Form 4 Tracker
TRUPANION, INC.
TRUP

63 insider filings · Latest: Oct 9, 2026

Common Stock Transactions
Txn DateAcceptedInsiderTypeSharesAvg PriceValueShares OwnedFiling
Oct 9, 2026Oct 13 10:11 PMMargaret ToothDirector, CEO
Sale
1,000$25.84$25.8K184,952(D)

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Oct 9, 2026Oct 9 8:02 PMMARGARET R TOOTH
Proposed Sale
1,000$25.84$25.8K—

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Sep 28, 2026Sep 30 10:53 PMJohn R GallagherChief Operating Officer
Sale
431$22.92$9.9K33,311(D)

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Sep 28, 2026Sep 28 8:09 PMJOHN GALLAGHER
Proposed Sale
431$22.92$9.9K—

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Sep 11, 2026Sep 15 10:55 PMMargaret ToothDirector, CEO
Sale
1,000$25.00$25.0K185,952(D)

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Sep 11, 2026Sep 11 8:08 PMMARGARET R TOOTH
Proposed Sale
1,000$25.00$25.0K—

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Aug 28, 2026Sep 1 11:37 PMJohn R GallagherChief Operating Officer
Sale
3,604$29.70$107.0K33,742(D)

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Aug 28, 2026Aug 28 8:41 PMJOHN GALLAGHER
Proposed Sale
3,604$29.70$107.0K—

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Aug 26, 2026Aug 26 10:56 PMFawwad QureshiChief Financial Officer
Sale
6,111$30.01$183.4K4,230(D)

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Aug 25, 2026Aug 26 10:56 PMMargaret ToothDirector, CEO
Sale
491$31.84$15.6K186,952(D)

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Aug 26, 2026Aug 26 8:03 PMFAWWAD QURESHI
Proposed Sale
6,111$30.01$183.4K—

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Aug 11, 2026Aug 13 10:44 PMMargaret ToothDirector, CEO
Sale
978$29.05$28.4K175,401(D)

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Aug 11, 2026Aug 11 8:05 PMMARGARET R TOOTH
Proposed Sale
978$29.05$28.4K—

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Jul 28, 2026Jul 30 9:44 PMJohn R GallagherChief Operating Officer
Sale
431$25.08$10.8K32,203(D)

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Jul 28, 2026Jul 28 8:01 PMJOHN GALLAGHER
Proposed Sale
431$25.08$10.8K—

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Jun 29, 2026Jul 1 11:09 PMJohn R GallagherChief Operating Officer
Sale
431$25.35$10.9K32,634(D)

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Jun 29, 2026Jun 29 8:02 PMJOHN GALLAGHER
Proposed Sale
431$25.35$10.9K—

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Jun 5, 2026Jun 9 11:28 PMSteve WeinrauchEVP, North Am & Vet Strategy
Sale
6,674$22.00$146.8K78,062(D)

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Jun 5, 2026Jun 5 8:55 PMSTEVE A WEINRAUCH
Proposed Sale
6,674$22.00$146.8K—

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May 28, 2026Jun 2 12:34 AMJohn R GallagherChief Operating Officer
Sale
3,603$21.69$78.2K33,065(D)

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Stock Options & Derivatives
Txn DateAcceptedInsiderTypeSharesExercise PriceShares OwnedFiling
May 25, 2026May 28 1:57 AMSimon WheelerEVP, Trupanion International
Option Exercise
321—1,608(D)

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May 22, 2026May 28 1:57 AMSimon WheelerEVP, Trupanion International
Option Exercise
1,848—7,501(D)

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May 22, 2026May 28 1:57 AMDarryl RawlingsDirector
Option Exercise
312—2,188(D)

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May 25, 2026May 28 1:41 AMMargaret ToothDirector, CEO
Option Exercise
1,250—6,250(D)

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May 22, 2026May 28 1:41 AMMargaret ToothDirector, CEO
Option Exercise
17,792—57,310(D)

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May 25, 2026May 28 1:41 AMBrenna McgibneyChief Administration Officer
Option Exercise
648—136(D)

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May 22, 2026May 28 1:41 AMBrenna McgibneyChief Administration Officer
Option Exercise
5,783—18,561(D)

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May 25, 2026May 28 1:41 AMJohn R GallagherChief Operating Officer
Option Exercise
525—225(D)

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May 22, 2026May 28 1:41 AMJohn R GallagherChief Operating Officer
Option Exercise
6,268—14,533(D)

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May 22, 2026May 28 1:41 AMBradley S PowellDirector
Option Exercise
639—0(D)

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May 22, 2026May 28 1:41 AMHoward E RubinDirector
Option Exercise
318—0(D)

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May 25, 2026May 28 1:41 AMSteve WeinrauchEVP, North Am & Vet Strategy
Option Exercise
393—1,768(D)

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May 22, 2026May 28 1:41 AMSteve WeinrauchEVP, North Am & Vet Strategy
Option Exercise
4,464—10,728(D)

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May 25, 2026May 28 1:40 AMFawwad QureshiChief Financial Officer
Option Exercise
3,750—22,500(D)

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May 22, 2026May 28 1:40 AMFawwad QureshiChief Financial Officer
Option Exercise
9,994—31,047(D)

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May 25, 2026May 28 1:40 AMAsher BearmanChief Legal Officer
Option Exercise
125—625(D)

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May 22, 2026May 28 1:40 AMAsher BearmanChief Legal Officer
Option Exercise
2,484—12,824(D)

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May 11, 2026May 14 1:21 AMElizabeth MclaughlinDirector
Grant/Award
3,281—3,281(D)

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May 11, 2026May 14 1:02 AMBradley S PowellDirector
Grant/Award
6,563—6,563(D)

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May 11, 2026May 14 1:02 AMMax BrodenDirector
Grant/Award
6,375—6,375(D)

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