There have been 50 recent insider transactions recorded for Trupanion, Inc. (TRUP), including 7 buys and 43 sells. Total insider buying was valued at RSU Award and total insider selling at $1.4M.
Notable insiders with recent activity include Gallagher John R, Dreyer Emily, Qureshi Fawwad. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.
Insider Transactions — TRUP
| Date |
Name |
Role |
Transaction |
Shares |
Avg. Price |
Value |
Shares Owned |
| 2026-03-30 |
Gallagher John R |
Chief Operating Officer |
Informative Sell |
430 |
$25.47 |
$10.95K |
31,957 |
| 2026-03-04 |
Dreyer Emily |
Chief Revenue Officer |
Informative Sell |
7,792 |
$28.15 |
$219.32K |
35,627 |
| 2026-02-27 |
Gallagher John R |
Chief Operating Officer |
Informative Sell |
5,283 |
$26.52 |
$140.08K |
32,387 |
| 2026-02-27 |
Qureshi Fawwad |
Chief Financial Officer |
Informative Sell |
2,837 |
$26.46 |
$75.08K |
- |
| 2026-02-25 |
Rawlings Darryl |
Director |
Option Exercise (Sell) |
946 |
- |
- |
- |
| 2026-02-25 |
Bearman Asher |
Chief Legal Officer |
Option Exercise (Sell) |
180 |
- |
- |
- |
| 2026-02-25 |
Tooth Margaret |
CEO |
Option Exercise (Sell) |
3,266 |
- |
- |
- |
| 2026-02-25 |
Dreyer Emily |
Chief Revenue Officer |
Option Exercise (Sell) |
1,482 |
- |
- |
- |
| 2026-02-25 |
Wheeler Simon |
EVP, Trupanion International |
Option Exercise (Sell) |
322 |
- |
- |
1,929 |
| 2026-02-25 |
Mcgibney Brenna |
Chief Administration Officer |
Option Exercise (Sell) |
17 |
- |
- |
87 |
| 2026-02-25 |
Gallagher John R |
Chief Operating Officer |
Option Exercise (Sell) |
735 |
- |
- |
- |
| 2026-02-25 |
Weinrauch Steve |
EVP, North Am & Vet Strategy |
Option Exercise (Sell) |
531 |
- |
- |
- |
| 2026-02-25 |
Qureshi Fawwad |
Chief Financial Officer |
Informative Sell |
4,645 |
$25.61 |
$118.96K |
- |
| 2026-02-22 |
Bearman Asher |
Chief Legal Officer |
Tax Withholding of RSU |
3 |
$27.16 |
$81.48 |
70,053 |
| 2026-02-22 |
Mcgibney Brenna |
Chief Administration Officer |
Option Exercise (Sell) |
1,354 |
- |
- |
- |
| 2026-02-22 |
Weinrauch Steve |
EVP, North Am & Vet Strategy |
Option Exercise (Sell) |
2,029 |
- |
- |
- |
| 2026-02-22 |
Qureshi Fawwad |
Chief Financial Officer |
Option Exercise (Sell) |
913 |
- |
- |
- |
| 2026-02-20 |
Mcgibney Brenna |
Chief Administration Officer |
RSU Award |
21,212 |
- |
- |
21,212 |
| 2026-02-20 |
Weinrauch Steve |
EVP, North Am & Vet Strategy |
RSU Award |
12,260 |
- |
- |
12,260 |
| 2026-02-20 |
Qureshi Fawwad |
Chief Financial Officer |
RSU Award |
35,482 |
- |
- |
35,482 |
| 2025-06-06 |
Tooth Margaret |
CEO |
Option Exercise (Sell) |
200 |
$7.78 |
$1.56K |
- |
| 2025-05-29 |
Gallagher John R |
Chief Operating Officer |
Informative Sell |
4,000 |
$47.90 |
$191.6K |
26,966 |
| 2025-05-29 |
Qureshi Fawwad |
Chief Financial Officer |
Informative Sell |
2,534 |
$48.31 |
$122.41K |
3,545 |
| 2025-05-28 |
Dreyer Emily |
SVP, Channel Growth |
Option Exercise |
