GWRE Form 144 lists multiple restricted-share sales

GWRE filing a Form 144 notice reporting multiple sales of Common shares previously issued as Restricted Stock.

Rhea-AI Filing Summary

GWRE filing a Form 144 notice reporting multiple sales of Common shares previously issued as Restricted Stock. The excerpt lists a series of sales dated between 03/02/2026 and 05/18/2026, with repeated line items of 1,200 shares and one larger sale of 4,737 shares on 03/17/2026.

The entries include per-sale proceeds (for example, $153,828.00 on 05/18/2026 and $776,194.87 on 03/17/2026). The filing identifies the securities as Restricted Stock and lists the Issuer relationship for those securities.

Insights

Compliance Counsel

Form 144 lists multiple Rule 144 sales of restricted common stock across March–May 2026.

The excerpt records repeated sales of 1,200 shares on several dates and a single larger sale of 4,737 shares on 03/17/2026, with explicit proceeds for each transaction. These line items align with a notice of proposed sale under transfer-restriction rules.

Timing and further procedural details (such as broker handling or final settlement) are not provided in the excerpt; subsequent filings or broker confirmations would show completion details and any residual restricted holdings.

Key Figures

Single large sale: 4,737 shares Representative sale: 1,200 shares Proceeds example: $153,828.00 +2 more

5 metrics

Single large sale 4,737 shares sale on 03/17/2026 with proceeds of $776,194.87

Representative sale 1,200 shares multiple sale entries between 03/02/2026 and 05/18/2026 (examples shown)

Proceeds example $153,828.00 proceeds listed for sale dated 05/18/2026 (1,200 shares)

Proceeds example $776,194.87 proceeds listed for sale dated 03/17/2026 (4,737 shares)

Proceeds example $192,000.00 proceeds listed for sale dated 03/16/2026 (1,200 shares)

Key Terms

Restricted Stock, Securities To Be Sold, Common

3 terms

Restricted Stock regulatory

"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.

Securities To Be Sold regulatory

"144: Securities To Be Sold"

Common financial

"Common | 05/18/2026 | 1200 | 153828.00"

FAQ

What does GWRE's Form 144 report show?

It reports proposed sales of previously restricted common stock, listing dates, share counts, and proceeds. The excerpt shows multiple 1,200-share sale entries and a 4,737-share sale dated 03/17/2026, each with an associated dollar amount.

How many shares were sold in the largest single entry shown?

The largest single entry in the excerpt lists 4,737 shares sold on 03/17/2026. The filing pairs that share count with proceeds of $776,194.87 for that date.

Can I see the proceeds for recent GWRE sales in this filing?

Yes; each sale line lists a dollar amount next to the share count. Examples include $153,828.00 for 05/18/2026 and $192,000.00 for 03/16/2026 as shown in the excerpt.

Are the securities listed as restricted or free trading?

The excerpt explicitly identifies the securities as Restricted Stock. The filing therefore reflects transfers of restricted shares that are being offered for sale under a Form 144 notice.

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

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Accepted by SEC EDGAR 05/26/2026 - 04:04 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	166212.00	84657470	05/26/2026	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	05/18/2026	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	05/26/2026
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)