Andrew D. Wolff - May 25, 2023 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
Chief Financial Officer
Signature
/s/ Charlotte Sim-Warner as attorney-in-fact for Andrew D. Wolff
Stock symbol
TRUP
Transactions as of
May 25, 2023
Transactions value $
-$8,566
Form type
4
Date filed
5/30/2023, 06:05 PM
Previous filing
Feb 28, 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +440 +6.66% 7.04K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$2.21K -107 -1.52% $20.64 6.94K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +440 +6.34% 7.38K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$2.21K -107 -1.45% $20.64 7.27K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +826 +11.36% 8.1K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$4.15K -201 -2.48% $20.64 7.9K May 25, 2023 Direct F2

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) Options Exercise $0 -440 -9.99% $0.00 3.96K May 25, 2023 Common Stock 440 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -440 -9.09% $0.00 4.4K May 25, 2023 Common Stock 440 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Award $0 -826 -8.33% $0.00 9.09K May 25, 2023 Common Stock 826 Direct F1, F5
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Andrew D. Wolff is no longer subject to Section 16 filing requirements. Form 4 or Form 5 obligations may continue.

Explanation of Responses:

Id Content
F1 Restricted stock units convert into common stock on a one-for-one basis.
F2 This Form 4 discloses the shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units, and does not represent a sale by the reporting person.
F3 On August 16, 2021, the reporting person was granted 7,044 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on August 25, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F4 On November 12, 2021, the reporting person was granted 7,044 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on November 25, 2022, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F5 On February 28, 2022, the reporting person was granted 13,219 restricted stock units (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2023, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

Remarks:

The reporting person will cease providing services to the issuer on June 1, 2023.