343 |
- |
- |
30,704 |
| 2025-05-28 |
Gallagher John R |
Chief Operating Officer |
Tax Withholding of RSU |
110 |
$47.78 |
$5.26K |
30,353 |
| 2025-05-27 |
Qureshi Fawwad |
Chief Financial Officer |
Informative Sell |
828 |
$45.53 |
$37.7K |
6,079 |
| 2025-05-25 |
Tooth Margaret |
CEO |
Option Exercise (Sell) |
3,266 |
- |
- |
9,797 |
| 2025-05-25 |
Dreyer Emily |
SVP, Channel Growth |
Option Exercise (Sell) |
343 |
- |
- |
3,087 |
| 2025-05-25 |
Wheeler Simon |
EVP, Trupanion International |
Option Exercise (Sell) |
974 |
- |
- |
1,949 |
| 2025-05-25 |
Mcgibney Brenna |
Chief Administration Officer |
Option Exercise (Sell) |
18 |
- |
- |
138 |
| 2025-05-25 |
Gallagher John R |
Chief Operating Officer |
Option Exercise (Sell) |
29 |
- |
- |
230 |
| 2025-05-25 |
Weinrauch Steve |
EVP, North Am & Vet Strategy |
Option Exercise (Sell) |
40 |
- |
- |
284 |
| 2025-05-25 |
Qureshi Fawwad |
Chief Financial Officer |
Tax Withholding of RSU |
1,216 |
$47.78 |
$58.1K |
6,907 |
| 2025-05-22 |
Tooth Margaret |
CEO |
Option Exercise (Sell) |
312 |
- |
- |
3,438 |
| 2025-05-22 |
Dreyer Emily |
SVP, Channel Growth |
Option Exercise (Sell) |
2,249 |
- |
- |
6,747 |
| 2025-05-22 |
Wheeler Simon |
EVP, Trupanion International |
Option Exercise (Sell) |
527 |
- |
- |
3,692 |
| 2025-05-22 |
Mcgibney Brenna |
Chief Administration Officer |
Tax Withholding of RSU |
669 |
$44.18 |
$29.56K |
1,898 |
| 2025-05-22 |
Gallagher John R |
Chief Operating Officer |
Option Exercise (Sell) |
2,570 |
- |
- |
7,710 |
| 2025-05-22 |
Weinrauch Steve |
EVP, North Am & Vet Strategy |
Option Exercise (Sell) |
2,029 |
- |
- |
6,086 |
| 2025-05-22 |
Qureshi Fawwad |
Chief Financial Officer |
Tax Withholding of RSU |
296 |
$44.18 |
$13.08K |
617 |
| 2025-05-20 |
Tooth Margaret |
CEO |
Option Exercise (Sell) |
4,000 |
$8.93 |
$35.72K |
28,000 |
| 2025-05-19 |
Mcgibney Brenna |
Chief Administration Officer |
Informative Sell |
2,421 |
$45.81 |
$110.91K |
1,317 |
| 2025-05-09 |
Mclaughlin Elizabeth |
Director |
RSU Award |
4,239 |
- |
- |
4,239 |
| 2025-05-09 |
Dodson Paulette R. |
Director |
RSU Award |
706 |
- |
- |
706 |
| 2025-05-09 |
Rubin Howard E |
Director |
Option Exercise (Sell) |
163 |
- |
- |
- |
| 2025-05-09 |
Broden Max |
Director |
RSU Award |
4,239 |
- |
- |
4,239 |
| 2025-04-21 |
Tooth Margaret |
CEO |
Option Exercise (Sell) |
4,000 |
$8.93 |
$35.72K |
32,000 |
| 2025-03-27 |
Qureshi Fawwad |
Chief Financial Officer |
Informative Sell |
2,416 |
$33.88 |
$81.86K |
- |
| 2025-03-20 |
Tooth Margaret |
CEO |
Option Exercise (Sell) |
4,000 |
$8.93 |
$35.72K |
36,000 |
| 2025-03-07 |
Dreyer Emily |
SVP, Channel Growth |
Option Exercise (Sell) |
4,250 |
$17.97 |
$76.37K |
- |
■ Informative Buy/Sell — open market transaction (most significant)
■ Uninformative Buy — award, option exercise, conversion
■ Uninformative Sell — tax withholding, award vest sale
■ Neutral — gift, trust, expiry
