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.

Trupanion Inc. Director · Chief Executive Officer
3 years · Since 2023

Chief executive roles

Trupanion Inc. · Chief Executive Officer
Dates unknown

Shareholder support

Support is votes for as a share of votes for and against (or withheld). Below 80% is a clear protest.

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 22, 2026 Trupanion Inc. Option exercise +313 — —
May 22, 2026 Trupanion Inc. Option exercise +312 — —
May 6, 2026 Trupanion Inc. Other +1,359 — —
Feb 25, 2026 Trupanion Inc. Option exercise +946 — —
Feb 22, 2026 Trupanion Inc. Option exercise +313 — —
Feb 22, 2026 Trupanion Inc. Option exercise +6,250 — —
Nov 25, 2025 Trupanion Inc. Option exercise +946 — —
Nov 24, 2025 Trupanion Inc. Option exercise +312 — —
Nov 24, 2025 Trupanion Inc. Option exercise +6,250 — —
Nov 20, 2025 Trupanion Inc. Option exercise +2,000 $14.95 $29,900
Sep 4, 2025 Trupanion Inc. Open-market sale −30,369 $44.70 $1,357,494
Sep 3, 2025 Trupanion Inc. Open-market sale −19,631 $44.79 $879,272
Aug 25, 2025 Trupanion Inc. Option exercise +946 — —
Aug 22, 2025 Trupanion Inc. Option exercise +6,250 — —
Aug 22, 2025 Trupanion Inc. Option exercise +313 — —

Questions about Darryl Rawlings

What boards is Darryl Rawlings on?

Darryl Rawlings sits on the board of Trupanion Inc.

What company is Darryl Rawlings the CEO of?

Darryl Rawlings is Chief Executive Officer of Trupanion Inc.

How long has Darryl Rawlings served on boards?

Our records show at least 4 years of board service across 1 board, the earliest from 2023.

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