Darryl Rawlings - May 25, 2023 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
Chief Executive Officer, Director
Signature
/s/ Charlotte Sim-Warner as attorney-in-fact for Darryl Rawlings
Stock symbol
TRUP
Transactions as of
May 25, 2023
Transactions value $
-$29,020
Form type
4
Date filed
5/30/2023, 05:34 PM
Previous filing
May 10, 2023
Next filing
Aug 29, 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +2.1K +0.36% 579K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$10.5K -510 -0.09% $20.64 578K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +2.74K +0.47% 581K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$13.7K -666 -0.11% $20.64 580K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +945 +0.16% 581K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$4.75K -230 -0.04% $20.64 581K 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 -2.1K -25% $0.00 6.29K May 25, 2023 Common Stock 2.1K Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.74K -12.5% $0.00 19.2K May 25, 2023 Common Stock 2.74K Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Award $0 -945 -8.33% $0.00 10.4K May 25, 2023 Common Stock 945 Direct F1, F5
* 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 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 April 3, 2020, the Reporting Person was granted 33,566 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, 2021, after which 1/16th of the total shares vest quarterly, subject to continued service through each vesting date.
F4 On February 22, 2021, the Reporting Person was granted 43,804 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, 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 15,132 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.