HOWARD E. RUBIN - 27 Feb 2025 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
Director
Signature
/s/ Christina Poler as attorney-in-fact for Howard E. Rubin
Issuer symbol
TRUP
Transactions as of
27 Feb 2025
Transactions value $
$0
Form type
4
Filing time
12 Sep 2025, 20:31:19 UTC
Previous filing
03 Jan 2025
Next filing
13 May 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
RUBIN HOWARD E Director C/O TRUPANION, INC., 6100 4TH AVENUE SOUTH, SUITE 200, SEATTLE /s/ Christina Poler as attorney-in-fact for Howard E. Rubin 12 Sep 2025 0001613034

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +81 +0.04% 231K 27 Feb 2025 Direct F1
transaction TRUP Common Stock Options Exercise +81 +0.04% 231K 27 Feb 2025 Direct F1
transaction TRUP Common Stock Options Exercise +82 +0.04% 232K 22 May 2025 Direct F1
transaction TRUP Common Stock Options Exercise +82 +0.04% 232K 22 May 2025 Direct F1
transaction TRUP Common Stock Options Exercise +105 +0.05% 232K 22 Aug 2025 Direct F1
transaction TRUP Common Stock Options Exercise +105 +0.05% 232K 22 Aug 2025 Direct F1
transaction TRUP Common Stock Options Exercise +105 +0.05% 232K 22 Aug 2025 Direct F1

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction TRUP Restricted Stock Unit (RSU) Award $0 +163 $0.00 163 27 Feb 2025 Common Stock 163 Direct F1, F2
transaction TRUP Restricted Stock Unit (RSU) Award $0 +163 $0.00 163 27 Feb 2025 Common Stock 163 Direct F1, F2
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -81 -49.69% $0.00 82 27 Feb 2025 Common Stock 81 Direct F1, F2
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -81 -49.69% $0.00 82 27 Feb 2025 Common Stock 81 Direct F1, F2
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -82 -100% $0.00 0 22 May 2025 Common Stock 82 Direct F1, F2
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -82 -100% $0.00 0 22 May 2025 Common Stock 82 Direct F1, F2
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -105 -24.82% $0.00 318 22 Aug 2025 Common Stock 105 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -105 -24.82% $0.00 318 22 Aug 2025 Common Stock 105 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -105 -24.82% $0.00 318 22 Aug 2025 Common Stock 105 Direct F1, F3
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Restricted stock units convert into common stock on a one-for-one basis.
F2 On February 27, 2025, the reporting person received two separate grants of 163 restricted stock units (RSUs) each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. 50% of the RSUs vested immediately upon grant. The remaining 50% of the RSUs vested and converted into common stock of the Issuer on May 22, 2025.
F3 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.