Simon Wheeler
CIK: 0001966923
Transaction Breakdown
High conviction signal
Position reduction
Derivative conversions
Compensation grants
Gifts, tax withholding, conversions, dispositions to the issuer and other codes
Companies & Roles (1)
TRUPANION, INC.
Discretionary Trading P&L
Holdings
Transaction History (74 total)
- Aug 25, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct322 shares- - Aug 25, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct161 shares at avg. $31.84$5K - Aug 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct263 shares at avg. $31.76$8K - Aug 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct192 shares at avg. $31.76$6K - Aug 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct938 shares- - Aug 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct385 shares- - Aug 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct528 shares- - Aug 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct469 shares at avg. $31.76$15K - May 25, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct321 shares- - May 25, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct150 shares at avg. $21.86$3K - May 22, 2026TRUP
TRUPANION, INC.
Exercise(M)DirectRestricted Stock Unit (RSU)
937 shares- - May 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct440 shares at avg. $21.98$10K - May 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct937 shares- - May 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct527 shares- - May 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct180 shares at avg. $21.98$4K - May 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct384 shares- - May 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct247 shares at avg. $21.98$5K - Feb 25, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct151 shares at avg. $26.70$4K - Feb 25, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct322 shares- - Feb 22, 2026TRUP
TRUPANION, INC.
Exercise(M)DirectRestricted Stock Unit (RSU)
1.5K shares- - Feb 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct1.5K shares- - Feb 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct717 shares at avg. $27.16$19K - Feb 22, 2026TRUP
TRUPANION, INC.
Exercise(M)Direct938 shares- - Feb 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct247 shares at avg. $27.16$7K - Feb 22, 2026TRUP
TRUPANION, INC.
Tax Payment(F)Direct440 shares at avg. $27.16$12K
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| Aug 25, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 322 | - | $0 | Direct |
| Aug 25, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 161 | $31.84 | $5,126 | Direct |
| Aug 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 263 | $31.76 | $8,353 | Direct |
| Aug 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 192 | $31.76 | $6,098 | Direct |
| Aug 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 938 | - | $0 | Direct |
| Aug 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 385 | - | $0 | Direct |
| Aug 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 528 | - | $0 | Direct |
| Aug 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 469 | $31.76 | $14,895 | Direct |
| May 25, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 321 | - | $0 | Direct |
| May 25, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 150 | $21.86 | $3,279 | Direct |
| May 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) Restricted Stock Unit (RSU) | 937 | - | - | Direct |
| May 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 440 | $21.98 | $9,671 | Direct |
| May 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 937 | - | $0 | Direct |
| May 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 527 | - | $0 | Direct |
| May 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 180 | $21.98 | $3,956 | Direct |
| May 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 384 | - | $0 | Direct |
| May 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 247 | $21.98 | $5,429 | Direct |
| Feb 25, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 151 | $26.70 | $4,032 | Direct |
| Feb 25, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 322 | - | $0 | Direct |
| Feb 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) Restricted Stock Unit (RSU) | 1,526 | - | - | Direct |
| Feb 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 1,526 | - | $0 | Direct |
| Feb 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 717 | $27.16 | $19,474 | Direct |
| Feb 22, 2026 | TRUP TRUPANION, INC. | Exercise(M) | 938 | - | $0 | Direct |
| Feb 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 247 | $27.16 | $6,709 | Direct |
| Feb 22, 2026 | TRUP TRUPANION, INC. | Tax Payment(F) | 440 | $27.16 | $11,950 | Direct |
1-25 of 74 transactions
About WHEELER SIMON
WHEELER SIMON (SEC CIK 0001966923) files insider reports with the SEC as EVP, Trupanion International of TRUPANION, INC. (TRUP).
Signal8 holds 16 ownership filings by WHEELER SIMON, all Form 4s, filed between Nov 29, 2024 and Aug 26, 2026. Those filings report 74 transactions, from Nov 12, 2024 to Aug 25, 2026. Signal8's Form 4 history starts in Sep 2024.
The business address on WHEELER SIMON's filings is in ALTRINCHAM.
Recent filings by WHEELER SIMON
- Aug 25, 2026: Option exercise of TRUP shares (Form 4, code M).
- Aug 25, 2026: Tax withholding of TRUP shares (Form 4, code F).
- Aug 22, 2026: Tax withholdings of TRUP shares (2 lines, Form 4, code F).
- Aug 22, 2026: Option exercises of TRUP shares (3 lines, Form 4, code M).
- Aug 22, 2026: Tax withholding of TRUP shares (Form 4, code F).
Other insiders filing for TRUPANION, INC. (TRUP)
- GALLAGHER JOHN R, Chief Operating Officer
- Tooth Margaret, CEO
- RUBIN HOWARD E, Director
- POWELL BRADLEY S, Director
- BEARMAN ASHER, Chief Legal Officer
- WEINRAUCH STEVE, EVP, North Am & Vet Strategy