Guidewire (NYSE: GWRE) CEO’s 10b5-1 sale leaves 220,006 shares

Rhea-AI Filing Summary

Guidewire Software’s Chief Executive Officer Michael George Rosenbaum reported an open-market sale of company stock. On March 23, 2026, he sold 1,200 shares of Guidewire Software common stock at a price of $155.56 per share in a transaction classified as an open-market sale.

The sale was executed automatically under a pre-set Rule 10b5-1 trading plan adopted on October 14, 2025, indicating it was scheduled in advance. After this transaction, Rosenbaum still directly owns 220,006 shares of Guidewire Software common stock, so the sale represents only a small fraction of his overall holdings.

Insider Trade Summary 10b5-1

Net Seller: 1,200 shares ($186,672)

Net Sell 1 txn

Insider Rosenbaum Michael George

Role Chief Executive Officer

Sold 1,200 shs ($187K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,200	$155.56	$187K

Holdings After Transaction: Common Stock — 220,006 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 CALIFORNIA 94403

(City) (State) (Zip)

UNITED STATES

(Country)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
03/23/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

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	03/23/2026		S(1)		1,200	D	$155.56	220,006	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	03/24/2026
	** 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.
* Form 4: SEC 1474 (03-26)

FAQ

What insider transaction did Guidewire (GWRE) report for its CEO?

Guidewire’s CEO Michael George Rosenbaum sold 1,200 shares of common stock in an open-market transaction. The sale occurred at a price of $155.56 per share and was reported as a routine Form 4 insider trading disclosure.

When did the Guidewire (GWRE) CEO sell shares and at what price?

On March 23, 2026, Guidewire CEO Michael Rosenbaum sold 1,200 shares of common stock. The reported sale price was $155.56 per share, reflecting an open-market transaction disclosed in a Form 4 filing.

How many Guidewire (GWRE) shares does the CEO still hold after this sale?

After selling 1,200 shares, CEO Michael Rosenbaum still directly owns 220,006 Guidewire common shares. This indicates that the reported transaction affected only a small portion of his total direct ownership stake in the company.

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

Yes. The Form 4 footnote states the sale was an automatic transaction under a Rule 10b5-1 trading plan. That plan was adopted by Michael Rosenbaum on October 14, 2025, indicating the trade was pre-scheduled rather than opportunistic.

What does a Form 4 filing mean for Guidewire (GWRE) investors?

A Form 4 shows a company insider has traded its stock and discloses size, price, and remaining holdings. In this case, the CEO’s 1,200-share sale appears routine, especially given it was pre-planned and he retains 220,006 shares afterward.