Guidewire (NYSE: GWRE) CEO reduces holdings with 1,200-share sale

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) Chief Executive Officer Michael George Rosenbaum reported selling 1,200 shares of common stock on August 17, 2026 at $172.88 per share in an open-market or private transaction. The filing states the sale was an automatic transaction made pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025. Following this sale, Rosenbaum directly holds 188,976 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 ($207K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	1,200	$172.88	$207K

Holdings After Transaction: Common Stock — 188,976 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: $172.88 Shares held after transaction: 188,976 shares

3 metrics

Shares sold 1,200 shares Common stock sale on August 17, 2026

Sale price per share $172.88 Price per share for the August 17, 2026 sale

Shares held after transaction 188,976 shares Direct holdings of Michael Rosenbaum following the reported sale

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 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_description: Sale in open market or private transaction"

non-derivative financial

"transaction_type: non-derivative common stock transaction"

FAQ

What insider transaction did GWRE CEO Michael Rosenbaum report?

Michael Rosenbaum reported a sale of 1,200 GWRE common shares on August 17, 2026 at $172.88 per share. The transaction was coded as a sale in an open-market or private transaction and left him with 188,976 shares directly held.

Was the GWRE CEO’s August 17, 2026 stock sale under a 10b5-1 plan?

Yes. The sale was described as an automatic transaction under a Rule 10b5-1 Trading Plan adopted on October 14, 2025. Such plans pre-arrange trades, so timing reflects the plan’s terms rather than discretionary market timing.

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

Michael Rosenbaum sold 1,200 shares of Guidewire Software common stock at a price of $172.88 per share. The transaction was reported as a non-derivative sale of common stock, executed in an open-market or private transaction.

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

After the reported transaction, Michael Rosenbaum directly holds 188,976 GWRE shares. This post-transaction holding reflects his remaining direct ownership following the sale of 1,200 shares on August 17, 2026 under his 10b5-1 plan.

Does the GWRE Form 4 show any option exercises or derivative transactions?

No. The Form 4 discloses only a single non-derivative sale of 1,200 common shares. The derivativeSummary shows no derivative transactions reported in this filing, and transaction counts for exercises and gifts are all zero.

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 08/17/2026 - 05:22 PM Accepted by SEC EDGAR 08/17/2026 - 05:22 PM 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)
08/17/2026

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	08/17/2026		S(1)		1,200	D	$172.88	188,976	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	08/17/2026
	** 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)