Darryl Rawlings - Aug 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
Aug 25, 2021
Transactions value $
-$804,413
Form type
4
Date filed
1/21/2022, 03:59 PM
Previous filing
Aug 23, 2021
Next filing
Sep 9, 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% 547K Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$45K -480 -0.09% $93.83 547K Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +1.51K +0.28% 548K Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$55.5K -592 -0.11% $93.83 548K Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2.1K +0.38% 550K Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$77.4K -825 -0.15% $93.83 549K Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +1.22K +0.22% 550K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Sale -$60.1K -480 -0.09% $125.22 550K Nov 25, 2021 Direct F3, F4
transaction TRUP Common Stock Options Exercise +1.51K +0.27% 551K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$74K -592 -0.11% $125.03 550K Nov 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2.1K +0.38% 553K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$103K -825 -0.15% $125.03 552K Nov 25, 2021 Direct F2
transaction TRUP Common Stock Sale -$389K -4K -0.42% $97.29 947K Jan 19, 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 -1.22K -33.34% $0.00 2.44K Aug 25, 2021 Common Stock 1.22K Direct F1, F7
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1.51K -14.29% $0.00 9.03K Aug 25, 2021 Common Stock 1.51K Direct F1, F8
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.1K -9.09% $0.00 21K Aug 25, 2021 Common Stock 2.1K Direct F1, F9
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1.22K -49.98% $0.00 1.22K Nov 25, 2021 Common Stock 1.22K Direct F1, F7
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -1.51K -16.67% $0.00 7.53K Nov 25, 2021 Common Stock 1.51K Direct F1, F8
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.1K -10% $0.00 18.9K Nov 25, 2021 Common Stock 2.1K 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.