TRUPANION INC. (TRUP) - Insider Trading & Ownership

Real time insider trading transaction history:

  • Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
  • Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
Time period
Insider Trading Transactions for TRUPANION INC.
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Common stock purchase or sale:
Transaction
Date
Reported
DateTime
CompanySymbolInsider
Relationship
Shares
Traded
Average
Price
Total
Amount
Shares
Owned
Filing
2026-01-28
Sale
2026-01-29
6:57 pm
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
430$31.67$13,61831,861
(Direct)
View
2025-12-29
Sale
2025-12-30
8:52 pm
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
430$37.55$16,14632,291
(Direct)
View
2025-12-19
Sale
2025-12-22
7:26 pm
TRUPANION INC.TRUPTooth Margaret
CEO
9,605$37.88$363,850150,294
(Direct)
View
2025-11-28
Sale
2025-12-01
6:31 pm
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
6,383$34.82$222,28332,721
(Direct)
View
2025-11-26
Sale
2025-11-26
6:27 pm
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
6,202$35.45$219,83730,000
(Direct)
View
2025-11-25
Sale
2025-11-26
6:27 pm
TRUPANION INC.TRUPTooth Margaret
CEO
9,803$35.31$346,144171,915
(Direct)
View
2025-10-27
Sale
2025-10-29
7:04 pm
TRUPANION INC.TRUPTooth Margaret
CEO
8,884$43.73$388,493157,345
(Direct)
View
2025-09-25
Sale(A)
2025-09-30
9:41 pm
TRUPANION INC.TRUPTooth Margaret
CEO
2,961$41.88$124,003144,229
(Direct)
View
2025-09-25
Sale
2025-09-29
4:53 pm
TRUPANION INC.TRUPTooth Margaret
CEO
8,961$41.88$375,318166,229
(Direct)
View
2025-09-03
Sale
2025-09-05
7:37 pm
TRUPANION INC.TRUPRAWLINGS DARRYL
Director
50,000$44.73$2,236,7261,413,281
(Indirect)
View
2025-09-02
Sale
2025-09-04
4:08 pm
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
6,451$45.15$291,2940
(Direct)
View
2025-08-26
Sale
2025-08-27
9:30 pm
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
2,800$45.56$127,57440,201
(Direct)
View

Stock options: Exercise, Award, Grant, Conversion
Transaction
Date
Reported
DateTime
Exercisable
Expiration
CompanySymnbolInsider
Relationship
Shares
Traded
Conversion
Price
Shares
Owned
Filing
2026-01-09
Exercise
2026-01-12
8:44 pm
N/A
N/A
TRUPANION INC.TRUPLOW MURRAY B
Director
23,213$8.57154,534
(Direct)
View
2026-01-09
Exercise
2026-01-12
8:44 pm
N/A
2026-02-05
TRUPANION INC.TRUPLOW MURRAY B
Director
23,213$0154,534
(Direct)
View
2025-12-19
Exercise
2025-12-22
7:26 pm
N/A
2025-12-21
TRUPANION INC.TRUPTooth Margaret
CEO
8,000$0150,294
(Direct)
View
2025-12-19
Exercise
2025-12-22
7:26 pm
N/A
N/A
TRUPANION INC.TRUPTooth Margaret
CEO
8,000$8.93150,294
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:28 pm
N/A
2027-02-25
TRUPANION INC.TRUPMCGIBNEY BRENNA
Chief Administration Officer
647$09,611
(Direct)
View
2025-11-25
Tax Withholding
2025-11-26
6:28 pm
N/A
N/A
TRUPANION INC.TRUPMCGIBNEY BRENNA
Chief Administration Officer
344$35.369,611
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:28 pm
N/A
2027-05-25
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
1,260$043,487
(Direct)
View
2025-11-25
Tax Withholding
2025-11-26
6:28 pm
N/A
N/A
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
493$35.3643,487
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:27 pm
N/A
2027-08-25
TRUPANION INC.TRUPWEINRAUCH STEVE
EVP, North Am & Vet Strategy
925$071,574
(Direct)
View
2025-11-25
Tax Withholding
2025-11-26
6:27 pm
N/A
N/A
TRUPANION INC.TRUPWEINRAUCH STEVE
EVP, North Am & Vet Strategy
