[Form 4] Guidewire Software, Inc. Insider Trading Activity

Rhea-AI Filing Summary

Michael George Rosenbaum, Guidewire Software, Inc. (GWRE) Chief Executive Officer and Director, reported an automatic sale of 1,400 shares of the company's common stock on 09/22/2025 at a price of $244.55 per share. The filing states the sale was made pursuant to a 10b5-1 trading plan adopted by the reporting person on October 15, 2024. After the reported transaction, Rosenbaum beneficially owns 263,558 shares of Guidewire common stock. The Form 4 was signed by an attorney-in-fact on behalf of Rosenbaum.

Positive

• Sale executed under a documented 10b5-1 trading plan, indicating pre-arranged, rule-compliant disposition
• Reporting person retains substantial ownership with 263,558 shares beneficially owned after the sale
• Clear disclosure of transaction details including date, price ($244.55), and number of shares (1,400)

Negative

• Insider disposition of 1,400 shares which may be noted by some investors as insider selling

Insights

Securities Analyst

Routine insider sale under a pre-existing 10b5-1 plan; limited market impact.

The transaction is an automatic disposition under a documented 10b5-1 trading plan, which reduces the likelihood the sale reflects new material information about Guidewire's business. The number sold, 1,400 shares at $244.55, is small relative to the reporting person's post-transaction holding of 263,558 shares, suggesting this is a routine liquidity event rather than a change in conviction. For investors, this filing signals insider liquidity but not necessarily a change in insider outlook.

Corporate Governance Expert

Proper disclosure and use of a 10b5-1 plan; documentation and signature by attorney-in-fact are in order.

The Form 4 clearly identifies Rosenbaum as both CEO and Director and discloses the sale date, price, and that the sale was executed under a 10b5-1 plan adopted on October 15, 2024. The report was executed by an attorney-in-fact, which is permissible when powers are delegated. From a governance perspective, the filing adheres to Section 16 reporting requirements and provides investors with transparent identification of the insider, transaction mechanics, and resulting beneficial ownership.

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)
09/22/2025

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	09/22/2025		S(1)		1,400	D	$244.55	263,558	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	09/22/2025
	** 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.

FAQ

What did Guidewire (GWRE) insider Michael Rosenbaum report on Form 4?

The Form 4 reports an automatic sale of 1,400 shares on 09/22/2025 at $244.55 per share executed under a 10b5-1 trading plan.

How many Guidewire shares does Michael Rosenbaum beneficially own after the sale?

After the reported transaction Rosenbaum beneficially owns 263,558 shares of Guidewire common stock.

Was the sale by Michael Rosenbaum part of a 10b5-1 plan?

Yes. The filing states the sale was an automatic sale pursuant to a 10b5-1 trading plan adopted on October 15, 2024.

At what price were the Guidewire shares sold in the reported transaction?

The shares were sold at a price of $244.55 per share on September 22, 2025.

Who signed the Form 4 for Michael Rosenbaum?

The Form 4 was signed by Winston King, Attorney-in-Fact for Michael George Rosenbaum on 09/22/2025.