John R. Gallagher - May 25, 2023 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Role
EVP, Global Support Services
Signature
/s/ Charlotte Sim-Warner as attorney-in-fact for John R. Gallagher
Stock symbol
TRUP
Transactions as of
May 25, 2023
Transactions value $
-$9,123
Form type
4
Date filed
5/30/2023, 05:44 PM
Previous filing
May 17, 2023
Next filing
Aug 16, 2023

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +19 +0.31% 6.25K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$83 -4 -0.06% $20.64 6.24K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +215 +3.44% 6.46K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$1.07K -52 -0.81% $20.64 6.41K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +25 +0.39% 6.43K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$124 -6 -0.09% $20.64 6.43K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +815 +12.68% 7.24K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$4.09K -198 -2.73% $20.64 7.04K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +18 +0.26% 7.06K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$83 -4 -0.06% $20.64 7.06K May 25, 2023 Direct F2
transaction TRUP Common Stock Options Exercise +734 +10.4% 7.79K May 25, 2023 Direct F1
transaction TRUP Common Stock Tax liability -$3.67K -178 -2.28% $20.64 7.61K 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 -19 -50% $0.00 19 May 25, 2023 Common Stock 19 Direct F1, F3
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -215 -24.91% $0.00 648 May 25, 2023 Common Stock 215 Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -25 -20.33% $0.00 98 May 25, 2023 Common Stock 25 Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -815 -12.49% $0.00 5.71K May 25, 2023 Common Stock 815 Direct F1, F6
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -18 -12.08% $0.00 131 May 25, 2023 Common Stock 18 Direct F1, F7
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -734 -8.33% $0.00 8.08K May 25, 2023 Common Stock 734 Direct F1, F8
* 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 August 6, 2019, the reporting person was granted 301 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on August 25, 2020, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F4 On April 3, 2020, the reporting person was granted 3,453 restricted stock units (RSUs). The RSUs vested and converted into 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 vest date.
F5 On May 11, 2020, the reporting person was granted 393 restricted stock units (RSUs). The RSUs vested and converted into common stock of the Issuer as to 1/4th of the total shares on May 25, 2021, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
F6 On February 22, 2021, the reporting person was granted 13,052 restricted stock units (RSUs). The RSUs vested and converted into 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 22, 2021, the reporting person was granted 298 restricted stock units (RSUs). The RSUs vested and converted into 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.
F8 On February 28, 2022, the reporting person was granted 11,752 restricted stock units (RSUs). The RSUs vested and converted into 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.