Form4insider filings, from the source

Company · CIK 0001371285 · SIC 6324 — Hospital & Medical Service Plans · Nasdaq

TRUPANION, INC. · TRUP

Insider activity reported against this company. All insider holders · On EDGAR ↗

1M3M6M1Y2YAll datashares as filed — not split-adjusted
Open-market buys & salesbuys $0 · 0sales $528k · 8net −$528k
$10k$10k$100k$100k$1M$1MbuyssalesMar 28Apr 27May 28Jun 28Jul 29Aug 28Sep 28

Reported at this company — common stock

TradeReported (ET)InsiderSharesAvg priceTotalOwned afterΔ stakeFlags
Sep 11, 2026 SForm 4 →Sep 15, 6:55 pm EDTMargaret ToothCEO, Director1,000$25.00$25,000185,952−0.53%10b5-1
Aug 28, 2026 SForm 4 →Sep 1, 7:37 pm EDTJohn R GallagherChief Operating Officer3,604$29.70$107,03933,742−9.65%10b5-1
Aug 26, 2026 SForm 4 →Aug 26, 6:56 pm EDTFawwad QureshiChief Financial Officer6,111$30.01$183,3914,230−59.1%
Aug 25, 2026 SForm 4 →Aug 26, 6:56 pm EDTMargaret ToothCEO, Director491$31.84$15,633186,952−0.26%
Aug 22, 2026 MForm 4 →Aug 26, 6:57 pm EDTHoward E RubinDirector420——233,288— late
Aug 22, 2026 MForm 4 →Aug 26, 6:57 pm EDTBradley S PowellDirector1,640——3,546— late
Aug 22, 2026 FMForm 4 →Aug 26, 6:57 pm EDTAsher BearmanChief Legal Officer3,451$31.76$26,71374,013— late
Aug 22, 2026 FMForm 4 →Aug 26, 6:56 pm EDTSteve WeinrauchEVP, North Am & Vet Strategy6,040$31.77$37,51681,740— late
Aug 22, 2026 FMForm 4 →Aug 26, 6:56 pm EDTBrenna McGibneyChief Administration Officer9,868$31.77$109,21814,437— late
Aug 22, 2026 FMForm 4 →Aug 26, 6:56 pm EDTSimon WheelerEVP, Trupanion International3,258$31.77$34,47225,327— late
Aug 22, 2026 FMForm 4 →Aug 26, 6:56 pm EDTFawwad QureshiChief Financial Officer19,232$31.78$174,35510,341— late
Aug 22, 2026 FMForm 4 →Aug 26, 6:56 pm EDTMargaret ToothCEO, Director26,042$31.76$222,320187,443— late
Aug 22, 2026 FMForm 4 →Aug 26, 6:56 pm EDTJohn R GallagherChief Operating Officer8,445$31.77$52,44637,346— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTDarryl RawlingsDirector313——25,151— late
Aug 11, 2026 SForm 4 →Aug 13, 6:44 pm EDTMargaret ToothCEO, Director978$29.05$28,411175,401−0.55%10b5-1
Jul 28, 2026 SForm 4 →Jul 30, 5:44 pm EDTJohn R GallagherChief Operating Officer431$25.08$10,80932,203−1.32%10b5-1
Jun 29, 2026 SForm 4 →Jul 1, 7:09 pm EDTJohn R GallagherChief Operating Officer431$25.35$10,92632,634−1.30%10b5-1
Jun 5, 2026 SForm 4 →Jun 9, 7:28 pm EDTSteve WeinrauchEVP, North Am & Vet Strategy6,674$22.00$146,82878,062−7.88%
Jun 5, 2026 MForm 4 →Jun 9, 7:28 pm EDTSteve WeinrauchEVP, North Am & Vet Strategy8,500$15.46$131,41084,736—

Reported at this company — derivatives (options, RSUs, warrants)

TradeReported (ET)InsiderSharesAvg priceTotalOwned afterΔ stakeFlags
Aug 25, 2026 MForm 4 →Aug 26, 6:57 pm EDTBradley S PowellDirector1,640——4,923—
Aug 22, 2026 AForm 4 →Aug 26, 6:57 pm EDTHoward E RubinDirector420——422— late
Aug 22, 2026 MForm 4 →Aug 26, 6:57 pm EDTAsher BearmanChief Legal Officer2,610——500— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTSteve WeinrauchEVP, North Am & Vet Strategy4,859——1,414— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTBrenna McGibneyChief Administration Officer6,430——109— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTSimon WheelerEVP, Trupanion International2,173——1,286— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTFawwad QureshiChief Financial Officer13,746——18,750— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTMargaret ToothCEO, Director19,042——5,000— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTJohn R GallagherChief Operating Officer6,794——180— late
Aug 22, 2026 MForm 4 →Aug 26, 6:56 pm EDTDarryl RawlingsDirector313——1,875— late
Jun 5, 2026 MForm 4 →Jun 9, 7:28 pm EDTSteve WeinrauchEVP, North Am & Vet Strategy8,500——0—