Guidewire Software Executive Sells $306K in Shares for Tax Obligations

James Winston King, Chief Administrative Officer and General Counsel of Guidewire Software (GWRE), reported a significant insider transaction on June 17, 2025.

Rhea-AI Filing Summary

James Winston King, Chief Administrative Officer and General Counsel of Guidewire Software (GWRE), reported a significant insider transaction on June 17, 2025. The executive disposed of 1,230 shares at an average price of $248.9384 per share.

The transaction was executed as a tax-related sale, where shares were sold by the issuer to cover tax obligations associated with the settlement of Restricted Stock Units (RSUs). Following the transaction, King retains beneficial ownership of 39,923 shares held directly.

The sale prices ranged from $248.9379 to $248.9388 per share. This transaction appears to be a routine tax withholding event rather than a discretionary sale by the insider, suggesting it may not signal any particular view on the company's valuation or prospects.

Insider Trade Summary

Net Seller: 1,230 shares

Net Sell 1 txn

Insider King James Winston

Role Chief Admin Officer, Gen Couns

Sold 1,230 shs ($306K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,230	$248.9384	$306K

Holdings After Transaction: Common Stock — 39,923 shares (Direct)

Footnotes (2)

1. F1. Shares sold by Issuer to cover taxes associated with settlement of Restricted Stock Units.
2. F2. The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $248.9379 to $248.9388 per share. The reporting person will provide, upon request by the Commission staff, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate price.

FAQ

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

How many GWRE shares did James Winston King sell on June 17, 2025?

James Winston King, Chief Admin Officer and General Counsel of Guidewire Software (GWRE), sold 1,230 shares on June 17, 2025. The shares were sold at an average price of $248.9384 per share.

What was the purpose of GWRE insider James King's stock sale?

The shares were sold by the issuer to cover taxes associated with the settlement of Restricted Stock Units (RSUs), as explained in footnote 1 of the Form 4 filing.

How many GWRE shares does James King own after the June 17, 2025 transaction?

Following the reported transaction, James Winston King directly owns 39,923 shares of Guidewire Software (GWRE) common stock.

What is James Winston King's role at GWRE?

James Winston King serves as the Chief Administrative Officer and General Counsel at Guidewire Software (GWRE), as indicated in the Form 4 filing.

What was the price range of GWRE shares sold in this transaction?

The shares were sold at prices ranging from $248.9379 to $248.9388 per share, with an average sale price of $248.9384 per share.

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

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Accepted by SEC EDGAR 06/18/2025 - 04:05 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^*

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)
06/17/2025

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	06/17/2025		S(1)		1,230	D	$248.9384(2)	39,923	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. Shares sold by Issuer to cover taxes associated with settlement of Restricted Stock Units.

2. The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $248.9379 to $248.9388 per share. The reporting person will provide, upon request by the Commission staff, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate price.

Remarks:

	/s/ James Winston King	06/18/2025
	** 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.