Darryl Rawlings of Trupanion (TRUP) adds 6,563 shares through RSU conversion

Rhea-AI Filing Summary

TRUPANION director Darryl Rawlings increased his direct ownership through RSU conversions. On February 22, 2026, restricted stock units converted into common stock on a one-for-one basis, resulting in the acquisition of 6,563 common shares at a price of $0.0000 per share.

Following these transactions, Rawlings directly owned 41,286 shares of common stock. The RSU grants were originally awarded on February 27, 2024, with scheduled vesting over time, subject to continued service through each vesting date.

Insider Trade Summary

6,563 shares exercised/converted

Mixed 4 txns

Insider RAWLINGS DARRYL

Role Director

Type	Security	Shares	Price	Value
Exercise	Restricted Stock Unit (RSU)	313	$0.00	--
Exercise	Restricted Stock Unit (RSU)	6,250	$0.00	--
Exercise	Common Stock	313	$0.00	--
Exercise	Common Stock	6,250	$0.00	--

Holdings After Transaction: Restricted Stock Unit (RSU) — 2,500 shares (Direct); Common Stock — 35,036 shares (Direct)

Footnotes (1)

1. Restricted stock units convert into common stock on a one-for-one basis. On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Form 4 Insider Transactions: What Each Field Means →

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

RAWLINGS DARRYL

(Last) (First) (Middle)

C/O TRUPANION, INC.

6100 4TH AVENUE SOUTH, SUITE 200

(Street)

SEATTLE WA 98108

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
TRUPANION, INC. [ TRUP ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
	Officer (give title below)		Other (specify below)

3. Date of Earliest Transaction (Month/Day/Year)
02/22/2026

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	02/22/2026		M		313	A	(1)	35,036	D
Common Stock	02/22/2026		M		6,250	A	(1)	41,286	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Restricted Stock Unit (RSU)	(1)	02/22/2026		M			313	(2)	02/22/2028(2)	Common Stock	313	$0	2,500	D
Restricted Stock Unit (RSU)	(1)	02/22/2026		M			6,250	(3)	02/22/2026(3)	Common Stock	6,250	$0	0	D

Explanation of Responses:

1. Restricted stock units convert into common stock on a one-for-one basis.

2. On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.

3. On February 27, 2024, the reporting person was granted 50,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/8th of the total shares on May 22, 2024, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.

Remarks:

	/s/ Lauren Welsh as attorney-in-fact for Darryl Rawlings	02/24/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What insider activity did TRUP director Darryl Rawlings report on this Form 4?

Darryl Rawlings reported acquiring common shares of Trupanion, Inc. through the conversion of restricted stock units. These RSUs converted into common stock on a one-for-one basis as part of scheduled vesting, increasing his directly held common share position without any reported open-market purchases or sales.

How many Trupanion (TRUP) shares did Darryl Rawlings acquire in this filing?

Rawlings acquired 6,563 common shares of Trupanion, Inc. through exercises of restricted stock units at a price of $0.0000 per share. These shares came from previously granted RSU awards that vested and converted into common stock according to their original vesting schedules.

What is Darryl Rawlings’ Trupanion (TRUP) share ownership after these transactions?

After the reported RSU conversions, Rawlings directly owned 41,286 shares of Trupanion common stock. This total reflects the addition of 6,563 newly issued shares from vested restricted stock units, with no common share sales disclosed in this Form 4 transaction set.

Were the Trupanion (TRUP) RSU transactions open-market buys or automatic conversions?

The transactions were automatic conversions of restricted stock units, not open-market buys. The Form 4 identifies code “M,” meaning exercise or conversion of derivative securities, and shows a per-share price of $0.0000, consistent with standard RSU vesting mechanics rather than market purchases.

When were the Trupanion (TRUP) RSUs originally granted to Darryl Rawlings?

The RSUs were granted on February 27, 2024. One grant of 5,000 RSUs vests 1/4 on February 22, 2025 and then 1/16 quarterly, while a second grant of 50,000 RSUs vests 1/8 on May 22, 2024 and then 1/8 quarterly, subject to continued service.

How do Darryl Rawlings’ Trupanion (TRUP) RSUs convert into common stock?

The restricted stock units convert into common stock on a one-for-one basis. As each portion of an RSU grant vests under its schedule, the corresponding number of units automatically turns into an equal number of Trupanion common shares, increasing direct share ownership.