[Form 4] GUIDEWIRE SOFTWARE, INC. Insider Trading Activity

Rhea-AI Filing Summary

Michael George Rosenbaum, identified as both Chief Executive Officer and a director of Guidewire Software, Inc. (GWRE), reported a sale of 1,400 shares of the company's common stock at $211.61 per share. The transaction was an automatic sale pursuant to a 10b5-1 trading plan adopted by the reporting person on October 15, 2024. After the reported sale, the filing shows 226,068 shares beneficially owned by the reporting person in a direct capacity. The Form 4 indicates the sale was executed under the adopted plan and documented by an attorney-in-fact.

Positive

• Sale executed under a 10b5-1 trading plan, indicating pre-planned and compliant insider trading procedures.
• Reporting person retains significant ownership with 226,068 shares held directly after the transaction.

Negative

• None.

Insights

Corporate Governance Expert

TL;DR: Routine insider sale under a pre-established 10b5-1 plan; shows compliance with insider trading controls.

The filing documents an automatic disposition of 1,400 shares executed under a documented 10b5-1 plan adopted on October 15, 2024. Using a trading plan helps the CEO avoid claims of opportunistic trading around material nonpublic information and demonstrates adherence to governance best practices. The remaining direct ownership of 226,068 shares maintains significant economic alignment with shareholders. No other compensatory or derivative transactions are reported.

Securities Analyst

TL;DR: Small, scheduled insider sale; unlikely to be material to valuation or signal a change in company outlook.

The reported sale of 1,400 shares at $211.61 is modest relative to the holding reported post-transaction (226,068 shares), suggesting this was a planned liquidity event rather than a reaction to company developments. The explicit note that the sale was automatic under a 10b5-1 plan reduces concern about information-driven timing. There are no derivative transactions disclosed in this Form 4 to alter the insider's exposure.

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)
08/18/2025

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	08/18/2025		S(1)		1,400	D	$211.61	226,068	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	08/18/2025
	** 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 GWRE CEO Michael Rosenbaum report on this Form 4?

The report discloses a sale of 1,400 shares of Guidewire common stock at $211.61 per share executed under a 10b5-1 trading plan.

Was the sale an automatic transaction or discretionary?

The sale was an automatic sale pursuant to a 10b5-1 trading plan adopted by the reporting person on October 15, 2024.

How many shares does Michael Rosenbaum beneficially own after the reported transaction?

The Form 4 reports 226,068 shares beneficially owned by the reporting person following the transaction.

Does the Form 4 disclose any option or derivative transactions by the reporting person?

No. Table II for derivative securities shows no derivative transactions reported on this Form 4.

Who signed the Form 4 on behalf of Michael Rosenbaum?

The Form indicates it was executed by Winston King, Attorney-in-Fact for Michael George Rosenbaum.