As of June 02, 2026, Trupanion's top three insider holders are Darryl Rawlings (Chief Executive Officer, 1.41Mn shares), Howard E Rubin (Director, 232.55K shares), Margaret Tooth (Ceo, 164.83K shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Jacqueline L Davidson | - | 14,456 | 0 | 01 Jul, 2024 |
| Bradley S Powell | - | 1,267 | 0 | 24 Feb, 2026 |
| Dan Levitan | - | 95,116 | 0 | 03 Apr, 2024 |
| Murray B Low | - | 154,534 | 0 | 12 Jan, 2026 |
| Elizabeth Mclaughlin | - | 7,472 | 0 | 01 Jul, 2024 |
| Christopher J Kearns | Chief Legal Officer | 8,159 | 0 | 26 Feb, 2025 |
| Paulette R. Dodson | - | 6,418 | 0 | 01 Jul, 2024 |
| Michael Doak | - | 5,866 | 0 | 01 Sep, 2023 |
| Darryl Rawlings | Chief Executive Officer | 0 | 1,413,281 | 05 Sep, 2025 |
| Howard E Rubin | - | 232,550 | 0 | 24 Feb, 2026 |
| Asher Bearman | Chief Legal Officer | 70,479 | 0 | 27 Feb, 2026 |
| Margaret Tooth | Ceo | 164,829 | 0 | 27 Feb, 2026 |
| Tricia Plouf | Evp, Pricing | 41,023 | 0 | 10 Feb, 2023 |
| Max Broden | - | 5,408 | 0 | 01 Jul, 2024 |
| Gavin Friedman | Evp, Legal And Regulatory | 9,591 | 0 | 03 Feb, 2023 |
| Eric L Johnson | - | 2,691 | 0 | 04 Jan, 2023 |
| Zay Satchu | - | 4,788 | 0 | 03 Apr, 2024 |
| Andrew D. Wolff | Chief Financial Officer | 7,895 | 0 | 30 May, 2023 |
| Emily Dreyer | Chief Revenue Officer | 35,627 | 0 | 06 Mar, 2026 |
| Simon Wheeler | Evp, Trupanion International | 23,087 | 0 | 27 Feb, 2026 |
| Brenna Mcgibney | Chief Administration Officer | 8,453 | 0 | 27 Feb, 2026 |
| Travis Worra | General Manager | 4,179 | 0 | 27 Nov, 2024 |
| Melissa Joy Hewitt | General Manager | 9,779 | 0 | 27 Feb, 2025 |
| John R Gallagher | Chief Operating Officer | 31,957 | 0 | 01 Apr, 2026 |
| Kalpesh Raval | General Manager | 3,886 | 0 | 27 Nov, 2024 |
| Jason Wasdin | General Manager | 4,553 | 0 | 27 Feb, 2025 |
| Steve Weinrauch | Evp, North Am Vet Strategy | 72,559 | 0 | 27 Feb, 2026 |
| Wei Li | Interim Cfo | 4,909 | 0 | 29 Aug, 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 |
|---|---|---|---|---|---|---|---|---|
| 30 Mar, 2026 | John R Gallagher | Common Stock | D | 430 | $25.47 | 31,957 | D | S |
| 04 Mar, 2026 | Emily Dreyer | Common Stock | D | 7,792 | $28.15 | 35,627 | D | S |
| 27 Feb, 2026 | Fawwad Qureshi | Common Stock | D | 2,837 | $26.46 | 0 | D | S |
| 27 Feb, 2026 | John R Gallagher | Common Stock | D | 5,283 | $26.52 | 32,387 | D | S |
| 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 | 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 | Simon Wheeler | Common Stock | A | 322 | - | 23,238 | D | M |
| 25 Feb, 2026 | Simon Wheeler | Common Stock | A | 322 | - | 23,238 | D | M |
| 25 Feb, 2026 | Steve Weinrauch | Common Stock | A | 531 | - | 72,388 | D | M |
| 25 Feb, 2026 | Margaret Tooth | Common Stock | A | 3,266 | - | 165,355 | D | M |
| 25 Feb, 2026 | Asher Bearman | Common Stock | A | 180 | - | 70,470 | D | M |
| 25 Feb, 2026 | Emily Dreyer | Common Stock | A | 1,482 | - | 43,519 | D | M |
| 25 Feb, 2026 | Margaret Tooth | Common Stock | A | 3,266 | - | 165,355 | D | M |
| 25 Feb, 2026 | Asher Bearman | Common Stock | D | 68 | $26.70 | 70,402 | D | F |
| 25 Feb, 2026 | Steve Weinrauch | Common Stock | D | 129 | $26.70 | 72,259 | D | F |
| 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 |