Guidewire CEO sells shares under 10b5-1 plan

Guidewire Software CEO Michael George Rosenbaum, who also serves as a director, reported an automatic sale of company common stock.

Accepted by SEC EDGAR 01/15/2026 - 04:40 PM EST Learn about SEC filing dates

Rhea-AI Filing Summary

Guidewire Software CEO Michael George Rosenbaum, who also serves as a director, reported an automatic sale of company common stock. On January 13, 2026, he sold 1,200 shares of Guidewire common stock at a price of $180.87 per share in an open market transaction coded as a sale. The transaction was carried out under a Rule 10b5-1 trading plan that he adopted on October 14, 2025, which means the trades were pre-arranged rather than made at his discretion on the trade date. After this sale, Rosenbaum beneficially owns 236,743 shares of Guidewire common stock directly.

Insider Trade Summary

Net Seller: 1,200 shares

Net Sell 1 txn

Insider Rosenbaum Michael George

Role Chief Executive Officer

Sold 1,200 shs ($217K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,200	$180.87	$217K

Holdings After Transaction: Common Stock — 236,743 shares (Direct)

Footnotes (1)

1. F1. Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025.

FAQ

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

Who is the insider in this Guidewire Software (GWRE) Form 4 filing?

The insider is Michael George Rosenbaum, who is both a director and the Chief Executive Officer of Guidewire Software, Inc.

How many Guidewire Software (GWRE) shares did the CEO sell?

Michael George Rosenbaum sold 1,200 shares of Guidewire Software common stock in the reported transaction.

At what price were the Guidewire Software (GWRE) shares sold?

The 1,200 shares of Guidewire Software common stock were sold at a price of $180.87 per share.

How many Guidewire Software (GWRE) shares does the CEO own after the sale?

Following the sale, Michael George Rosenbaum beneficially owns 236,743 shares of Guidewire Software common stock directly.

Was the Guidewire Software (GWRE) CEO sale made under a 10b5-1 trading plan?

Yes. The filing states the sale was an automatic sale pursuant to a 10b5-1 Trading Plan adopted by the reporting person on October 14, 2025.

What type of security was involved in this Guidewire Software (GWRE) insider transaction?

The transaction involved Guidewire Software, Inc. common stock as reported in Table I for non-derivative securities.

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

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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)
01/13/2026

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	01/13/2026		S(1)		1,200	D	$180.87	236,743	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 14, 2025.

Remarks:

	By: Winston King, Attorney-in-Fact for Michael George Rosenbaum	01/15/2026
	** 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).
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