Guidewire (GWRE) CEO Rosenbaum executes 1,200-share 10b5-1 stock sale

Rhea-AI Filing Summary

Guidewire Software, Inc. director and Chief Executive Officer Michael George Rosenbaum reported an open-market sale of common stock. He sold 1,200 shares at a price of $125.50 per share in a transaction dated February 23, 2026. After this sale, he continued to hold 229,543 shares of Guidewire common stock directly. The sale was executed automatically under a pre-arranged Rule 10b5-1 trading plan, which had been adopted in advance to systematically sell shares over time.

Insider Trade Summary

Net Seller: 1,200 shares ($150,600)

Net Sell 1 txn

Insider Rosenbaum Michael George

Role Chief Executive Officer

Sold 1,200 shs ($151K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,200	$125.50	$151K

Holdings After Transaction: Common Stock — 229,543 shares (Direct)

Footnotes (1)

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Form 4 Insider Transactions: What Each Field Means →

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)
02/23/2026

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	02/23/2026		S(1)		1,200	D	$125.5	229,543	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	02/23/2026
	** 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.

FAQ

What insider transaction did Guidewire Software (GWRE) report for Michael Rosenbaum?

Guidewire Software reported that CEO and director Michael George Rosenbaum sold 1,200 shares of common stock. The transaction was an open-market sale executed at $125.50 per share, according to a Form 4 insider trading report filed with regulators.

At what price did the Guidewire (GWRE) CEO sell his shares in this Form 4?

Michael George Rosenbaum sold his Guidewire common stock at $125.50 per share. This price reflects the average sale price for the 1,200 shares reported in the open-market transaction disclosed in the Form 4 filing.

How many Guidewire (GWRE) shares does Michael Rosenbaum hold after the reported sale?

After the reported sale, Michael George Rosenbaum directly holds 229,543 shares of Guidewire common stock. This post-transaction balance is disclosed in the Form 4 and reflects his remaining direct ownership following the 1,200-share sale.

Was the Guidewire (GWRE) CEO’s stock sale under a 10b5-1 trading plan?

Yes. The Form 4 footnote states the sale was automatic under a Rule 10b5-1 trading plan adopted by Michael George Rosenbaum. Such pre-arranged plans allow insiders to sell shares on a scheduled basis, separate from day-to-day trading decisions.

Does the Form 4 show buying or selling activity by the Guidewire (GWRE) CEO?

The Form 4 shows selling activity by Guidewire’s CEO. It reports a net sale of 1,200 shares of common stock in an open-market transaction, with no corresponding purchases or acquisitions reported for the same filing date.