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

Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported the sale of 1,200 shares of common stock on August 10, 2026 at $169.50 per share.

Rhea-AI Filing Summary

Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported the sale of 1,200 shares of common stock on August 10, 2026 at $169.50 per share. The transaction was an open-market sale made pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025. Following this sale, Rosenbaum directly holds 190,176 shares of Guidewire common stock.

Insider Trade Summary 10b5-1

Net Seller: 1,200 shares

Net Sell 1 txn

Insider Rosenbaum Michael George

Role Chief Executive Officer

Sold 1,200 shs ($203K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	1,200	$169.50	$203K

Holdings After Transaction: Common Stock — 190,176 shares (Direct)

Footnotes (1)

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

Key Figures

Shares sold: 1,200 shares Sale price per share: $169.5000 per share Shares owned after transaction: 190,176 shares +1 more

4 metrics

Shares sold 1,200 shares Common stock sale by CEO on August 10, 2026

Sale price per share $169.5000 per share Price for the 1,200 shares of common stock sold

Shares owned after transaction 190,176 shares Direct holdings of CEO Michael George Rosenbaum after the sale

Net shares sold in filing 1,200 shares Net sell direction across all reported transactions

Key Terms

Rule 10b5-1 Trading Plan, open market or private transaction, reporting person

3 terms

Rule 10b5-1 Trading Plan regulatory

"Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person"

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

open market or private transaction financial

"Transaction code S indicating sale in open market or private transaction"

reporting person regulatory

"Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person"

FAQ

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

What insider transaction did Guidewire Software (GWRE) report on this Form 4?

Guidewire Software reported that CEO Michael George Rosenbaum sold 1,200 shares of common stock on August 10, 2026 at $169.50 per share. The sale was an open-market transaction under a Rule 10b5-1 Trading Plan.

How many Guidewire Software (GWRE) shares did the CEO retain after the reported sale?

After the reported transaction, CEO Michael George Rosenbaum directly holds 190,176 shares of Guidewire Software common stock. This figure reflects his post-transaction direct ownership as disclosed in the Form 4 filing.

Was the GWRE CEO’s sale of 1,200 shares under a Rule 10b5-1 plan?

Yes. The Form 4 states the 1,200-share sale was an automatic sale made pursuant to a Rule 10b5-1 Trading Plan adopted by Michael George Rosenbaum on October 14, 2025, indicating it was pre-arranged.

What was the sale price per share in the latest Guidewire Software (GWRE) insider trade?

The reported transaction by CEO Michael George Rosenbaum involved selling shares at $169.50 per share. This price is described as a per-share transaction price for the 1,200 Guidewire common shares sold on August 10, 2026.

Who is the insider involved in the August 10, 2026 Guidewire Software (GWRE) Form 4 filing?

The insider is Michael George Rosenbaum, who serves as Chief Executive Officer and director of Guidewire Software, Inc. He reported an open-market sale of 1,200 shares of the company’s common stock.

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

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Accepted by SEC EDGAR 08/10/2026 - 04:31 PM EDT 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 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)
08/10/2026

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	08/10/2026		S(1)		1,200	D	$169.5	190,176	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	08/10/2026
	** 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)