Guidewire CEO sells 1,200 shares at $187.82

Guidewire Software, Inc. (GWRE) reported that Chief Executive Officer and director Michael George Rosenbaum sold 1,200 shares of common stock on August 24, 2026 at a price of $187.82 per share in an open-market or private transaction.

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) reported that Chief Executive Officer and director Michael George Rosenbaum sold 1,200 shares of common stock on August 24, 2026 at a price of $187.82 per share in an open-market or private transaction. Following this sale, he held 187,776 shares of Guidewire common stock directly. The transaction was an automatic sale made pursuant to a Rule 10b5-1 Trading Plan adopted by Mr. Rosenbaum on October 14, 2025.

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 ($225K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	1,200	$187.82	$225K

Holdings After Transaction: Common Stock — 187,776 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: $187.82 per share Shares owned after transaction: 187,776 shares +2 more

5 metrics

Shares sold 1,200 shares Common Stock sale on August 24, 2026 by CEO Michael George Rosenbaum

Sale price per share $187.82 per share Price for the 1,200 shares of Common Stock sold on August 24, 2026

Shares owned after transaction 187,776 shares Directly held by Michael George Rosenbaum after the reported sale

Rule 10b5-1 Trading Plan adoption date October 14, 2025 Plan under which the August 24, 2026 automatic sale was executed

Net buy/sell shares -1,200 shares Net effect of reported transactions in this Form 4

Key Terms

Rule 10b5-1 Trading Plan, Form 4, open-market or private transaction

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.

Form 4 regulatory

"reported in the Form 4"

Form 4 is a official document that company insiders, such as executives or major shareholders, file with regulators whenever they buy or sell company shares. It provides transparency about how those with inside knowledge are trading, helping investors see if insiders are confident in the company's prospects or may be selling for personal reasons. This information can influence investor decisions by revealing insiders' perspectives on the company's value.

open-market or private transaction market

"Sale in open market or private transaction"

FAQ

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

What insider transaction did GWRE report for CEO Michael Rosenbaum?

GWRE reported that CEO Michael George Rosenbaum sold 1,200 shares of Guidewire Software common stock on August 24, 2026 at $187.82 per share in a sale coded as an open-market or private transaction.

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

After the sale, CEO Michael George Rosenbaum directly held 187,776 shares of Guidewire Software, Inc. common stock, as reported in the Form 4.

Was the GWRE CEO’s August 24, 2026 stock sale under a 10b5-1 plan?

Yes. The sale was described as an automatic sale pursuant to a Rule 10b5-1 Trading Plan adopted by Michael George Rosenbaum on October 14, 2025.

What was the total number of GWRE shares sold in this Form 4?

The Form 4 reports that 1,200 shares of Guidewire Software, Inc. common stock were sold in this transaction by CEO Michael George Rosenbaum.

How is the transaction in GWRE stock classified in the Form 4?

The transaction is classified as a sale of Common Stock with transaction code S, described as a sale in an open-market or private transaction, and is reported as directly owned by the insider.

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

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Available on EDGAR 08/24/2026 - 06:47 PM EDT Accepted by SEC EDGAR 08/24/2026 - 06:46 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)
08/24/2026

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	08/24/2026		S(1)		1,200	D	$187.82	187,776	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	08/24/2026
	** 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)