STOCK TITAN

Trupanion (TRUP) CFO sells 6,177 shares after RSU vesting under 10b5-1 plan

Filing Impact
(High)
Filing Sentiment
(Negative)
Form Type
4

Rhea-AI Filing Summary

TRUPANION, INC. Chief Financial Officer Fawwad Qureshi reported a mix of equity compensation vesting, tax withholding, and stock sales. On May 22 and May 25, 2026, he exercised restricted stock units to acquire a total of 13,744 shares of common stock at a conversion price of $0.00 per share. To cover income tax obligations tied to these vestings, the issuer withheld a total of 5,486 shares, which the filing clarifies do not represent sales by Qureshi.

On May 27, 2026, Qureshi sold an aggregate of 6,177 shares of common stock in open-market transactions at weighted average prices of about $22.63 and $22.17 per share, executed under a pre-arranged Rule 10b5-1 trading plan adopted on May 19, 2025. Following these transactions, he directly holds 2,081 shares of common stock. The filing also shows continuing holdings of restricted stock units that convert into common stock on a one-for-one basis, including 31,047 RSUs from a prior grant.

Positive

  • None.

Negative

  • None.
Insider Qureshi Fawwad
Role Chief Financial Officer
Sold 6,177 shs ($137K)
Type Security Shares Price Value
Sale Common Stock 6,007 $22.1691 $133K
Sale Common Stock 170 $22.625 $4K
Exercise Restricted Stock Unit (RSU) 3,750 $0.00 --
Exercise Common Stock 3,750 $0.00 --
Tax Withholding Common Stock 1,497 $21.86 $33K
Exercise Restricted Stock Unit (RSU) 312 $0.00 --
Exercise Restricted Stock Unit (RSU) 5,247 $0.00 --
Exercise Restricted Stock Unit (RSU) 4,435 $0.00 --
Exercise Common Stock 312 $0.00 --
Tax Withholding Common Stock 124 $21.98 $3K
Exercise Common Stock 5,247 $0.00 --
Tax Withholding Common Stock 2,095 $21.98 $46K
Exercise Common Stock 4,435 $0.00 --
Tax Withholding Common Stock 1,770 $21.98 $39K
Holdings After Transaction: Common Stock — 2,251 shares (Direct, null); Restricted Stock Unit (RSU) — 22,500 shares (Direct, null)
Footnotes (1)
  1. Restricted stock units convert into common stock on a one-for-one basis. 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. The sale reported is effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on May 19, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.50 to $22.50 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). 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 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. On February 27, 2025, the reporting person was granted 41,980 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, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. On February 20, 2026, the reporting person was granted 35,482 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, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date. On November 13, 2023, the reporting person was granted 60,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on 11/25/24, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
Shares sold 6,177 shares Open-market sales on May 27, 2026
Sale price tranche 1 $22.6250 per share 170 shares of common stock sold
Sale price tranche 2 $22.1691 per share 6,007 shares of common stock sold
RSU exercises 13,744 shares Common stock acquired via RSU exercises on May 22 and 25, 2026
Tax-withholding shares 5,486 shares Shares withheld to satisfy income tax obligations
Post-transaction holdings 2,081 shares Common stock directly held after May 27, 2026 trades
Outstanding RSUs from one grant 31,047 RSUs Restricted stock units remaining from November 13, 2023 grant
Restricted stock units financial
"Restricted stock units convert into common stock on a one-for-one basis."
Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.
Rule 10b5-1 trading plan financial
"The sale reported is effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on May 19, 2025"
A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.
tax withholding financial
"shares of common stock that have been withheld by the issuer to satisfy its income tax withholding and remittance obligations"
Tax withholding is the practice of taking a portion of a payment—such as wages, dividends, or sale proceeds—before it reaches the recipient and sending that portion to the tax authority as an advance on the recipient’s eventual tax bill. For investors it matters because withholding reduces immediate cash received and affects after‑tax returns, estimated tax payments, and whether you may owe more or receive a refund when taxes are finally calculated, like having a small automatic savings set aside for your tax bill.
weighted average price financial
"The reported price in Column 4 is a weighted average price."
Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.
derivative exercise/conversion financial
"transaction_action: derivative exercise/conversion"
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*
Qureshi Fawwad

