Guidewire holder proposes $245K stock sale

Guidewire Software, Inc. (GWRE) has a notice of proposed sale of common stock filed by Michael George Rosenbaum under Rule 144.

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) has a notice of proposed sale of common stock filed by Michael George Rosenbaum under Rule 144. The notice lists 1,200 shares of common stock$245,328.00

The filing also lists multiple prior sales of GWRE common stock by the same person during the past three months, each in registered transactions of either 1,200 shares or 5,830 shares, with stated dollar amounts for each sale.

Key Figures

Shares to be sold: 1,200 shares of common stock Aggregate market value: $245,328.00 Sale on 08/24/2026: 1,200 shares; $225,384.00 +3 more

6 metrics

Shares to be sold 1,200 shares of common stock Proposed Rule 144 sale listed in securities information

Aggregate market value $245,328.00 Market value associated with 1,200 shares to be sold

Sale on 08/24/2026 1,200 shares; $225,384.00 GWRE common stock sold during past three months

Sale on 08/17/2026 1,200 shares; $207,456.00 GWRE common stock sold during past three months

Sale on 06/16/2026 5,830 shares; $692,271.69 Largest individual sale listed in past three months

Issuer address 970 Park Place, Suite 200, San Mateo, CA 94403 Principal address of Guidewire Software, Inc.

Key Terms

Rule 144, Performance Shares, aggregate market value, Executive Financial Services

4 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.

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.

aggregate market value financial

"| 1200 | 245328.00 | 83256364 | 08/31/2026"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

Executive Financial Services financial

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

FAQ

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

What is being disclosed about Guidewire Software, Inc. (GWRE) in this Form 144?

The filing discloses a proposed Rule 144 sale of 1,200 shares$245,328.00, as well as a schedule of several GWRE share sales made over the past three months.

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

The notice covers a proposed sale of 1,200 shares

What is the market value of the GWRE shares in the proposed Rule 144 sale?

The proposed Rule 144 sale involves Guidewire Software, Inc. common stock with an aggregate market value of $245,328.00 for 1,200 shares, as stated in the securities information section.

Who is the person selling Guidewire Software, Inc. (GWRE) shares under Rule 144?

The person for whose account the GWRE securities are to be sold is Michael George Rosenbaum. The filing indicates his address in San Mateo, California, and lists multiple recent sales of GWRE common stock.

Which broker is handling the proposed sale of GWRE shares in this Form 144?

The proposed sale of Guidewire Software, Inc. common stock is listed as being handled through Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, 8th Floor, New York, NY 10004.

What recent transactions in GWRE stock are reported in the past three months section?

The past three months section lists multiple sales of Guidewire Software, Inc. common stock by Michael George Rosenbaum, including several sales of 1,200 shares on different dates and one sale of 5,830 shares on June 16, 2026, each with a stated dollar amount.

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

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Available on EDGAR 08/31/2026 - 04:07 PM EDT Accepted by SEC EDGAR 08/31/2026 - 04:05 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	245328.00	83256364	08/31/2026	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	08/24/2026	1200	225384.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/17/2026	1200	207456.00
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

144: Remarks and Signature

Remarks
Date of Notice	08/31/2026
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)