GWRE Form 144: Multiple proposed sales including 4,737 shares

Morgan Stanley Smith Barney LLC Executive Financial Services filed a Form 144 reporting proposed sales of Common shares by an affiliated holder.

Rhea-AI Filing Summary

Morgan Stanley Smith Barney LLC Executive Financial Services filed a Form 144 reporting proposed sales of Common shares by an affiliated holder. The notice lists multiple transactions of 1,200 shares on several dates in 2026 and a larger 4,737-share sale reported for 03/17/2026. The entries identify the securities as Restricted Stock and Performance Shares originating from issuer grants.

Insights

Corporate Counsel

Filing lists multiple proposed dispositions by an executive/affiliate under issuer grants.

The Form 144 entries show repetitive 1,200-share sale notices across multiple 2026 dates and a single 4,737-share disposition on 03/17/2026. These entries are notices of intent to sell and identify the securities as Restricted Stock and Performance Shares.

Cash‑flow treatment and whether sales were executed are not stated in the excerpt; subsequent SEC filings or broker confirmations would show settlement details.

Equity Markets Analyst

Patterned small-lot filings suggest routine liquidity, not a single large block trade.

The sequence of repeated 1,200-share notices and one 4,737-share notice implies staged dispositions rather than one-time liquidation. The amounts listed next to each 1,200-share row indicate reported dollar values per event in the excerpt.

Whether these notices translate to market sales depends on execution; the filing is a regulatory notice of proposed sales, not proof of completion.

Key Figures

Representative sale size: 1,200 shares Larger reported disposition: 4,737 shares Dollar value (example): $776,194.87 +2 more

5 metrics

Representative sale size 1,200 shares Multiple 2026 sale notices listed in the excerpt

Larger reported disposition 4,737 shares Reported sale on 03/17/2026 with value $776,194.87

Dollar value (example) $776,194.87 Value shown for the 4,737-share row on 03/17/2026

Example per-event values $142,524.00 to $192,000.00 Dollar amounts paired with 1,200-share rows in 2026

Grant dates shown 03/15/2023 and 06/15/2023 Grant dates for Restricted Stock and Performance Shares

Key Terms

Form 144, Restricted Stock, Performance Shares, Issuer

4 terms

Form 144 regulatory

"144: Securities Sold During The Past 3 Months"

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"

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

"Common | 06/15/2023 | Performance Shares"

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.

Issuer legal

"Restricted Stock | ISSUER"

FAQ

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

What does GWRE's Form 144 filing show?

It reports proposed sales of Common shares by an affiliated holder, including repeated 1,200-share notices and a 4,737-share notice on 03/17/2026. The securities are listed as Restricted Stock and Performance Shares originating from issuer grants.

Does the Form 144 confirm the shares were sold?

No; Form 144 is a notice of intent to sell, not evidence of executed trades. Settlement or trade confirmations would appear in subsequent broker records or Form 4/Form 5 filings if sales occurred.

How many shares appear repeatedly in the filing?

The filing repeatedly lists 1,200 shares across multiple 2026 dates and a single entry of 4,737 shares on 03/17/2026. Each row pairs a share count with a dollar amount in the excerpt.

What types of securities are being offered for sale?

The notice identifies the securities as Restricted Stock and Performance Shares, and lists the issuer as the source of those awards. The entries show grant dates of 03/15/2023 and 06/15/2023.

Who is listed as the selling broker or holder?

The excerpt lists Morgan Stanley Smith Barney LLC Executive Financial Services and an address for an affiliated holder at 970 Park Place, Suite 200, San Mateo, CA in the transaction rows shown.

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

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Accepted by SEC EDGAR 06/15/2026 - 04:06 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	148620.00	83256364	06/15/2026	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			475	03/15/2023	Not Applicable
Common	06/15/2023	Performance Shares	ISSUER			725	06/15/2023	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	06/08/2026	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
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

144: Remarks and Signature

Remarks
Date of Notice	06/15/2026
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)