DARRYL RAWLINGS - 25 Feb 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
Issuer symbol
TRUP
Transactions as of
25 Feb 2023
Net transactions value
-$377,357
Form type
4
Filing time
28 Feb 2023, 15:42:51 UTC
Previous filing
15 Feb 2023
Next filing
20 Mar 2023
SEC
View on sec.gov

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +1,505 +0.26% 570,394 25 Feb 2023 Direct F1
transaction TRUP Common Stock Tax liability $25,212 -446 -0.08% $56.53 569,948 25 Feb 2023 Direct F2
transaction TRUP Common Stock Options Exercise +2,098 +0.37% 572,046 25 Feb 2023 Direct F1
transaction TRUP Common Stock Tax liability $30,017 -531 -0.09% $56.53 571,515 25 Feb 2023 Direct F2
transaction TRUP Common Stock Options Exercise +2,738 +0.48% 574,253 25 Feb 2023 Direct F1
transaction TRUP Common Stock Tax liability $37,649 -666 -0.12% $56.53 573,587 25 Feb 2023 Direct F2
transaction TRUP Common Stock Options Exercise $0 +3,783 +0.66% $0.000000 577,370 25 Feb 2023 Direct
transaction TRUP Common Stock Tax liability $52,064 -921 -0.16% $56.53 576,449 25 Feb 2023 Direct F2
transaction TRUP Common Stock Sale $232,414 -4,000 -0.47% $58.10 845,109 28 Feb 2023 By Kuyashii Primary Equities LLC F3

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 -1,505 -100% $0.000000* 0 25 Feb 2023 Common Stock 1,505 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2,098 -20% $0.000000 8,392 25 Feb 2023 Common Stock 2,098 Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2,738 -11% $0.000000 21,902 25 Feb 2023 Common Stock 2,738 Direct F1, F6
transaction TRUP Restricted Stock Unit (RSU) Award $0 -3,783 -25% $0.000000 11,349 25 Feb 2023 Common Stock 3,783 Direct F1, F7
* 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 The sales reported were effected pursuant to a Rule 10b5-1 trading plan adopted by Kuyashii Primary Equities LLC, a limited liability company indirectly, wholly-owned by the reporting person and reporting person's spouse, on November 11, 2022, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction. In aggregate, the reporting person's plan is Rule 10b5-1 trading plan is part of a diversification strategy on the part of the reporting person to diversify up to 25% of the reporting person's holdings as of the date of the Company's initial public offering in July 2014 from the inception of the Rule 10b5-1 trading plan through 2025.
F4 On February 22, 2019, the Reporting Person was granted 24,080 restricted stock unites (RSUs). The RSUs vest and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2020, after which 1/16th of the total shares vest quarterly, subject to continued service through each vesting date.
F5 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.
F6 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.
F7 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.