Asher Bearman - Dec 31, 2021 Form 5 Insider Report for TRUPANION, INC. (TRUP)

Role
EVP, Business Development
Signature
/s/ Charlotte Sim-Warner as attorney-in-fact for Asher Bearman
Stock symbol
TRUP
Transactions as of
Dec 31, 2021
Transactions value $
-$602,643
Form type
5
Date filed
2/14/2022, 04:14 PM
Previous filing
May 27, 2021
Next filing
Mar 1, 2022

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction TRUP Common Stock Options Exercise +1.22K +1.72% 72.1K Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$57.6K -614 -0.85% $93.83 71.5K Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2.08K +2.91% 73.6K Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$98.1K -1.05K -1.42% $93.83 72.6K Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2.17K +2.99% 74.7K Aug 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$103K -1.09K -1.46% $93.83 73.6K Aug 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +1.22K +1.66% 74.9K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Sale -$76.9K -614 -0.82% $125.23 74.2K Nov 25, 2021 Direct F3, F4
transaction TRUP Common Stock Options Exercise +2.08K +2.8% 76.3K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$131K -1.05K -1.37% $125.03 75.3K Nov 25, 2021 Direct F2
transaction TRUP Common Stock Options Exercise +2.17K +2.88% 77.4K Nov 25, 2021 Direct F1
transaction TRUP Common Stock Tax liability -$137K -1.09K -1.41% $125.03 76.4K Nov 25, 2021 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 -1.22K -33.34% $0.00 2.44K Aug 25, 2021 Common Stock 1.22K Direct F1, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.08K -14.28% $0.00 12.5K Aug 25, 2021 Common Stock 2.08K Direct F1, F6
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.17K -9.09% $0.00 21.7K Aug 25, 2021 Common Stock 2.17K Direct F1, F7
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, F5
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.08K -16.66% $0.00 10.4K Nov 25, 2021 Common Stock 2.08K Direct F1, F6
transaction TRUP Restricted Stock Unit (RSU) Options Exercise $0 -2.17K -10% $0.00 19.5K Nov 25, 2021 Common Stock 2.17K Direct F1, F7
* 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 $126.2128 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 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.
F6 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.
F7 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.