Guidewire Software (NYSE: GWRE) CEO sells 1,200 shares via 10b5-1 plan

Rhea-AI Filing Summary

Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of common stock on July 20, 2026 at $147.4200 per share in an open-market transaction.

This automatic sale occurred under a Rule 10b5-1 Trading Plan adopted on October 14, 2025, and left him with 193,776 shares directly owned.

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 ($177K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	1,200	$147.42	$177K

Holdings After Transaction: Common Stock — 193,776 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: $147.4200 per share Shares owned after sale: 193,776 shares

3 metrics

Shares sold 1,200 shares Non-derivative sale of common stock on July 20, 2026

Sale price $147.4200 per share Price for the 1,200 shares of common stock sold

Shares owned after sale 193,776 shares Directly owned common shares following the reported transaction

Key Terms

Rule 10b5-1 Trading Plan, open market or private transaction, non-derivative

3 terms

Rule 10b5-1 Trading Plan regulatory

"Automatic sale pursuant to a 10b5-1 Trading Plan adopted..."

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

"Sale in open market or private transaction as described by the code"

non-derivative financial

"Security is reported as non-derivative common stock in the transaction"

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

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Form 4 Insider Transactions: What Each Field Means →

Available on EDGAR 07/20/2026 - 07:06 PM Accepted by SEC EDGAR 07/20/2026 - 07:06 PM Learn about SEC filing dates

FAQ

What insider transaction did Guidewire (GWRE) report for July 20, 2026?

Guidewire reported that CEO Michael George Rosenbaum sold 1,200 shares of common stock on July 20, 2026 at $147.4200 per share. The non-derivative sale was executed automatically under a pre-established Rule 10b5-1 Trading Plan.

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

CEO Michael George Rosenbaum sold 1,200 shares of Guidewire common stock at $147.4200 per share. The transaction was reported as a non-derivative open-market or private sale and was made pursuant to his existing Rule 10b5-1 Trading Plan.

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

Following the reported transaction, CEO Michael George Rosenbaum directly owned 193,776 shares of Guidewire common stock. This figure reflects his holdings immediately after the automatic sale of 1,200 shares executed under his Rule 10b5-1 Trading Plan.

Was the Guidewire (GWRE) CEO’s July 2026 stock sale pre-planned?

Yes. The sale of 1,200 shares by CEO Michael George Rosenbaum was described as an automatic transaction under a Rule 10b5-1 Trading Plan. That trading plan was adopted on October 14, 2025, establishing instructions for future stock sales in advance.

What type of security was involved in the Guidewire (GWRE) CEO’s transaction?

The transaction involved common stock of Guidewire Software, Inc. CEO Michael George Rosenbaum reported a non-derivative sale of 1,200 shares at $147.4200 per share, leaving him with 193,776 shares directly owned after the July 20, 2026 transaction.

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)
07/20/2026

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	07/20/2026		S(1)		1,200	D	$147.42	193,776	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	07/20/2026
	** 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)