| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
Chief Operating Officer | EVP, Global Support Services
1 company
John R Gallagher is Chief Operating Officer at TRUP. John R Gallagher's net worth is not public. Form 4 filings only show shares in the companies where this person is an insider; those holdings are worth an estimated $1.1M at current prices.
Historically, John R Gallagher's trades have earned a strong insider score of 80/100 across 11 rated trades. Over a 12-month horizon, both of those trades were profitable, with an average 12-month return of +35.8%.
The TRUP filings lean toward selling, a net 29,418 shares.
John R Gallagher has 43 Form 4 filings on record from May 2023 to October 2026, all as Chief Operating Officer at Trupanion (TRUP), 2023–2026.
The 205 reported transactions were 92 option exercises, 92 tax withholdings, 14 open-market sales and 7 option or other derivative awards.
Counted by filing, the open-market trades come to no purchases and 14 sales worth about $938K.
The largest open-market sale was 6,383 shares of TRUP at an average $34.82 on November 28, 2025, about $222K.
7 of the 14 sales since April 2023 were made under a Rule 10b5-1 trading plan; the other 7 were not.
| Date | Ticker | Role | Type | Shares | Price | Value | Chg% | 3M | 12M | SEC |
|---|---|---|---|---|---|---|---|---|---|---|
| Oct 28, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell | 431 | $29.12 | $12,550.72 | -1.3% | - | - | |
| Sep 28, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell10b5-1 | 431 | $22.92 | $9,878.52 | -1.3% | - | - | |
| Aug 28, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell10b5-1 | 3,604 | $29.70 | $107,038.80 | -9.7% | - | - | |
| Jul 28, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell10b5-1 | 431 | $25.08 | $10,809.48 | -1.3% | +15.0% | - | |
| Jun 29, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell10b5-1 | 431 | $25.35 | $10,925.85 | -1.3% | -8.6% | - | |
| May 28, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell | 3,603 | $21.69 | $78,153.39 | -9.8% | +36.3% | - | |
| Apr 28, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell | 431 | $27.47 | $11,839.57 | -1.3% | -0.4% | - | |
| Mar 30, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell | 430 | $25.47 | $10,952.10 | -1.3% | -1.3% | - | |
| Feb 27, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell | 5,283 | $26.52 | $140,080.33 | -14.0% | -16.5% | - | |
| Jan 28, 2026 | TRUP Trupanion, Inc. | Chief Operating Officer | Sell10b5-1 | 430 | $31.67 | $13,618.10 | -1.3% | -20.5% | - |