Insider Transactions in Q4 2025 at Trupanion, Inc. (TRUP)
Insider Transaction List (Q4 2025)
| Date | Insider | Transaction | Ownership Type | Shares Traded | Value / Price |
|---|---|---|---|---|---|
|
Dec 29
2025
|
John R Gallagher Chief Operating Officer |
SELL
Open market or private sale
|
Direct |
430
-1.31%
|
$15,910
$37.55 P/Share
|
|
Dec 19
2025
|
Margaret Tooth CEO |
SELL
Open market or private sale
|
Direct |
9,605
-3.03%
|
$355,385
$37.9 P/Share
|
|
Dec 19
2025
|
Margaret Tooth CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
8,000
+4.76%
|
$64,000
$8.93 P/Share
|
|
Nov 28
2025
|
John R Gallagher Chief Operating Officer |
SELL
Open market or private sale
|
Direct |
6,383
-16.32%
|
$217,022
$34.82 P/Share
|
|
Nov 26
2025
|
Fawwad Qureshi Chief Financial Officer |
SELL
Open market or private sale
|
Direct |
6,202
-100.0%
|
$217,070
$35.45 P/Share
|
|
Nov 25
2025
|
Margaret Tooth CEO |
SELL
Open market or private sale
|
Direct |
9,803
-3.06%
|
$343,105
$35.31 P/Share
|
|
Nov 25
2025
|
Margaret Tooth CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
12,516
+2.53%
|
$100,128
$8.93 P/Share
|
|
Nov 25
2025
|
Margaret Tooth CEO |
SELL
Payment of exercise price or tax liability
|
Direct |
1,776
-0.58%
|
$62,160
$35.36 P/Share
|
|
Nov 25
2025
|
Simon Wheeler EVP, Trupanion International |
SELL
Payment of exercise price or tax liability
|
Direct |
608
-1.41%
|
$21,280
$35.36 P/Share
|
|
Nov 25
2025
|
Simon Wheeler EVP, Trupanion International |
BUY
Exercise of conversion of derivative security
|
Direct |
1,296
+2.89%
|
-
|
|
Nov 25
2025
|
Fawwad Qureshi Chief Financial Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
1,475
-19.21%
|
$51,625
$35.36 P/Share
|
|
Nov 25
2025
|
Fawwad Qureshi Chief Financial Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
3,750
+32.82%
|
-
|
|
Nov 25
2025
|
Emily Dreyer Chief Revenue Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
717
-0.9%
|
$25,095
$35.36 P/Share
|
|
Nov 25
2025
|
Emily Dreyer Chief Revenue Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
1,825
+2.22%
|
-
|
|
Nov 25
2025
|
Darryl Rawlings Director |
BUY
Exercise of conversion of derivative security
|
Direct |
946
+2.65%
|
-
|
|
Nov 25
2025
|
Steve Weinrauch EVP, North Am & Vet Strategy |
SELL
Payment of exercise price or tax liability
|
Direct |
224
-0.11%
|
$7,840
$35.36 P/Share
|
|
Nov 25
2025
|
Steve Weinrauch EVP, North Am & Vet Strategy |
BUY
Exercise of conversion of derivative security
|
Direct |
925
+0.45%
|
-
|
|
Nov 25
2025
|
John R Gallagher Chief Operating Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
493
-0.31%
|
$17,255
$35.36 P/Share
|
|
Nov 25
2025
|
John R Gallagher Chief Operating Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
1,260
+0.79%
|
-
|
|
Nov 25
2025
|
Brenna Mcgibney Chief Administration Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
344
-1.12%
|
$12,040
$35.36 P/Share
|
|
Nov 25
2025
|
Brenna Mcgibney Chief Administration Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
647
+2.02%
|
-
|
|
Nov 24
2025
|
Steve Weinrauch EVP, North Am & Vet Strategy |
SELL
Payment of exercise price or tax liability
|
Direct |
1,207
-0.9%
|
$42,245
$35.4 P/Share
|
|
Nov 24
2025
|
Steve Weinrauch EVP, North Am & Vet Strategy |
BUY
Exercise of conversion of derivative security
|
Direct |
4,960
+3.55%
|
-
|
|
Nov 24
2025
|
Brenna Mcgibney Chief Administration Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
2,399
-13.7%
|
$83,965
$35.4 P/Share
|
|
Nov 24
2025
|
Brenna Mcgibney Chief Administration Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
4,485
+20.36%
|
-
|
|
Nov 24
2025
|
Fawwad Qureshi Chief Financial Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
2,545
-25.97%
|
$89,075
$35.4 P/Share
|
|
Nov 24
2025
|
Fawwad Qureshi Chief Financial Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
6,472
+34.88%
|
-
|
|
Nov 24
2025
|
Emily Dreyer Chief Revenue Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
1,027
-1.34%
|
$35,945
$35.4 P/Share
|
|
Nov 24
2025
|
Emily Dreyer Chief Revenue Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
3,590
+4.45%
|
-
|
|
Nov 24
2025
|
Howard E Rubin Director |
BUY
Exercise of conversion of derivative security
|
Direct |
318
+0.05%
|
-
|
|
Nov 24
2025
|
Bradley S Powell Director |
BUY
Exercise of conversion of derivative security
|
Direct |
629
+50.0%
|
-
|
|
Nov 24
2025
|
Simon Wheeler EVP, Trupanion International |
SELL
Payment of exercise price or tax liability
|
Direct |
1,404
-2.26%
|
$49,140
$35.4 P/Share
|
|
Nov 24
2025
|
Simon Wheeler EVP, Trupanion International |
BUY
Exercise of conversion of derivative security
|
Direct |
2,990
+4.57%
|
-
|
|
Nov 24
2025
|
Margaret Tooth CEO |
SELL
Payment of exercise price or tax liability
|
Direct |
6,237
-1.04%
|
$218,295
$35.4 P/Share
|
|
Nov 24
2025
|
Margaret Tooth CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
15,854
+2.55%
|
-
|
|
Nov 24
2025
|
Darryl Rawlings Director |
BUY
Exercise of conversion of derivative security
|
Direct |
6,562
+8.37%
|
-
|
|
Nov 24
2025
|
John R Gallagher Chief Operating Officer |
SELL
Payment of exercise price or tax liability
|
Direct |
3,405
-3.03%
|
$119,175
$35.4 P/Share
|
|
Nov 24
2025
|
John R Gallagher Chief Operating Officer |
BUY
Exercise of conversion of derivative security
|
Direct |
9,358
+7.68%
|
-
|
|
Nov 20
2025
|
Darryl Rawlings Director |
BUY
Exercise of conversion of derivative security
|
Direct |
2,000
+6.85%
|
$28,000
$14.95 P/Share
|
|
Oct 27
2025
|
Margaret Tooth CEO |
SELL
Open market or private sale
|
Direct |
8,884
-3.0%
|
$382,012
$43.73 P/Share
|
|
Oct 27
2025
|
Margaret Tooth CEO |
BUY
Exercise of conversion of derivative security
|
Direct |
6,000
+3.84%
|
$48,000
$8.93 P/Share
|