(Last)(First)(Middle)
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)
Director10% Owner
XOfficer (give title below)Other (specify below)
Chief Financial Officer
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
05/22/2026
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 Stock05/22/2026M312A(1)312D
Common Stock05/22/2026F124(2)D$21.98188D
Common Stock05/22/2026M5,247A(1)5,435D
Common Stock05/22/2026F2,095(2)D$21.983,340D
Common Stock05/22/2026M4,435A(1)7,775D
Common Stock05/22/2026F1,770(2)D$21.986,005D
Common Stock05/25/2026M3,750A(1)9,755D
Common Stock05/25/2026F1,497(2)D$21.868,258D
Common Stock05/27/2026S6,007(3)D$22.1691(4)2,251D
Common Stock05/27/2026S170(3)D$22.6252,081D
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)05/22/2026M312 (5)02/25/2028(5)Common Stock312$02,188D
Restricted Stock Unit (RSU)(1)05/22/2026M5,247 (6)02/22/2027(6)Common Stock5,247$015,743D
Restricted Stock Unit (RSU)(1)05/22/2026M4,435 (7)02/22/2028(7)Common Stock4,435$031,047D
Restricted Stock Unit (RSU)(1)05/25/2026M3,750 (8)11/25/2027(8)Common Stock3,750$022,500D
Explanation of Responses:
1. Restricted stock units convert into common stock on a one-for-one basis.
2. 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.
3. The sale reported is effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on May 19, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction.
4. The reported price in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $21.50 to $22.50 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).
5. 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 25, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
6. On February 27, 2025, the reporting person was granted 41,980 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, 2025, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
7. On February 20, 2026, the reporting person was granted 35,482 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, 2026, after which 1/8th of the total shares vest quarterly, subject to continued service through each vest date.
8. On November 13, 2023, the reporting person was granted 60,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on 11/25/24, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.
Remarks:
/s/ Lauren Welsh as attorney-in-fact for Fawwad Qureshi05/27/2026
** 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)

FAQ

What transactions did TRUP (Trupanion) CFO Fawwad Qureshi report on this Form 4?

The CFO reported RSU vesting, related tax-withholding dispositions, and open-market sales. He exercised restricted stock units into 13,744 common shares, had 5,486 shares withheld for taxes, and sold 6,177 shares in the market under a pre-arranged Rule 10b5-1 trading plan.

How many Trupanion (TRUP) shares did the CFO sell and at what prices?

He sold 6,177 shares of Trupanion common stock in open-market transactions. Reported weighted average sale prices were approximately $22.63 and $22.17 per share, with individual trades executed between $21.50 and $22.50 per share, as detailed in the filing footnotes.

Were the TRUP CFO’s stock sales discretionary or under a Rule 10b5-1 plan?

The sales were executed under a Rule 10b5-1 trading plan adopted on May 19, 2025. The filing states the CFO had no discretion over the timing, indicating the transactions followed a pre-planned diversification strategy rather than ad hoc trading decisions.

How many Trupanion (TRUP) shares does the CFO hold after these transactions?

After the reported transactions, the CFO directly holds 2,081 shares of Trupanion common stock. This figure reflects the net result of RSU exercises, shares withheld for tax obligations, and open-market sales disclosed during the May 22–27, 2026 transaction period.

What do the tax-withholding transactions in the TRUP Form 4 represent?

Tax-withholding entries represent shares withheld by the issuer to satisfy income tax obligations from RSU vesting. The filing explicitly notes these dispositions, totaling 5,486 shares, do not represent sales by the CFO but rather shares delivered to meet tax and remittance requirements.

What ongoing equity compensation does the TRUP CFO retain after these Form 4 transactions?

The CFO retains multiple grants of restricted stock units that convert into common stock one-for-one as they vest. These include a grant with 31,047 RSUs remaining outstanding, along with other RSU awards that vest over time subject to continued service conditions.