๐Ÿ•ต๏ธ Trupanion, Inc. ($TRUP)

SEC insider & ownership activity, last 12 months ยท CIK 1371285 ยท every row links its SEC filing

Over the last 12 months insiders sold $5.4M with no open-market buying against it. Rawlings Darryl sold $2.2M in discretionary trades (Sep). 1 planned sale is pending, the largest $11K (John Gallagher). No red-flag 8-Ks in the window.

๐Ÿšจ 1 signal active โ€” planned-vs-executed verdicts, pre-event flags, and cluster context live in the API and the alerts bot.
Aug 2025: net -$128K Sep 2025: net -$2.7M Oct 2025: net -$388K Nov 2025: net -$788K Dec 2025: net -$380K Jan 2026: net -$14K Mar 2026: net -$230K Mar 2026: net -$230K Apr 2026: net -$12K May 2026: net -$226K Jun 2026: net -$158K Jul 2026: net +$0
Monthly net open-market insider flow, last 12 months (up = net buying)

Insider flow

0 buyers, $0 (0 lots) ยท 7 sellers, $5.4M (29 lots)

InsiderBuysBoughtSellsSoldLast
Rawlings Darryl0โ€“ 2$2.2MSep 4, 2025
Tooth Margaret0โ€“ 8$1.2MMay 25, 2026
Fawwad Qureshi0โ€“ 7$970KMay 27, 2026
John R. Gallagher0โ€“ 8$504KJun 29, 2026
Emily Dreyer0โ€“ 1$219KMar 4, 2026
Steve A Weinrauch0โ€“ 2$149KJun 5, 2026
McGibney Brenna0โ€“ 1$108KJun 2, 2025

5%+ holders

HolderStakeClassScheduleEvent
Felix Holdings BV 9.9% 13GFeb 24, 2026 filing โ†—

Planned insider sales (Form 144)

SellerPlannedApprox. sale date
John Gallagher$11KJul 28, 2026 filing โ†—
John Gallagher$11KJun 29, 2026 filing โ†—
Steve A Weinrauch$147KJun 5, 2026 filing โ†—
John Gallagher$78KMay 28, 2026 filing โ†—
Fawwad Qureshi$137KMay 27, 2026 filing โ†—
John Gallagher$12KApr 28, 2026 filing โ†—
John Gallagher$11KMar 30, 2026 filing โ†—
Emily Dreyer$219KMar 4, 2026 filing โ†—
John Gallagher$140KFeb 27, 2026 filing โ†—
Fawwad Qureshi$75KFeb 27, 2026 filing โ†—
Fawwad Qureshi$119KFeb 25, 2026 filing โ†—
John Gallagher$14KJan 28, 2026 filing โ†—
John Gallagher$16KDec 29, 2025 filing โ†—
Margaret R Tooth$364KDec 19, 2025 filing โ†—
John Gallagher$222KNov 28, 2025 filing โ†—
Fawwad Qureshi$220KNov 26, 2025 filing โ†—
Margaret R Tooth$346KNov 25, 2025 filing โ†—
Margaret Tooth$388KOct 27, 2025 filing โ†—
Margaret Tooth$375KSep 25, 2025 filing โ†—
Rawlings Darryl$1.4MSep 4, 2025 filing โ†—
Rawlings Darryl$878KSep 3, 2025 filing โ†—
Fawwad Qureshi$291KSep 2, 2025 filing โ†—
Fawwad Qureshi$128KAug 26, 2025 filing โ†—

Material events (8-K)

ItemEvent date
Shareholder vote (5.07)Jun 10, 2026 filing โ†—
Earnings (2.02)Apr 30, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Apr 30, 2026 filing โ†—
Officer/director changes (5.02)Apr 22, 2026 filing โ†—
Reg FD disclosure (7.01)Apr 22, 2026 filing โ†—
Earnings (2.02)Feb 12, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Feb 12, 2026 filing โ†—
Material agreement (1.01)Nov 4, 2025 filing โ†—
Agreement terminated (1.02)Nov 4, 2025 filing โ†—
Earnings (2.02)Nov 4, 2025 filing โ†—
New financial obligation (2.03)Nov 4, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Nov 4, 2025 filing โ†—
Officer/director changes (5.02)Oct 30, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Oct 30, 2025 filing โ†—
Earnings (2.02)Aug 7, 2025 filing โ†—