Darryl Rawlings - May 25, 2021 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Signature
/s/ Charlotte Sim-Warner as attorney-in-fact for Darryl Rawlings
Stock symbol
TRUP
Transactions as of
May 25, 2021
Transactions value $
-$498,465
Form type
4
Date filed
5/27/2021, 06:47 PM
Previous filing
May 11, 2021
Next filing
Jun 15, 2021

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +1.22K +0.22% 544K May 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$40K -479 -0.09% $83.41 544K May 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +1.51K +0.28% 545K May 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$49.4K -592 -0.11% $83.41 545K May 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2.1K +0.39% 547K May 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$68.8K -825 -0.15% $83.41 546K May 25, 2021 Direct F2
transaction TRUP Common Stock Sale -$340K -4K -0.4% $85.08 1M May 26, 2021 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 -1.22K -24.99% $0.00 3.66K May 25, 2021 Common Stock 1.22K Direct F1, F4
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1.51K -12.5% $0.00 10.5K May 25, 2021 Common Stock 1.51K Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.1K -8.33% $0.00 23.1K May 25, 2021 Common Stock 2.1K Direct F1, F6
* 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 3, 2020, 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 The RSU vests and will convert to common stock of the Issuer as to 1/4th of the total shares on February 25, 2019, after which 1/16th of the total shares vest quarterly, subject to continued service through each vesting date.
F5 The RSU vests 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.
F6 The RSU vests 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.