Guidewire CEO sells 1,200 shares under 10b5-1 plan

Guidewire Software, Inc. Chief Executive Officer and director Michael George Rosenbaum reported selling 1,200 shares of common stock on January 20, 2026 at a price of $156.26 per share.

Rhea-AI Filing Summary

Guidewire Software, Inc. Chief Executive Officer and director Michael George Rosenbaum reported selling 1,200 shares of common stock on January 20, 2026 at a price of $156.26 per share. The transaction was coded as a sale and was made pursuant to an automatic Rule 10b5-1 trading plan adopted by Rosenbaum on October 14, 2025, meaning it followed a pre-arranged schedule. After this sale, he beneficially owned 235,543 shares of Guidewire common stock held 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 ($188K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,200	$156.26	$188K

Holdings After Transaction: Common Stock — 235,543 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.

What insider transaction did GWRE’s CEO report on this Form 4?

Guidewire Software, Inc. Chief Executive Officer and director Michael George Rosenbaum reported a sale of 1,200 shares of the company’s common stock.

On what date did Michael George Rosenbaum sell GWRE shares and at what price?

Rosenbaum sold the 1,200 shares of Guidewire common stock on January 20, 2026 at a price of $156.26 per share.

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

Following the reported transaction, Michael George Rosenbaum beneficially owned 235,543 shares of Guidewire Software, Inc. common stock in direct ownership.

Was the GWRE CEO’s share sale part of a Rule 10b5-1 trading plan?

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

What roles does Michael George Rosenbaum hold at Guidewire Software, Inc. (GWRE)?

According to the filing, Michael George Rosenbaum is both a director and an officer of Guidewire Software, Inc., serving as Chief Executive Officer.

Is the reported GWRE Form 4 filed for one or multiple reporting persons?

The document indicates that the Form 4 is filed by one reporting person, identified as Michael George Rosenbaum.

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

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Accepted by SEC EDGAR 01/22/2026 - 12:29 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)
01/20/2026

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	01/20/2026		S(1)		1,200	D	$156.26	235,543	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	01/22/2026
	** 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.