Guidewire shareholder plans $175K stock sale

A Guidewire Software shareholder filed Form 144 to sell 1,200 common shares and disclosed substantial prior sales over the last three months.

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) is the issuer in a Form 144 filing by shareholder Michael George Rosenbaum, who has notified of a proposed sale of 1,200 shares of common stock through Morgan Stanley Smith Barney LLC. The shares were acquired as Performance Shares from the issuer on September 15, 2023.

The notice also lists multiple open-market sales of Guidewire common stock by the same shareholder over the past three months, including a large block sale on September 17, 2026, along with several smaller 1,200‑share transactions.

Key Figures

Proposed shares to be sold: 1,200 shares Proposed sale value: $175,104.00 Acquisition date of shares: September 15, 2023 +4 more

7 metrics

Proposed shares to be sold 1,200 shares Guidewire common stock listed for sale in the Form 144 notice

Proposed sale value $175,104.00 Value associated with the 1,200 Guidewire common shares in the Form 144

Acquisition date of shares September 15, 2023 Date the 1,200 shares were acquired as Performance Shares from the issuer

Largest recent sale 72,290 shares Guidewire common stock sold on September 17, 2026 as listed under past 3 months

Proceeds of largest recent sale $10,443,869.86 Amount received for 72,290 shares sold on September 17, 2026

Example prior sale size 1,200 shares Several transactions of 1,200 shares of Guidewire common stock between June and September 2026

Example prior sale value $245,328.00 1,200 shares of Guidewire common stock sold on August 31, 2026

Key Terms

Rule 144, Performance Shares, Securities To Be Sold

3 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Performance Shares financial

"Common | 09/15/2023 | Performance Shares | ISSUER"

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.

Securities To Be Sold financial

"144: Securities To Be Sold Common | 09/15/2023"

FAQ

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

What does the Form 144 filing disclose for Guidewire Software, Inc. (GWRE)?

It discloses that shareholder Michael George Rosenbaum has filed a notice to sell 1,200 shares of Guidewire common stock and reports a series of additional common stock sales made over the preceding three months.

How many Guidewire (GWRE) shares are proposed for sale in this Form 144?

The filing reports a proposed sale of 1,200 shares of Guidewire Software common stock, with an indicated value of $175,104.00, to be sold through Morgan Stanley Smith Barney LLC on the NYSE.

How were the Guidewire (GWRE) shares in this Form 144 acquired?

The Form 144 states that the 1,200 shares of Guidewire common stock were acquired on September 15, 2023 as Performance Shares from the issuer, with the form listing the type of acquisition as “ISSUER” and payment as “Not Applicable.”

What prior sales of Guidewire (GWRE) stock does the Form 144 list?

The filing lists multiple sales of Guidewire common stock over the past three months, including 72,290 shares sold on September 17, 2026 for $10,443,869.86 and a series of 1,200‑share sales on various dates with stated dollar amounts.

Who is the selling security holder in this Guidewire (GWRE) Form 144?

The selling security holder is identified as Michael George Rosenbaum, with an address at 970 Park Place, Suite 200, San Mateo, California 94403, and he signed the notice electronically on September 21, 2026.

Which broker is listed for the proposed Guidewire (GWRE) share sale?

The proposed sale of 1,200 Guidewire common shares is listed as being through Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, 8th Floor, New York, NY 10004.

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

See more from StockTitan in Google Search and AI answers. Adds StockTitan as a preferred source · opens Google

Add on Google Not now

Available on EDGAR 09/21/2026 - 04:05 PM Accepted by SEC EDGAR 09/21/2026 - 04:02 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	175104.00	81992669	09/21/2026	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	09/15/2023	Performance Shares	ISSUER			1200	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	09/17/2026	72290	10443869.86
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/14/2026	1200	175044.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/08/2026	1200	192624.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/31/2026	1200	245328.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/24/2026	1200	225384.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/17/2026	1200	207456.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/10/2026	1200	203400.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/03/2026	1200	187104.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	07/27/2026	1200	170772.00
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

144: Remarks and Signature

Remarks
Date of Notice	09/21/2026
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)