DARRYL RAWLINGS - 25 Aug 2021 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 Aug 2021
Net transactions value
-$804,413
Form type
4
Filing time
21 Jan 2022, 15:59:05 UTC
Previous filing
23 Aug 2021
Next filing
09 Sep 2021

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +1,220 +0.22% 547,088 25 Aug 2021 Direct F1
transaction TRUP Common Stock Tax liability $45,038 -480 -0.09% $93.83 546,608 25 Aug 2021 Direct F2
transaction TRUP Common Stock Options Exercise +1,505 +0.28% 548,113 25 Aug 2021 Direct F1
transaction TRUP Common Stock Tax liability $55,547 -592 -0.11% $93.83 547,521 25 Aug 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2,098 +0.38% 549,619 25 Aug 2021 Direct F1
transaction TRUP Common Stock Tax liability $77,410 -825 -0.15% $93.83 548,794 25 Aug 2021 Direct F2
transaction TRUP Common Stock Options Exercise +1,219 +0.22% 550,013 25 Nov 2021 Direct F1
transaction TRUP Common Stock Sale $60,107 -480 -0.09% $125.22 549,533 25 Nov 2021 Direct F3, F4
transaction TRUP Common Stock Options Exercise +1,505 +0.27% 551,038 25 Nov 2021 Direct F1
transaction TRUP Common Stock Tax liability $74,018 -592 -0.11% $125.03 550,446 25 Nov 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2,098 +0.38% 552,544 25 Nov 2021 Direct F1
transaction TRUP Common Stock Tax liability $103,150 -825 -0.15% $125.03 551,719 25 Nov 2021 Direct F2
transaction TRUP Common Stock Sale $389,143 -4,000 -0.42% $97.29 947,222 19 Jan 2022 By Kuyashii Primary Equities LLC F5, F6

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 -1,220 -33% $0.000000 2,439 25 Aug 2021 Common Stock 1,220 Direct F1, F7
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1,505 -14% $0.000000 9,030 25 Aug 2021 Common Stock 1,505 Direct F1, F8
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2,098 -9.1% $0.000000 20,979 25 Aug 2021 Common Stock 2,098 Direct F1, F9
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1,219 -50% $0.000000 1,220 25 Nov 2021 Common Stock 1,219 Direct F1, F7
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1,505 -17% $0.000000 7,525 25 Nov 2021 Common Stock 1,505 Direct F1, F8
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2,098 -10% $0.000000 18,881 25 Nov 2021 Common Stock 2,098 Direct F1, F9
* 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 This Form 4 discloses the shares of common stock that have been sold by the issuer to satisfy its income tax withholding and remittance obligations in connection with the vesting of the restricted stock units.
F4 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $125.22 to $125.56 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (4).
F5 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 8, 2021, 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.
F6 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $94.88 to $99.14 per share, inclusive. The reporting person undertakes to provide to the issuer, any security holder of the issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote (6).
F7 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.
F8 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.
F9 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.