Guidewire (GWRE) insider sells 798 shares at $245.7; holds 37,817

Guidewire Software (GWRE) reported an insider transaction by its Chief Administrative Officer and General Counsel.

Accepted by SEC EDGAR 10/21/2025 - 04:04 PM EDT Learn about SEC filing dates

Rhea-AI Filing Summary

Guidewire Software (GWRE) reported an insider transaction by its Chief Administrative Officer and General Counsel. On 10/20/2025, the officer sold 798 shares of common stock at $245.7 per share, reported under transaction code S.

Following the sale, the officer beneficially owns 37,817 shares, held directly. The filing notes the sale was an automatic transaction made pursuant to a Rule 10b5-1 trading plan adopted on October 15, 2024 and amended on April 14, 2025.

Insider Trade Summary

Net Seller: 798 shares

Net Sell 1 txn

Insider King James Winston

Role Chief Admin Officer, Gen Couns

Sold 798 shs ($196K)

Type	Security	Shares	Price	Value
Sale	Common Stock	798	$245.70	$196K

Holdings After Transaction: Common Stock — 37,817 shares (Direct)

Footnotes (1)

1. F1. Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

FAQ

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

What did GWRE disclose in this Form 4?

An officer sold 798 shares of Guidewire common stock at $245.7 on 10/20/2025 under code S.

Who executed the transaction at Guidewire (GWRE)?

Guidewire’s Chief Administrative Officer and General Counsel reported the transaction.

At what price were the GWRE shares sold?

The reported sale price was $245.7 per share.

How many GWRE shares does the insider own after the transaction?

The insider beneficially owns 37,817 shares directly after the sale.

Was the GWRE sale under a 10b5-1 plan?

Yes. The filing states it was an automatic sale under a Rule 10b5-1 trading plan adopted on October 15, 2024 and amended on April 14, 2025.

What is transaction code S on a Form 4?

Code S indicates an open market or private sale of non-derivative securities.

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

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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^*

King James Winston

(Last) (First) (Middle)

C/O GUIDEWIRE SOFTWARE, INC.

970 PARK PL, SUITE 200

(Street)

SAN MATEO CA 94403

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Guidewire Software, Inc. [ GWRE ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Admin Officer, Gen Couns

3. Date of Earliest Transaction (Month/Day/Year)
10/20/2025

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

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	10/20/2025		S(1)		798	D	$245.7	37,817	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 15, 2024, as amended on April 14, 2025.

Remarks:

	/s/ James Winston King	10/21/2025
	** 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.