Darryl Rawlings
Chief Executive Officer at Trupanion Inc.
Sits on 1 board. Last updated September 28, 2026
Time on boards
- Boards served
- 1
- Current seats
- 1
- Board service
- 4 years
- Director since
- 2023
4 years of board service in total across 1 board, counting each seat separately. Longest: Trupanion Inc., 3 years.
Chief executive roles
Insider trades
All notable trades →From SEC Forms 4 and 5. Open-market purchases and sales are highlighted; grants, option exercises and shares withheld for tax are routine.
| Date | Company | Transaction | Shares | Price | Value |
|---|---|---|---|---|---|
| Aug 25, 2024 | Trupanion Inc. | Option exercise | +946 | โ | โ |
| Aug 25, 2024 | Trupanion Inc. | Shares withheld for tax | โ230 | $46.63 | $10,725 |
| Aug 25, 2024 | Trupanion Inc. | Option exercise | +2,738 | โ | โ |
| Aug 25, 2024 | Trupanion Inc. | Shares withheld for tax | โ666 | $46.63 | $31,056 |
| Aug 22, 2024 | Trupanion Inc. | Option exercise | +6,250 | โ | โ |
| Aug 22, 2024 | Trupanion Inc. | Shares withheld for tax | โ1,521 | $45.39 | $69,038 |
| May 25, 2024 | Trupanion Inc. | Option exercise | +2,737 | โ | โ |
| May 25, 2024 | Trupanion Inc. | Shares withheld for tax | โ666 | $28.95 | $19,281 |
| May 25, 2024 | Trupanion Inc. | Option exercise | +945 | โ | โ |
| May 25, 2024 | Trupanion Inc. | Shares withheld for tax | โ230 | $28.95 | $6,659 |
| May 22, 2024 | Trupanion Inc. | Option exercise | +6,250 | โ | โ |
| May 22, 2024 | Trupanion Inc. | Shares withheld for tax | โ1,522 | $29.19 | $44,427 |
| May 7, 2024 | Trupanion Inc. | Open-market purchase | +20,700 | $24.14 | $499,698 |
| Feb 27, 2024 | Trupanion Inc. | Option exercise | +803 | โ | โ |
| Feb 27, 2024 | Trupanion Inc. | Shares withheld for tax | โ188 | $27.27 | $5,127 |
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