Guidewire (GWRE) CEO sells 1,400 shares at $231.85 under 10b5-1

Guidewire Software (GWRE): CEO and Director Michael George Rosenbaum reported a sale of 1,400 shares of common stock on 11/03/2025 at $231.85 per share.

Rhea-AI Filing Summary

Guidewire Software (GWRE): CEO and Director Michael George Rosenbaum reported a sale of 1,400 shares of common stock on 11/03/2025 at $231.85 per share. The transaction was an automatic sale under a Rule 10b5-1 trading plan adopted on October 15, 2024. Following the sale, he beneficially owns 255,158 shares, held directly.

Insights

Insider trading compliance analyst

Small, pre-planned insider sale; neutral signal.

The CEO sold 1,400 shares of Guidewire Software on 11/03/2025 at $231.85 per share. The filing states the trade occurred under a Rule 10b5-1 plan adopted on October 15, 2024, indicating it was pre-scheduled.

After this transaction, the CEO directly holds 255,158 shares. The disclosed sale size is limited, and the plan-based nature reduces interpretive risk. Actual impact depends on future filings and trading activity disclosed by the company’s insiders.

Insider Trade Summary

Net Seller: 1,400 shares

Net Sell 1 txn

Insider Rosenbaum Michael George

Role Chief Executive Officer

Sold 1,400 shs ($325K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,400	$231.85	$325K

Holdings After Transaction: Common Stock — 255,158 shares (Direct)

Footnotes (1)

1. F1. Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What did Guidewire (GWRE) disclose in this Form 4?

The CEO sold 1,400 shares of common stock on 11/03/2025 at $231.85 per share under a Rule 10b5-1 plan.

Who made the transaction reported by GWRE?

CEO and Director Michael George Rosenbaum made the reported sale.

How many GWRE shares does the CEO own after the sale?

He beneficially owns 255,158 shares following the transaction, held directly.

Was the GWRE insider trade under a Rule 10b5-1 plan?

Yes. It was an automatic sale pursuant to a Rule 10b5-1 plan adopted on October 15, 2024.

What was the price for the GWRE shares sold?

The shares were sold at $231.85 per share.

What is the insider’s relationship to Guidewire?

He is the company’s Chief Executive Officer and a Director.

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

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Accepted by SEC EDGAR 11/03/2025 - 08:03 PM EST Learn about SEC filing dates

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).

X

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 CA 94403

(City) (State) (Zip)

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

3. Date of Earliest Transaction (Month/Day/Year)
11/03/2025

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	11/03/2025		S(1)		1,400	D	$231.85	255,158	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. Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024.

Remarks:

	By: Winston King, Attorney-in-Fact for Michael George Rosenbaum	11/03/2025
	** 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.