GWRE Form 144: Insider proposes multiple stock sales

GWRE reported proposed insider dispositions of Common Stock via Form 144.

Rhea-AI Filing Summary

GWRE reported proposed insider dispositions of Common Stock via Form 144. The filing lists multiple proposed sales by the reporting party, primarily in blocks of 1,200 shares on several dates and a larger 4,737-share entry dated 03/17/2026. The securities are described as Restricted Stock and the sales are identified as issuer-directed or through broker channels.

Insights

Equity Transactions Analyst

Forms show repeated proposed sales of common stock by a reporting party.

The excerpt lists multiple proposed dispositions of Common Stock, many for 1,200 shares on specific dates and a single larger 4,737-share entry on 03/17/2026. These are recorded as proposed sales under Form 144 for restricted shares.

Cash‑flow treatment and whether sales were completed are not shown in the excerpt; subsequent filings or trade records would confirm execution and proceeds.

Corporate Governance Specialist

Repeated small-block notifications suggest routine disposition reporting, not necessarily material corporate action.

Form 144 entries are procedural notices for proposed sales of restricted securities. The filings list the security type as Restricted Stock and identify the issuer/broker information but do not state completed trades.

Investors should rely on trade confirmations or subsequent Form 4 amendments for final execution and post‑transaction holdings.

Key Figures

Typical block size: 1,200 shares Larger proposed sale: 4,737 shares Dollar value example: $776,194.87 +2 more

5 metrics

Typical block size 1,200 shares multiple dated entries (Mar–May 2026)

Larger proposed sale 4,737 shares dated 03/17/2026

Dollar value example $776,194.87 proposed sale of 4,737 shares on 03/17/2026

Sample dollar proceeds $199,608.00 proposed sale of 1,200 shares on 03/09/2026

Form type Form 144 notice of proposed sale of restricted securities

Key Terms

Form 144, Restricted Stock, Issuer, Brokerage intermediary

4 terms

Form 144 regulatory

"lists proposed dispositions of Common Stock dated across Mar–May 2026"

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

"Security type shown as Restricted Stock on 03/15/2023 line"

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.

Issuer regulatory

"Security row labels the transaction origin as ISSUER"

Brokerage intermediary financial

"Morgan Stanley Smith Barney LLC named with address and NYSE designation"

FAQ

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

What does GWRE's Form 144 filing indicate?

The filing indicates proposed dispositions of GWRE Common Stock by the reporting party. It lists multiple proposed sales, including several 1,200-share blocks and a 4,737-share entry dated 03/17/2026, described as Restricted Stock.

Does the Form 144 confirm the sales were completed for GWRE?

No. Form 144 gives notice of intended sales of restricted securities but does not confirm execution. Completion and proceeds require subsequent trade records or Form 4/Form 5 filings showing final dispositions.

Who is listed as the broker or intermediary in the filing?

The filing lists Morgan Stanley Smith Barney LLC with address details and identifies the marketplace as NYSE. Broker and intermediary contact information appears on the form for the proposed transactions.

What security type is being offered in the GWRE Form 144?

The excerpt identifies the securities as Common shares issued as Restricted Stock with sale dates tied to multiple entries; the form classifies them under issuer-originated restricted securities.

How large are the example transactions listed in the filing?

Examples shown include repeated proposed sales of 1,200 shares on various dates and a larger proposed sale of 4,737 shares on 03/17/2026, with associated dollar amounts listed per entry.

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

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Accepted by SEC EDGAR 06/01/2026 - 04:04 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	190704.00	84657470	06/01/2026	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	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
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/02/2026	1200	172644.00

144: Remarks and Signature

Remarks
Date of Notice	06/01/2026
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)