Gavin Friedman - Aug 25, 2021 Form 4 Insider Report for TRUPANION, INC. (TRUP)

Signature
/s/ Lauren Welsh as attorney-in-fact for Gavin Friedman
Stock symbol
TRUP
Transactions as of
Aug 25, 2021
Transactions value $
-$2,842,634
Form type
4
Date filed
1/5/2022, 08:26 PM
Previous filing
Aug 4, 2021
Next filing
Sep 3, 2021

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +313 +665.96% 360 Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$11.5K -123 -34.17% $93.83 237 Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +684 +288.61% 921 Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$25.2K -269 -29.21% $93.83 652 Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +23 +3.53% 675 Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$844 -9 -1.33% $93.83 666 Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2.75K +412.31% 3.41K Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$101K -1.08K -31.65% $93.83 2.33K Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise $0 +312 +13.38% $0.00 2.64K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$15.4K -123 -4.65% $125.22 2.52K Nov 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise $0 +684 +27.13% $0.00 3.21K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$33.7K -269 -8.39% $125.22 2.94K Nov 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise $0 +23 +0.78% $0.00 2.96K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$1.25K -10 -0.34% $125.22 2.95K Nov 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise $0 +2.75K +93.15% $0.00 5.7K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$135K -1.08K -18.96% $125.03 4.62K Nov 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise $163K +10K +216.64% $16.32 14.6K Jan 3, 2022 Direct F3
transaction TRUP Common Stock Options Exercise $162K +9K +61.58% $17.97 23.6K Jan 3, 2022 Direct F3
transaction TRUP Common Stock Sale -$398K -3.15K -13.34% $126.29 20.5K Jan 3, 2022 Direct F3, F4
transaction TRUP Common Stock Sale -$420K -3.3K -16.13% $127.32 17.2K Jan 3, 2022 Direct F3, F5
transaction TRUP Common Stock Sale -$362K -2.82K -16.41% $128.58 14.3K Jan 3, 2022 Direct F3, F6
transaction TRUP Common Stock Sale -$960K -7.42K -51.69% $129.37 6.93K Jan 3, 2022 Direct F3, F7
transaction TRUP Common Stock Sale -$71.7K -550 -7.93% $130.43 6.38K Jan 3, 2022 Direct F3, F8
transaction TRUP Common Stock Sale -$204K -1.55K -24.29% $131.43 4.83K Jan 3, 2022 Direct F3, F9
transaction TRUP Common Stock Sale -$239K -1.8K -37.25% $132.67 3.03K Jan 3, 2022 Direct F3, F10
transaction TRUP Common Stock Sale -$144K -1.08K -35.52% $133.46 1.96K Jan 3, 2022 Direct F3, F11
transaction TRUP Common Stock Sale -$45.6K -339 -17.34% $134.45 1.62K Jan 3, 2022 Direct F3, F12

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 -313 -33.37% $0.00 625 Aug 25, 2021 Common Stock 313 Direct F1, F13
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -684 -14.29% $0.00 4.1K Aug 25, 2021 Common Stock 684 Direct F1, F14
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -23 -10.09% $0.00 205 Aug 25, 2021 Common Stock 23 Direct F1, F15
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.75K -9.09% $0.00 27.5K Aug 25, 2021 Common Stock 2.75K Direct F1, F16
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -312 -49.92% $0.00 313 Nov 25, 2021 Common Stock 312 Direct F1, F13
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -684 -16.67% $0.00 3.42K Nov 25, 2021 Common Stock 684 Direct F1, F14
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -23 -11.22% $0.00 182 Nov 25, 2021 Common Stock 23 Direct F1, F15
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.75K -10% $0.00 24.7K Nov 25, 2021 Common Stock 2.75K Direct F1, F16
transaction TRUP Stock Option (right to buy) Options Exercise $0 -10K -100% $0.00* 0 Jan 3, 2022 Common Stock 10K $16.32 Direct F3, F17
transaction TRUP Stock Option (right to buy) Options Exercise $0 -9K -100% $0.00* 0 Jan 3, 2022 Common Stock 9K $17.97 Direct F3, F17
* 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 exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on November 30, 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.
F4 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $125.83 to $126.77 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.
F5 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $126.88 to $127.85 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.
F6 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $127.90 to $128.89 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.
F7 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $128.915 to $129.745 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.
F8 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $130.01 to $130.98 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.
F9 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $131.03 to $132.00 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.
F10 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $132.05 to $133.02 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.
F11 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $133.10 to $133.90 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.
F12 The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $134.18 to $134.64 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.
F13 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.
F14 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.
F15 The RSU vests and will convert to common stock of the Issuer as to 1/4th of the total shares on November 25, 2020, after which 1/16th of the total shares vest quarterly, subject to continued service through each vesting date.
F16 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.
F17 The option is fully vested.