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

Signature
/s/ Charlotte Sim-Warner as attorney-in-fact for Darryl Rawlings
Issuer symbol
TRUP
Transactions as of
25 May 2023
Net transactions value
-$29,020
Form type
4
Filing time
30 May 2023, 17:34:05 UTC
Previous filing
10 May 2023
Next filing
29 Aug 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +2,098 +0.36% 578,547 25 May 2023 Direct F1
transaction TRUP Common Stock Tax liability $10,526 -510 -0.09% $20.64 578,037 25 May 2023 Direct F2
transaction TRUP Common Stock Options Exercise +2,737 +0.47% 580,774 25 May 2023 Direct F1
transaction TRUP Common Stock Tax liability $13,746 -666 -0.11% $20.64 580,108 25 May 2023 Direct F2
transaction TRUP Common Stock Options Exercise +945 +0.16% 581,053 25 May 2023 Direct F1
transaction TRUP Common Stock Tax liability $4,747 -230 -0.04% $20.64 580,823 25 May 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 -2,098 -25% $0.000000 6,294 25 May 2023 Common Stock 2,098 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2,737 -12% $0.000000 19,165 25 May 2023 Common Stock 2,737 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Award $0 -945 -8.3% $0.000000 10,404 25 May 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.