224$35.3671,574
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:27 pm
N/A
2026-02-25
TRUPANION INC.TRUPRAWLINGS DARRYL
Director
946$035,669
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:27 pm
N/A
2026-02-25
TRUPANION INC.TRUPDREYER EMILY
Chief Revenue Officer
1,825$043,394
(Direct)
View
2025-11-25
Tax Withholding
2025-11-26
6:27 pm
N/A
N/A
TRUPANION INC.TRUPDREYER EMILY
Chief Revenue Officer
717$35.3643,394
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:27 pm
N/A
2027-11-25
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
3,750$030,000
(Direct)
View
2025-11-25
Tax Withholding
2025-11-26
6:27 pm
N/A
N/A
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
1,475$35.3630,000
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:27 pm
N/A
2025-11-25
TRUPANION INC.TRUPWHEELER SIMON
EVP, Trupanion International
1,296$023,580
(Direct)
View
2025-11-25
Tax Withholding
2025-11-26
6:27 pm
N/A
N/A
TRUPANION INC.TRUPWHEELER SIMON
EVP, Trupanion International
608$35.3623,580
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:27 pm
N/A
2027-08-25
TRUPANION INC.TRUPTooth Margaret
CEO
12,516$0171,915
(Direct)
View
2025-11-25
Tax Withholding
2025-11-26
6:27 pm
N/A
N/A
TRUPANION INC.TRUPTooth Margaret
CEO
1,776$35.36171,915
(Direct)
View
2025-11-25
Exercise
2025-11-26
6:27 pm
N/A
N/A
TRUPANION INC.TRUPTooth Margaret
CEO
8,000$8.93171,915
(Direct)
View
2025-11-24
Tax Withholding
2025-11-25
9:31 pm
N/A
N/A
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
3,405$35.467,922
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:31 pm
N/A
2027-02-22
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
9,358$067,922
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:31 pm
N/A
2028-02-22
TRUPANION INC.TRUPRAWLINGS DARRYL
Director
6,562$042,840
(Direct)
View
2025-11-24
Tax Withholding
2025-11-25
9:30 pm
N/A
N/A
TRUPANION INC.TRUPTooth Margaret
CEO
3,778$35.4224,742
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2028-02-22
TRUPANION INC.TRUPTooth Margaret
CEO
15,854$0224,742
(Direct)
View
2025-11-24
Tax Withholding
2025-11-25
9:30 pm
N/A
N/A
TRUPANION INC.TRUPWHEELER SIMON
EVP, Trupanion International
1,404$35.433,242
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2027-02-22
TRUPANION INC.TRUPWHEELER SIMON
EVP, Trupanion International
2,990$033,242
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2026-05-22
TRUPANION INC.TRUPPOWELL BRADLEY S
Director
629$01,906
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2026-05-22
TRUPANION INC.TRUPRUBIN HOWARD E
Director
318$0232,868
(Direct)
View
2025-11-24
Tax Withholding
2025-11-25
9:30 pm
N/A
N/A
TRUPANION INC.TRUPDREYER EMILY
Chief Revenue Officer
1,027$35.447,354
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2026-02-22
TRUPANION INC.TRUPDREYER EMILY
Chief Revenue Officer
3,590$047,354
(Direct)
View
2025-11-24
Tax Withholding
2025-11-25
9:30 pm
N/A
N/A
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
2,545$35.433,891
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2026-02-22
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
6,472$033,891
(Direct)
View
2025-11-24
Tax Withholding
2025-11-25
9:30 pm
N/A
N/A
TRUPANION INC.TRUPMCGIBNEY BRENNA
Chief Administration Officer
2,399$35.427,804
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2026-02-22
TRUPANION INC.TRUPMCGIBNEY BRENNA
Chief Administration Officer
4,485$027,804
(Direct)
View
2025-11-24
Tax Withholding
2025-11-25
9:30 pm
N/A
N/A
