GWRE insider plans sale of 1,200 common shares

An affiliate of GWRE filed a Form 144 indicating an intent to sell 1,200 shares of common stock through Morgan Stanley Smith Barney LLC Executive Financial Services, with an aggregate market value of $170,772.00, on or after July 27, 2026 on the NYSE.

Rhea-AI Filing Summary

An affiliate of GWRE filed a Form 144 indicating an intent to sell 1,200 shares of common stock through Morgan Stanley Smith Barney LLC Executive Financial Services, with an aggregate market value of $170,772.00, on or after July 27, 2026 on the NYSE.

The filing also lists earlier equity awards, including 679 restricted stock shares dated June 15, 2023 and 521 performance shares dated September 15, 2023, as well as multiple open-market sales during the past three months, such as 5,830 shares sold for $692,271.69 on June 16, 2026.

Key Figures

Planned shares to be sold: 1,200 shares Aggregate market value of planned sale: $170,772.00 Restricted stock award: 679 shares +3 more

6 metrics

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

Aggregate market value of planned sale $170,772.00 Planned sale of 1,200 common shares on or after July 27, 2026

Restricted stock award 679 shares Restricted Stock issued June 15, 2023

Performance share award 521 shares Performance Shares issued September 15, 2023

Recent large sale 5,830 shares for $692,271.69 Common stock sale on June 16, 2026

Example recent sale 1,200 shares for $176,904.00 Common stock sale on July 20, 2026

Key Terms

Form 144, Restricted Stock, Performance Shares, aggregate market value

4 terms

Form 144 regulatory

"An affiliate of GWRE filed a Form 144 indicating an intent to sell"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

Restricted Stock financial

"including 679 restricted stock shares dated June 15, 2023"

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.

Performance Shares financial

"and 521 performance shares dated September 15, 2023"

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

"1,200 shares of common stock with an aggregate market value of $170,772.00"

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.

FAQ

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

What does the GWRE Form 144 filing disclose?

The Form 144 for GWRE discloses a proposed sale of 1,200 shares of common stock with an aggregate market value of $170,772.00, expected to be sold on or after July 27, 2026 on the NYSE.

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

The filer plans to sell 1,200 shares of GWRE common stock. The planned transaction carries an aggregate market value of $170,772.00 and is to be executed through Morgan Stanley Smith Barney LLC Executive Financial Services.

Which broker is handling the planned GWRE share sale?

The planned sale of 1,200 GWRE common shares is to be handled by Morgan Stanley Smith Barney LLC Executive Financial Services at 1 New York Plaza, 8th Floor, New York, NY 10004, with trading on the NYSE.

What prior GWRE equity awards are referenced in the Form 144?

The filing references prior awards of 679 restricted stock shares dated June 15, 2023 and 521 performance shares dated September 15, 2023, both issued by the company, alongside the current planned sale disclosure.

What recent GWRE stock sales are listed over the past three months?

The Form 144 lists several recent GWRE common stock sales, including 5,830 shares sold for $692,271.69 on June 16, 2026 and multiple 1,200-share transactions between May 4, 2026 and July 20, 2026 at varying total values.

When is the GWRE insider permitted to begin selling shares under this Form 144?

The filer indicates an intent to sell 1,200 GWRE common shares on or after July 27, 2026. This date marks when the planned NYSE sale through Morgan Stanley Smith Barney LLC Executive Financial Services may commence.

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

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Available on EDGAR 07/27/2026 - 04:03 PM Accepted by SEC EDGAR 07/27/2026 - 04:03 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	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	170772.00	83256364	07/27/2026	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	06/15/2023	Restricted Stock	ISSUER			679	06/15/2023	Not Applicable
Common	09/15/2023	Performance Shares	ISSUER			521	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	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
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/11/2026	1200	163656.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/04/2026	1200	170292.00

144: Remarks and Signature

Remarks
Date of Notice	07/27/2026
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)