Guidewire CEO sells 1,200 shares at $160.52

Guidewire’s CEO and director Michael George Rosenbaum executed a pre-arranged Rule 10b5-1 sale of 1,200 GWRE shares and continues to hold 185,376 shares directly.

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) reports that Chief Executive Officer and director Michael George Rosenbaum sold 1,200 shares of common stock on September 8, 2026 at $160.52 per share in an open-market or private transaction. After this sale, he directly holds 185,376 shares of Guidewire common stock.

The transaction was an automatic sale pursuant to a Rule 10b5-1 Trading Plan adopted by Rosenbaum on October 14, 2025, indicating it was pre-arranged rather than opportunistic.

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 ($193K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	1,200	$160.52	$193K

Holdings After Transaction: Common Stock — 185,376 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: $160.52 per share Shares held after transaction: 185,376 shares +1 more

4 metrics

Shares sold 1,200 shares Common stock sale reported for September 8, 2026

Sale price per share $160.52 per share Price for the 1,200 GWRE shares sold on September 8, 2026

Shares held after transaction 185,376 shares Direct common stock holdings of the CEO after the sale

Rule 10b5-1 plan adoption date October 14, 2025 Adoption date of the trading plan governing the automatic sale

Key Terms

Rule 10b5-1 Trading Plan, automatic sale, 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.

automatic sale financial

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

open market or private transaction financial

"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 George Rosenbaum?

Guidewire reported that CEO Michael George Rosenbaum sold 1,200 shares of common stock on September 8, 2026 at $160.52 per share in a sale described as an open-market or private transaction.

How many GWRE shares does the CEO hold after this Form 4 transaction?

After the reported sale, CEO Michael George Rosenbaum directly holds 185,376 GWRE shares of common stock, as disclosed in the Form 4 following the September 8, 2026 transaction.

Was the September 8, 2026 GWRE insider sale under a Rule 10b5-1 plan?

Yes. The filing states the sale was an automatic sale pursuant to a 10b5-1 Trading Plan adopted by Michael George Rosenbaum on October 14, 2025, and the Rule 10b5-1 checkbox is affirmed.

What price did the GWRE CEO receive per share in the reported sale?

The Form 4 reports that Michael George Rosenbaum sold 1,200 GWRE shares at $160.52 per share on September 8, 2026, characterized as a sale in an open-market or private transaction.

Does the GWRE Form 4 show any derivative security transactions?

No. The Form 4 reports no derivative security transactions; the single reported transaction is a sale of 1,200 shares of common stock on September 8, 2026.

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

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Available on EDGAR 09/08/2026 - 04:46 PM EDT Accepted by SEC EDGAR 09/08/2026 - 04:46 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)
09/08/2026

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	09/08/2026		S(1)		1,200	D	$160.52	185,376	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	09/08/2026
	** 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)