TRUPANION INC.TRUPWEINRAUCH STEVE
EVP, North Am & Vet Strategy
1,207$35.484,353
(Direct)
View
2025-11-24
Exercise
2025-11-25
9:30 pm
N/A
2027-02-22
TRUPANION INC.TRUPWEINRAUCH STEVE
EVP, North Am & Vet Strategy
4,960$084,353
(Direct)
View
2025-11-20
Exercise
2025-11-20
6:32 pm
N/A
N/A
TRUPANION INC.TRUPRAWLINGS DARRYL
Director
2,000$14.9527,215
(Direct)
View
2025-11-20
Exercise
2025-11-20
6:32 pm
N/A
2026-08-08
TRUPANION INC.TRUPRAWLINGS DARRYL
Director
2,000$027,215
(Direct)
View
2025-11-14
Option Award
2025-11-18
4:13 pm
N/A
2026-05-22
TRUPANION INC.TRUPPOWELL BRADLEY S
Director
1,906$01,906
(Direct)
View
2025-10-27
Exercise
2025-10-29
7:04 pm
N/A
2025-12-21
TRUPANION INC.TRUPTooth Margaret
CEO
6,000$0157,345
(Direct)
View
2025-10-27
Exercise
2025-10-29
7:04 pm
N/A
N/A
TRUPANION INC.TRUPTooth Margaret
CEO
6,000$8.93157,345
(Direct)
View
2025-09-25
Exercise
2025-09-29
4:53 pm
N/A
2025-12-21
TRUPANION INC.TRUPTooth Margaret
CEO
6,000$0166,229
(Direct)
View
2025-09-25
Exercise
2025-09-29
4:53 pm
N/A
N/A
TRUPANION INC.TRUPTooth Margaret
CEO
6,000$8.93166,229
(Direct)
View
2025-02-27
Option Award
2025-09-12
8:31 pm
N/A
N/A
TRUPANION INC.TRUPRUBIN HOWARD E
Director
326$0233,358
(Direct)
View
2025-02-27
Exercise
2025-09-12
8:31 pm
N/A
N/A
TRUPANION INC.TRUPRUBIN HOWARD E
Director
641$0233,358
(Direct)
View
2025-05-22
Exercise
2025-08-27
9:54 pm
N/A
2026-02-22
TRUPANION INC.TRUPRAWLINGS DARRYL
Director
15,016$01,531,039
(Direct)
View
2025-08-25
Tax Withholding
2025-08-27
9:30 pm
N/A
N/A
TRUPANION INC.TRUPDREYER EMILY
Chief Revenue Officer
443$45.8341,548
(Direct)
View
2025-08-25
Exercise
2025-08-27
9:30 pm
N/A
2026-02-25
TRUPANION INC.TRUPDREYER EMILY
Chief Revenue Officer
1,824$041,548
(Direct)
View
2025-08-25
Tax Withholding
2025-08-27
9:30 pm
N/A
N/A
TRUPANION INC.TRUPWEINRAUCH STEVE
EVP, North Am & Vet Strategy
223$45.8368,045
(Direct)
View
2025-08-25
Exercise
2025-08-27
9:30 pm
N/A
2027-08-25
TRUPANION INC.TRUPWEINRAUCH STEVE
EVP, North Am & Vet Strategy
924$068,045
(Direct)
View
2025-08-25
Tax Withholding
2025-08-27
9:30 pm
N/A
N/A
TRUPANION INC.TRUPTooth Margaret
CEO
1,775$45.83163,722
(Direct)
View
2025-08-25
Exercise
2025-08-27
9:30 pm
N/A
2027-08-25
TRUPANION INC.TRUPTooth Margaret
CEO
4,515$0163,722
(Direct)
View
2025-08-25
Tax Withholding
2025-08-27
9:30 pm
N/A
N/A
TRUPANION INC.TRUPWHEELER SIMON
EVP, Trupanion International
608$45.8322,602
(Direct)
View
2025-08-25
Exercise
2025-08-27
9:30 pm
N/A
2025-11-25
TRUPANION INC.TRUPWHEELER SIMON
EVP, Trupanion International
1,296$022,602
(Direct)
View
2025-08-25
Tax Withholding
2025-08-27
9:30 pm
N/A
N/A
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
1,779$45.8340,201
(Direct)
View
2025-08-25
Exercise
2025-08-27
9:30 pm
N/A
2027-11-25
TRUPANION INC.TRUPQureshi Fawwad
Chief Financial Officer
3,750$040,201
(Direct)
View
2025-08-25
Tax Withholding
2025-08-27
9:30 pm
N/A
N/A
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
303$45.8338,027
(Direct)
View
2025-08-25
Exercise
2025-08-27
9:30 pm
N/A
2027-05-25
TRUPANION INC.TRUPGALLAGHER JOHN R
Chief Operating Officer
1,259$038,027
(Direct)
View
2025-08-25
Tax Withholding
2025-08-27
9:29 pm
N/A
N/A
TRUPANION INC.TRUPMCGIBNEY BRENNA
Chief Administration Officer
343$45.837,869
(Direct)
View
2025-08-25
Exercise
2025-08-27
9:29 pm
N/A
2027-02-27
TRUPANION INC.TRUPMCGIBNEY BRENNA
Chief Administration Officer
646$07,869
(Direct)
View
(A) Indicate amendment filing.
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