Trupanion's top three insider shareholders as of March 23, 2026 are Darryl Rawlings (Director, 1.41Mn shares), Howard E Rubin (Director, 232.55K shares), Margaret Tooth (Ceo, 164.83K shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Darryl Rawlings | 0 | 1,413,281 | 05 Sep, 2025 | |
| Howard E Rubin | 232,550 | 0 | 24 Feb, 2026 | |
| Margaret Tooth | Ceo | 164,829 | 0 | 27 Feb, 2026 |
| Robin A Ferracone | 74,747 | 0 | 18 Jun, 2021 | |
| Steve Weinrauch | Evp, North Am Vet Strategy | 72,559 | 0 | 27 Feb, 2026 |
| Asher Bearman | Chief Legal Officer | 70,479 | 0 | 27 Feb, 2026 |
| Darryl Rawlings | 42,232 | 0 | 27 Feb, 2026 | |
| Tricia Plouf | Evp, Pricing | 41,023 | 0 | 10 Feb, 2023 |
| Emily Dreyer | Chief Revenue Officer | 35,627 | 0 | 06 Mar, 2026 |
| John R Gallagher | Chief Operating Officer | 32,387 | 0 | 03 Mar, 2026 |
| Simon Wheeler | Evp, Trupanion International | 23,087 | 0 | 27 Feb, 2026 |
| Melissa Joy Hewitt | General Manager | 9,779 | 0 | 27 Feb, 2025 |
| Gavin Friedman | Evp, Legal And Regulatory | 9,591 | 0 | 03 Feb, 2023 |
| H Hays Lindsley | 9,105 | 0 | 18 Jun, 2021 | |
| Brenna Mcgibney | Chief Administration Officer | 8,453 | 0 | 27 Feb, 2026 |
| Christopher J Kearns | Chief Legal Officer | 8,159 | 0 | 26 Feb, 2025 |
| Andrew D. Wolff | Chief Financial Officer | 7,895 | 0 | 30 May, 2023 |
| Elizabeth Mclaughlin | 7,472 | 0 | 01 Jul, 2024 | |
| Paulette R. Dodson | 6,418 | 0 | 01 Jul, 2024 | |
| Robin A Ferracone | 0 | 6,000 | 06 May, 2021 | |
| Michael Doak | 5,866 | 0 | 01 Sep, 2023 | |
| Max Broden | 5,408 | 0 | 01 Jul, 2024 | |
| Wei Li | Interim Cfo | 4,909 | 0 | 29 Aug, 2023 |
| Zay Satchu | 4,788 | 0 | 03 Apr, 2024 | |
| Jason Wasdin | General Manager | 4,553 | 0 | 27 Feb, 2025 |
| Travis Worra | General Manager | 4,179 | 0 | 27 Nov, 2024 |
| Kalpesh Raval | General Manager | 3,886 | 0 | 27 Nov, 2024 |
| Eric L Johnson | 2,691 | 0 | 04 Jan, 2023 | |
| Richard Enthoven | 485 | 0 | 03 Jan, 2024 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 04 Mar, 2026 | Emily Dreyer | Common Stock | D | 7,792 | $28.15 | 35,627 | D | S |
| 27 Feb, 2026 | John R Gallagher | Common Stock | D | 5,283 | $26.52 | 32,387 | D | S |
| 27 Feb, 2026 | Fawwad Qureshi | Common Stock | D | 2,837 | $26.46 | 0 | D | S |
| 25 Feb, 2026 | Simon Wheeler | Common Stock | A | 322 | - | 23,238 | D | M |
| 25 Feb, 2026 | Fawwad Qureshi | Common Stock | D | 4,645 | $25.61 | 0 | D | S |
| 25 Feb, 2026 | Darryl Rawlings | Common Stock | A | 946 | - | 42,232 | D | M |
| 25 Feb, 2026 | Steve Weinrauch | Common Stock | A | 531 | - | 72,388 | D | M |
| 25 Feb, 2026 | Emily Dreyer | Common Stock | A | 1,482 | - | 43,519 | D | M |
| 25 Feb, 2026 | Asher Bearman | Common Stock | A | 180 | - | 70,470 | D | M |
| 25 Feb, 2026 | Margaret Tooth | Common Stock | A | 3,266 | - | 165,355 | D | M |
| 25 Feb, 2026 | Brenna Mcgibney | Common Stock | A | 233 | - | 8,383 | D | M |
| 25 Feb, 2026 | John R Gallagher | Common Stock | A | 735 | - | 37,449 | D | M |
| 25 Feb, 2026 | Darryl Rawlings | Restricted Stock Unit (RSU) | D | 946 | $0.00 | 0 | D | M |
| 25 Feb, 2026 | Brenna Mcgibney | Common Stock | D | 124 | $26.70 | 8,259 | D | F |
| 25 Feb, 2026 | Fawwad Qureshi | Common Stock | A | 3,750 | - | 3,750 | D | M |
| 25 Feb, 2026 | Simon Wheeler | Common Stock | D | 151 | $26.70 | 23,087 | D | F |
| 25 Feb, 2026 | Steve Weinrauch | Common Stock | D | 129 | $26.70 | 72,259 | D | F |
| 25 Feb, 2026 | Margaret Tooth | Common Stock | D | 1,285 | $26.70 | 164,070 | D | F |
| 25 Feb, 2026 | John R Gallagher | Common Stock | D | 178 | $26.70 | 37,271 | D | F |
| 25 Feb, 2026 | Emily Dreyer | Common Stock | D | 360 | $26.70 | 43,159 | D | F |