STOCK TITAN

Trupanion (TRUP) director exercises RSUs for 420 shares

(Neutral)
(Neutral)
Form Type
4

Rhea-AI Filing Summary

TRUPANION, INC. (TRUP) director Howard E. Rubin reported equity-compensation activity involving restricted stock units and common stock. On August 22, 2026, three blocks of 140 RSUs each, covering 140 shares of common stock per block, were reported as derivative dispositions, while corresponding three acquisitions of 140 common shares each were reported as exercises/conversions. Footnotes state the RSUs convert into common stock on a one-for-one basis and vest in quarterly installments through May 22, 2027, in connection with Rubin’s service on boards of wholly owned subsidiaries.

Positive

  • None.

Negative

  • None.
Insider RUBIN HOWARD E
Role Director
Type Security Shares Price Value
Grant/Award Restricted Stock Unit (RSU) F1, F2 140 $0.00 $0.00
Grant/Award Restricted Stock Unit (RSU) F1, F2 140 $0.00 $0.00
Grant/Award Restricted Stock Unit (RSU) F1, F2 140 $0.00 $0.00
Exercise Common Stock F1 140 -- --
Exercise Common Stock F1 140 -- --
Exercise Common Stock F1 140 -- --
Holdings After Transaction: Restricted Stock Unit (RSU) — 1,266 shares (Direct); Common Stock — 233,288 shares (Direct)
Footnotes (2)
  1. F1. Restricted stock units convert into common stock on a one-for-one basis.
  2. F2. On May 11, 2026, the reporting person received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to continued service through each vest date.
RSUs per derivative transaction 140 RSUs Each of the three RSU derivative entries reported on August 22, 2026
Common shares acquired per exercise 140 shares Each of the three common stock acquisitions (code M) on August 22, 2026
Total RSU grants described 562 RSUs per grant Three separate RSU grants of 562 units each received on May 11, 2026
RSU vesting schedule dates August 22, 2026; November 22, 2026; February 22, 2027; May 22, 2027 Four vesting and conversion dates for the RSU grants, subject to continued service
RSU expiration date in transactions May 22, 2027 Expiration date listed for the RSU derivative securities reported
Restricted Stock Unit (RSU) financial
"security_title: "Restricted Stock Unit (RSU)""
A restricted stock unit (RSU) is a promise from a company to give an employee company shares (or cash equal to their value) at a future date if certain conditions are met, such as staying with the company or hitting performance targets. For investors, RSUs matter because when they convert into actual shares they increase the number of shares available and can create selling pressure as employees cash out—think of them as a future paycheck paid in company stock.
derivative security financial
"transaction_type": "derivative" for the RSU entries"
A derivative security is a financial contract whose value comes from the price or performance of something else, such as a stock, bond, commodity, or market index. For investors it acts like an insurance policy or a wager: it can be used to protect against losses, lock in prices, or amplify gains and losses, so it can change a portfolio’s risk and potential return without owning the underlying asset directly.
Exercise or conversion of derivative security financial
"transaction_code_description": "Exercise or conversion of derivative security""
vest financial
"The RSUs vest and convert into common stock of the Issuer as to 1/4th"
A vest is the process by which an employee earns the right to receive certain benefits or ownership interests, such as stock or retirement funds, over time. It’s similar to earning a reward gradually, ensuring that the benefit becomes fully yours only after a set period or meeting specific conditions. This makes it important for investors because it determines when they can actually claim or use those benefits.

FAQ

What insider transactions did TRUP director Howard E. Rubin report on August 22, 2026 for TRUP?

Howard E. Rubin reported three derivative transactions involving 140 RSUs each and three non-derivative acquisitions of 140 shares of common stock each on August 22, 2026, reflecting equity compensation linked to his board service for TRUP’s wholly owned subsidiaries.

How many Trupanion (TRUP) restricted stock units were involved in Howard Rubin’s Form 4?

The Form 4 reports three RSU entries, each for 140 restricted stock units, with each RSU entry tied to 140 underlying shares of TRUP common stock, for a total of 420 RSUs reported in these transactions.

How many TRUP common shares did Howard Rubin acquire in these transactions?

Howard Rubin reported three acquisitions of TRUP common stock, each for 140 shares, all dated August 22, 2026. These were reported with transaction code “M” as exercises or conversions of derivative securities into common stock.

What is the conversion ratio of TRUP RSUs to common stock in Howard Rubin’s awards?

The footnotes state that the restricted stock units convert into TRUP common stock on a one-for-one basis. Each vested RSU converts into one share of TRUP common stock when it vests and is settled.

How do Howard Rubin’s TRUP RSUs vest over time?

The filing explains that Rubin received three separate grants of 562 RSUs each on May 11, 2026. These RSUs vest and convert into TRUP common stock in four equal installments on August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to continued service.

Were Howard Rubin’s TRUP RSU and stock transactions under a Rule 10b5-1 plan?

The filing’s Rule 10b5-1 checkbox is not marked as a 10b5-1 plan (aff_10b5_one is false), and the footnotes do not describe these as trades under a pre-arranged Rule 10b5-1 trading plan.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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SEC Form 4
FORM 4UNITED 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*
RUBIN HOWARD E

(Last)(First)(Middle)
C/O TRUPANION, INC.
6100 4TH AVENUE SOUTH, SUITE 200

(Street)
SEATTLE WASHINGTON 98108

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
TRUPANION, INC. [ TRUP ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
XDirector10% Owner
Officer (give title below)Other (specify below)
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
08/22/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

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)
CodeVAmount(A) or (D)Price
Common Stock08/22/2026M140A(1)233,008D
Common Stock08/22/2026M140A(1)233,148D
Common Stock08/22/2026M140A(1)233,288D
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Restricted Stock Unit (RSU)(1)08/22/2026A140 (2)05/22/2027(2)Common Stock140$0422D
Restricted Stock Unit (RSU)(1)08/22/2026A140 (2)05/22/2027(2)Common Stock140$0422D
Restricted Stock Unit (RSU)(1)08/22/2026A140 (2)05/22/2027(2)Common Stock140$0422D
Explanation of Responses:
1. Restricted stock units convert into common stock on a one-for-one basis.
2. On May 11, 2026, the reporting person received three separate grants of 562 RSUs each in connection with his service on the board of directors of wholly-owned subsidiaries of the Issuer. The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on each of August 22, 2026, November 22, 2026, February 22, 2027, and May 22, 2027, subject to continued service through each vest date.
Remarks:
/s/ Lauren Welsh as attorney-in-fact for Howard E. Rubin08/26/2026
** Signature of Reporting PersonDate
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.
* Form 4: SEC 1474 (03-26)