Asher | Chief Legal Officer | M · Option exercise | Direct | 2,485 | — | — | Form 4 |
| Aug 22, 2026 | Bearman Asher | Chief Legal Officer | F · Tax withholding | Direct | 801 | $31.76 | $25K | Form 4 |
| Aug 22, 2026 | Rubin Howard E | Director | M · Option exercise | Direct | 420 | — | — | Form 4 |
| Aug 26, 2026 | Qureshi Fawwad | Chief Financial Officer | S · Sale | Direct | 6,111 | $30.01 | $183K | Form 4 |
| Aug 25, 2026 | Tooth Margaret | CEO | M · Option exercise | Direct | 1,250 | — | — | Form 4 |
| Aug 25, 2026 | Tooth Margaret | CEO | S · Sale | Direct | 491 | $31.84 | $16K | Form 4 |
| Aug 25, 2026 | Qureshi Fawwad | Chief Financial Officer | M · Option exercise | Direct | 3,750 | — | — | Form 4 |
| Aug 25, 2026 | Qureshi Fawwad | Chief Financial Officer | F · Tax withholding | Direct | 1,497 | $31.84 | $48K | Form 4 |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | M · Option exercise | Direct | 395 | — | — | Form 4 |
| Aug 25, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | F · Tax withholding | Direct | 95 | $31.84 | $3K | Form 4 |
| Aug 25, 2026 | Wheeler Simon | EVP, Trupanion International | M · Option exercise | Direct | 322 | — | — | Form 4 |
| Aug 25, 2026 | Wheeler Simon | EVP, Trupanion International | F · Tax withholding | Direct | 161 | $31.84 | $5K | Form 4 |
| Aug 25, 2026 | Mcgibney Brenna | Chief Administration Officer | M · Option exercise | Direct | 647 | — | — | Form 4 |
| Aug 25, 2026 | Mcgibney Brenna | Chief Administration Officer | F · Tax withholding | Direct | 344 | $31.84 | $11K | Form 4 |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | M · Option exercise | Direct | 525 | — | — | Form 4 |
| Aug 25, 2026 | Gallagher John R | Chief Operating Officer | F · Tax withholding | Direct | 126 | $31.84 | $4K | Form 4 |
| Aug 22, 2026 | Rawlings Darryl | Director | M · Option exercise | Direct | 313 | — | — | Form 4 |
| Aug 22, 2026 | Tooth Margaret | CEO | M · Option exercise | Direct | 17,792 | — | — | Form 4 |
| Aug 22, 2026 | Tooth Margaret | CEO | F · Tax withholding | Direct | 7,000 | $31.76 | $222K | Form 4 |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | M · Option exercise | Direct | 9,996 | — | — | Form 4 |
| Aug 22, 2026 | Qureshi Fawwad | Chief Financial Officer | F · Tax withholding | Direct | 3,989 | $31.76 | $127K | Form 4 |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | M · Option exercise | Direct | 4,464 | — | — | Form 4 |
| Aug 22, 2026 | Weinrauch Steve | EVP, North Am & Vet Strategy | F · Tax withholding | Direct | 1,086 | $31.76 | $34K | Form 4 |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | M · Option exercise | Direct | 1,851 | — | — | Form 4 |
| Aug 22, 2026 | Wheeler Simon | EVP, Trupanion International | F · Tax withholding | Direct | 924 | $31.76 | $29K | Form 4 |
| Aug 22, 2026 | Mcgibney Brenna | Chief Administration Officer | M · Option exercise | Direct | 5,783 | — | — | Form 4 |
| Aug 22, 2026 | Mcgibney Brenna | Chief Administration Officer | F · Tax withholding | Direct | 3,094 | $31.76 | $98K | Form 4 |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | M · Option exercise | Direct | 6,269 | — | — | Form 4 |
| Aug 22, 2026 | Gallagher John R | Chief Operating Officer | F · Tax withholding | Direct | 1,525 | $31.76 | $48K | Form 4 |
| Aug 11, 2026 | Tooth Margaret | CEO | S · Sale · 10b5-1 | Direct | 978 | $29.05 | $28K | Form 4 |
| Jul 28, 2026 | Gallagher John R | Chief Operating Officer | S · Sale · 10b5-1 | Direct | 431 | $25.08 | $11K | Form 4 |
TRUP insider trading FAQ
Are insiders buying TRUP stock?
Not on the open market. In the last 90 days, Trupanion, Inc. insiders made no open-market purchases, and 2 open-market sales totaling $199K. Purchases with the insider's own money are generally seen as a stronger signal than sales, which happen for many reasons (taxes, diversification, planned 10b5-1 sales).
Who are the insiders trading TRUP?
Recent sellers: Qureshi Fawwad, Tooth Margaret.
Where does TRUP insider trading data come from?
Every transaction comes from SEC Form 4 filings on EDGAR. Company officers, directors and 10% owners must file a Form 4 within two business days of buying or selling. InsiderBolt reads these filings directly from the SEC.
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Insider trading data is for informational purposes only and is not investment advice. Filings can be amended; always confirm details on SEC EDGAR.