TRUPANION, INC. (TRUP) has 354 open-market insider trades by 27 insiders since 2014. Over the last six months insiders net sold $357K. The most active filer is Darryl Rawlings, Director.
| Name | Title | Tier | Trades | Value | Last Trade |
|---|---|---|---|---|---|
| Darryl Rawlings | Dir | — | 146 | $57.9M | 2026-08-22 |
| Howard E. Rubin | Dir | — | 34 | $23.3M | 2026-08-22 |
| Asher Bearman | CLO | — | 19 | $19.4M | 2026-08-25 |
| Dan Levitan | Dir | — | 7 | $16.7M | 2024-03-31 |
| Gavin Friedman | VP | — | 10 | $6.7M | 2023-02-01 |
| Murray B. Low | Dir | — | 24 | $5.9M | 2026-01-09 |
| Tricia Plouf | COO | — | 24 | $5.5M | 2023-02-08 |
| Robin A. Ferracone | Dir | — | 10 | $5.0M | 2021-06-16 |
| Margaret Tooth | CEO | — | 23 | $5.0M | 2026-10-09 |
| H. Hays Lindsley | Dir | — | 6 | $2.4M | 2021-06-16 |
| Insider | Title | Type | Value | Date |
|---|---|---|---|---|
| Margaret Tooth | CEO | Sell | $26K | 2026-10-09 |
| John R. Gallagher | COO | Sell | $10K | 2026-09-28 |
| Margaret Tooth | CEO | Sell | $25K | 2026-09-11 |
| John R. Gallagher | COO | Sell | $107K | 2026-08-28 |
| Fawwad Qureshi | CFO | Sell | $183K | 2026-08-26 |
| Margaret Tooth | CEO | Sell | $16K | 2026-08-25 |
Companies that share insiders with TRUP, and sector peers with recent insider buying. Related by who files, not by how the stocks move.
| Margaret Tooth | CEO | Sell | $28K | 2026-08-11 |
| John R. Gallagher | COO | Sell | $11K | 2026-07-28 |
| John R. Gallagher | COO | Sell | $11K | 2026-06-29 |
| Steve Weinrauch | VP | Sell | $147K | 2026-06-05 |
| John R. Gallagher | COO | Sell | $78K | 2026-05-28 |
| Fawwad Qureshi | CFO | Sell | $137K | 2026-05-27 |
| Margaret Tooth | CEO | Sell | $11K | 2026-05-25 |
| John R. Gallagher | COO | Sell | $12K | 2026-04-28 |
| John R. Gallagher | COO | Sell | $11K | 2026-03-30 |