InsiderTrades

Form 4 for TRUP TRUPANION, INC.

Accepted 2026-05-27 21:41:12 ET · period of report 2026-05-22 · accession 0001371285-26-000136 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
DM 2026-05-27 21:41 2026-05-22 TRUP RUBIN HOWARD E Dir M - OptEx — +318 232.9K +0.1% —
DM 2026-05-27 21:41 2026-05-22 TRUP RUBIN HOWARD E Dir M - OptEx $0.00 -318 0 -100% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2026-05-22 M A 106 — 232,656 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis.
2 Common Common Stock 2026-05-22 M A 106 — 232,762 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis.
3 Common Common Stock 2026-05-22 M A 106 — 232,868 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis.
4 Derivative Restricted Stock Unit (RSU) 2026-05-22 M D 106 $0.00 0 D — · — to 2026-05-22 106 Common Stock (F1) Restricted stock units convert into common stock on a one-for-one basis. (F2) On May 9, 2025, the reporting person received three separate grants of 423 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date. (F2) On May 9, 2025, the reporting person received three separate grants of 423 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.
5 Derivative Restricted Stock Unit (RSU) 2026-05-22 M D 106 $0.00 0 D — · — to 2026-05-22 106 Common Stock (F1) Restricted stock units convert into common stock on a one-for-one basis. (F2) On May 9, 2025, the reporting person received three separate grants of 423 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date. (F2) On May 9, 2025, the reporting person received three separate grants of 423 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.
6 Derivative Restricted Stock Unit (RSU) 2026-05-22 M D 106 $0.00 0 D — · — to 2026-05-22 106 Common Stock (F1) Restricted stock units convert into common stock on a one-for-one basis. (F2) On May 9, 2025, the reporting person received three separate grants of 423 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date. (F2) On May 9, 2025, the reporting person received three separate grants of 423 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2025, November 22, 2025, February 22, 2026, and May 22, 2026, subject to continued service through each vest date.