Planned $207K sale of 1,200 Guidewire shares

Guidewire Software (symbol GWRE) filed a notice of proposed sale of 1,200 shares of common stock, to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services.

Rhea-AI Filing Summary

Guidewire Software (symbol GWRE) filed a notice of proposed sale of 1,200 shares of common stock, to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services. These shares are associated with performance shares acquired on 09/15/2023 from the issuer. The filing also lists a series of prior common stock sales over the past three months, each disclosing the number of shares, trade date, and aggregate sale price.

Key Figures

Proposed shares to be sold: 1,200 shares Proposed aggregate sale price: $207,456.00 Performance shares grant date: 09/15/2023 +4 more

7 metrics

Proposed shares to be sold 1,200 shares Common stock to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services

Proposed aggregate sale price $207,456.00 Aggregate dollar amount for 1,200 common shares in securities information section

Performance shares grant date 09/15/2023 Date associated with performance shares acquired from issuer

Sale on 08/10/2026 1,200 shares for $203,400.00 Common stock sold during the past three months

Sale on 08/03/2026 1,200 shares for $187,104.00 Common stock sold during the past three months

Sale on 06/16/2026 5,830 shares for $692,271.69 Larger individual common stock sale listed among past three months’ sales

Sale on 06/01/2026 1,200 shares for $190,704.00 Common stock sold during the past three months

Key Terms

Performance Shares, Executive Financial Services, Securities To Be Sold

3 terms

Performance Shares financial

"Common | 09/15/2023 | Performance Shares | ISSUER"

Performance shares are a type of company stock given to executives or employees that only become theirs if the company meets specific goals, like hitting certain profits or growth targets. They motivate leaders to work toward the company’s success, because their additional shares depend on achieving these results.

Executive Financial Services financial

"Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza"

Securities To Be Sold financial

"144: Securities To Be Sold"

FAQ

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

What does GWRE’s Form 144 filing disclose about upcoming stock sales?

GWRE’s filing discloses a proposed sale of 1,200 shares of common stock through Morgan Stanley Smith Barney LLC Executive Financial Services. It also details several prior common stock sales over the last three months, including dates, share amounts, and total sale values.

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

The notice covers a proposed sale of 1,200 shares of GWRE common stock. These shares relate to performance shares acquired from the issuer and are to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services as disclosed in the filing.

What type of GWRE equity awards are involved in the proposed Form 144 sale?

The proposed sale involves performance shares of GWRE common stock acquired from the issuer on 09/15/2023. The filing indicates that 1,200 common shares associated with these performance shares are planned for sale through a brokerage platform.

What past GWRE stock sales are reported in the last three months?

The filing lists multiple GWRE common stock sales, including 1,200 shares for $203,400.00 on 08/10/2026 and 1,200 shares for $187,104.00 on 08/03/2026, among other dates, each showing the shares sold and aggregate dollar proceeds received.

Who is the broker for the proposed GWRE share sale in this Form 144?

The proposed sale of 1,200 GWRE common shares will be executed through Morgan Stanley Smith Barney LLC Executive Financial Services. The broker’s office is listed at 1 New York Plaza, 8th Floor, New York, NY 10004 in the filing’s securities information section.

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

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Accepted by SEC EDGAR 08/17/2026 - 04:27 PM EDT 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	0001784996
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	MIKE ROSENBAUM
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
Relationship to Issuer	Director

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	1200	207456.00	83256364	08/17/2026	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	09/15/2023	Performance Shares	ISSUER			1200	09/15/2023	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
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/10/2026	1200	203400.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/03/2026	1200	187104.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	07/27/2026	1200	170772.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	07/20/2026	1200	176904.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	07/13/2026	1200	166164.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	07/06/2026	1200	157956.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/29/2026	1200	149148.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/22/2026	1200	126804.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/16/2026	5830	692271.69
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/15/2026	1200	148620.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/08/2026	1200	162744.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/01/2026	1200	190704.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/26/2026	1200	166212.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/18/2026	1200	153828.00

144: Remarks and Signature

Remarks
Date of Notice	08/17/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	10/14/2025
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/ Michael George Rosenbaum
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)