[144] Guidewire Software, Inc. SEC Filing

Rhea-AI Filing Summary

GWRE has a Form 144 notice indicating planned sales of common stock under SEC Rule 144. The filing shows an intent to sell 1,400 shares of common stock through Morgan Stanley Smith Barney LLC on the NYSE, with an aggregate market value of $298,522.00, against 84,530,578 shares outstanding.

The seller acquired these 1,400 shares as performance shares on 09/15/2022. Over the past three months, the same seller has reported multiple sales of 1,400-share blocks and one larger sale of 30,317 shares on 09/16/2025 for gross proceeds of $7,362,962.35. The signer represents that they are not aware of undisclosed material adverse information about the issuer’s operations.

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
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

Relationship to Issuer

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	1400	298522.00	84530578	11/24/2025	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	09/15/2022	Performance Shares	ISSUER			1400	09/15/2022	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	11/17/2025	1400	311556.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	11/10/2025	1400	305942.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	11/03/2025	1400	324590.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	10/27/2025	1400	357560.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	10/20/2025	1400	343980.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	10/13/2025	1400	335594.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	10/06/2025	1400	322112.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/29/2025	1400	325150.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/22/2025	1400	342370.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/16/2025	30317	7362962.35
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/15/2025	1400	353962.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/08/2025	1400	365792.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/02/2025	1400	300020.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/25/2025	1400	300580.00

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does this Form 144 filing for GWRE disclose?

The Form 144 discloses a planned sale of 1,400 shares of GWRE common stock on the NYSE, with an indicated aggregate market value of $298,522.00, as part of the seller’s reliance on Rule 144 for resales of restricted or control securities.

How many GWRE shares has the seller reported selling in the last 3 months?

The filing lists multiple transactions over the past three months, including repeated blocks of 1,400 common shares and a larger sale of 30,317 shares on 09/16/2025, which generated gross proceeds of $7,362,962.35.

At what firm and exchange are the GWRE shares planned to be sold?

The Form 144 states that the 1,400 shares of common stock are to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services on the NYSE.

How did the seller acquire the GWRE shares referenced in this Form 144?

The 1,400 shares covered by the notice were acquired as performance shares from the issuer on 09/15/2022, with the payment described as Not Applicable, consistent with an equity award rather than a cash purchase.

What does the Rule 10b5-1 and material information representation mean in this context?

By signing the notice, the seller represents that they do not know any material adverse information about the issuer’s current or prospective operations that has not been publicly disclosed, and, if relying on a Rule 10b5-1 trading plan, that this representation also applied as of the plan’s adoption or instruction date.

How many GWRE shares are reported as outstanding in this Form 144?

The Form 144 states that there are 84,530,578 shares of the issuer’s common stock outstanding, providing context for the size of the seller’s reported transactions.