GWRE Form 144 shows multiple proposed stock resales

GWRE selling stockholder submitted a Form 144 notice reporting multiple proposed sales of Common stock by an affiliated broker-dealer and an addressed selling party.

Rhea-AI Filing Summary

GWRE selling stockholder submitted a Form 144 notice reporting multiple proposed sales of Common stock by an affiliated broker-dealer and an addressed selling party. The filing lists repeated sales of 1,200 shares on many dates and a single 4,737-share transaction dated 03/17/2026.

The entries show trade dates and dollar amounts for each reported sale; the securities are labeled Restricted Stock and the broker-dealer listed is Morgan Stanley Smith Barney LLC.

Insights

Securities Compliance Counsel

Form 144 lists planned resale transactions of restricted common shares by a selling holder.

The filing records multiple dated sales of 1,200 shares and one 4,737-share entry with dollar amounts attached. These are notice filings under the securities resale rule; they do not confirm execution.

Cash‑flow treatment and whether sales were completed are not stated in the excerpt; subsequent trade reports would show execution status.

Key Figures

Repeated sale lots: 1,200 shares Single larger reported lot: 4,737 shares Example dollar amount: $776,194.87 +1 more

4 metrics

Repeated sale lots 1,200 shares multiple trade dates from 03/09/2026 to 06/01/2026

Single larger reported lot 4,737 shares trade date 03/17/2026 with $776,194.87 reported

Example dollar amount $776,194.87 associated with the 4,737-share entry dated 03/17/2026

Broker‑dealer listed Morgan Stanley Smith Barney LLC addressed at 1 New York Plaza, appears with sale listings

Key Terms

Form 144, Restricted Stock, Selling Stockholder

3 terms

Form 144 regulatory

"Filer Information | | | 144: Filer Information"

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

"Common | 03/15/2023 | 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.

Selling Stockholder regulatory

"144: Securities To Be Sold"

A selling stockholder is an individual or entity that owns shares of a company's stock and chooses to sell some or all of those shares to others. This often occurs when the owner wants to cash in on their investment or reduce their stake. For investors, understanding who the selling stockholder is can provide insights into potential changes in the company's ownership or market activity.

FAQ

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

What does GWRE's Form 144 disclose?

The Form 144 discloses proposed resales of restricted Common stock, listing multiple dated transactions. It shows repeated 1,200-share entries and one 4,737-share entry on 03/17/2026, with dollar amounts reported for each reported sale.

Who is the broker‑dealer listed on the GWRE Form 144?

The broker‑dealer shown is Morgan Stanley Smith Barney LLC at 1 New York Plaza. The filing pairs that broker‑dealer name with the reported sales and indicates the securities were labeled as Restricted Stock.

Do the Form 144 entries confirm the sales executed?

No; Form 144 is a notice of proposed resale under the securities rule and does not itself confirm execution. The filing lists dates and amounts reported, but trade execution and settlement are not confirmed in this excerpt.

What are the largest single reported entries in the excerpt?

The largest single reported sale shown is 4,737 shares on 03/17/2026 with a corresponding dollar amount of $776,194.87. Multiple other entries report 1,200 shares on various dates with listed dollar values.

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

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Accepted by SEC EDGAR 06/08/2026 - 04:03 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	162744.00	83256364	06/08/2026	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	03/15/2023	Restricted Stock	ISSUER			1200	03/15/2023	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	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
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/27/2026	1200	165708.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/20/2026	1200	167700.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/13/2026	1200	142524.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/06/2026	1200	181368.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/30/2026	1200	174888.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/23/2026	1200	186672.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/17/2026	4737	776194.87
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/16/2026	1200	192000.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/09/2026	1200	199608.00

144: Remarks and Signature

Remarks
Date of Notice	06/08/2026
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)