RSU tax sale leaves Guidewire (GWRE) CEO holding 221,206 shares

Rhea-AI Filing Summary

Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported a sale of 4,737 shares of common stock. The shares were sold at $163.8579 per share, and according to the footnote, the sale was executed by the issuer to cover taxes tied to the settlement of restricted stock units. Following this routine tax-related disposition, he directly holds 221,206 shares of Guidewire common stock.

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

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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^*

Rosenbaum Michael George

(Last) (First) (Middle)

C/O GUIDEWIRE SOFTWARE, INC.

970 PARK PL, SUITE 200

(Street)

SAN MATEO CALIFORNIA 94403

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Guidewire Software, Inc. [ GWRE ]

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

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
03/17/2026

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

X	Form 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)
			Code	V	Amount	(A) or (D)	Price
Common Stock	03/17/2026		S(1)		4,737	D	$163.8579	221,206	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

Explanation of Responses:

1. Shares sold by Issuer to cover taxes associated with settlement of Restricted Stock Units.

Remarks:

	By: Winston King, Attorney-in-Fact for Michael George Rosenbaum	03/18/2026
	** 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.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Guidewire (GWRE) CEO Michael Rosenbaum report?

Guidewire CEO Michael Rosenbaum reported a sale of 4,737 shares of common stock. The filing shows this sale was made to cover taxes associated with the settlement of restricted stock units, rather than a discretionary open-market sale of his existing holdings.

How many Guidewire (GWRE) shares were sold and at what price?

The Form 4 reports that 4,737 shares of Guidewire common stock were sold. The shares were sold at a price of $163.8579 per share, according to the transaction details disclosed in the insider filing for Michael Rosenbaum.

Why were Michael Rosenbaum’s Guidewire (GWRE) shares sold according to the filing?

The filing states that the shares were sold by the issuer to cover taxes associated with the settlement of restricted stock units. This indicates the transaction was a tax-related disposition connected to equity compensation, not a discretionary portfolio trade by the CEO.

How many Guidewire (GWRE) shares does the CEO hold after this transaction?

After the reported sale, Michael Rosenbaum directly holds 221,206 shares of Guidewire common stock. This post-transaction figure is disclosed in the Form 4 and provides context for the size of the tax-related share sale relative to his remaining stake.

Was the Guidewire (GWRE) CEO’s share sale a routine tax event?

Yes. The footnote explains the shares were sold by the issuer to cover taxes from restricted stock unit settlement. This language indicates a routine tax withholding-related transaction commonly associated with equity compensation, rather than a discretionary reduction of the CEO’s investment position.