Guidewire officer plans $200K Rule 144 stock sale

An officer of Guidewire Software filed a Form 144 covering a planned Rule 144 sale of 1,381 restricted common shares after prior sales in recent months.

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) is the issuer for which officer James W. King has filed a Form 144 notice to sell 1,381 shares of common stock through Morgan Stanley Smith Barney LLC on or after September 15, 2026. The notice lists these as restricted stock to be sold on the NYSE. It also reports that, during the prior three months, King sold 11,814 shares of common stock on September 17, 2026 for $1,706,784.92 and 1,684 shares on July 9, 2026 for $219,997.76.

Key Figures

Proposed shares to be sold: 1,381 shares Proposed aggregate market value: $200,217.38 Shares sold on September 17, 2026: 11,814 shares +3 more

6 metrics

Proposed shares to be sold 1,381 shares Common stock under Form 144 notice by officer James W. King

Proposed aggregate market value $200,217.38 Estimated market value of 1,381 Guidewire common shares to be sold

Shares sold on September 17, 2026 11,814 shares Common stock sold by James W. King during the past three months

Proceeds on September 17, 2026 sale $1,706,784.92 Aggregate sale price for 11,814 shares of common stock

Shares sold on July 9, 2026 1,684 shares Additional common stock sale reported for the past three months

Proceeds on July 9, 2026 sale $219,997.76 Aggregate sale price for 1,684 shares of common stock

Key Terms

Rule 144, Restricted Stock, NYSE

3 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock financial

"Common | 09/15/2026 | Restricted Stock | ISSUER"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

NYSE market

"09/18/2026 | NYSE"

A large, regulated marketplace where stocks and other securities are listed and traded, acting like a global auction house that matches buyers and sellers and helps determine share prices. It matters to investors because listing and trading there provide liquidity, price discovery, and regulatory oversight—making it easier to buy or sell holdings and giving companies a visible platform that can affect credibility and access to capital.

FAQ

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

What does the Form 144 filing disclose for Guidewire Software, Inc. (GWRE)?

It discloses that officer James W. King filed a notice of proposed sale under Rule 144 for 1,381 shares of Guidewire common stock, identified as restricted stock, to be sold through Morgan Stanley Smith Barney LLC on or after September 15, 2026.

How many Guidewire (GWRE) shares are proposed to be sold under this Form 144?

The notice covers a proposed sale of 1,381 shares of Guidewire Software common stock, with an aggregate market value listed as $200,217.38, to be sold as restricted stock on the NYSE through Morgan Stanley Smith Barney LLC.

What Guidewire (GWRE) insider sales occurred in the past three months according to the filing?

The filing reports that James W. King sold 11,814 shares of Guidewire common stock on September 17, 2026 for $1,706,784.92 and 1,684 shares on July 9, 2026 for $219,997.76.

Who is selling Guidewire (GWRE) shares in this Form 144 and in what capacity?

The seller is James W. King, identified in the filing as an officer of Guidewire Software, Inc. The notice is for sales made for his account under the provisions of Rule 144.

Through which broker will the proposed Guidewire (GWRE) shares be sold?

The proposed 1,381-share sale is to be executed through Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, New York, as stated in the Form 144 securities information section.

On which market are the Guidewire (GWRE) shares referenced in the Form 144 listed?

The common stock referenced in the Form 144 is listed on the NYSE, as indicated in the securities information section for the proposed 1,381-share sale.

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

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Available on EDGAR 09/18/2026 - 04:33 PM Accepted by SEC EDGAR 09/18/2026 - 04:32 PM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001586253
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	GUIDEWIRE SOFTWARE, INC.
SEC File Number	001-35394
Address of Issuer	970 Park Place, Suite 200 San Mateo CALIFORNIA 94403
Phone	(650) 357-9100
Name of Person for Whose Account the Securities are To Be Sold	JAMES W KING
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	1381	200217.38	81992669	09/18/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	09/15/2026	Restricted Stock	ISSUER			1381	09/15/2026	Not Applicable

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
JAMES W KING 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/17/2026	11814	1706784.92
JAMES W KING 970 Park Place, Suite 200 San Mateo CA 94403	Common	07/09/2026	1684	219997.76

144: Remarks and Signature

Remarks
Date of Notice	09/18/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	04/09/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ James Winston King
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)