[144] Guidewire Software, Inc. SEC Filing

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) Form 144 notice shows a proposed insider sale of 7,162 common shares, filed for sale on 09/18/2025 through Morgan Stanley Smith Barney LLC with an aggregate market value of $1,782,059.15. The filing lists the number of shares outstanding as 84,530,578. The securities to be sold include restricted stock and performance shares acquired on 09/15/2025 and 09/15/2024 (amounts: 1,371, 799, and 4,992 respectively). The document also discloses prior sales by the same person, James W. King, totaling 10,430 shares sold across 07/14/2025, 08/18/2025, and 09/16/2025 with gross proceeds listed for each transaction. The filer attests there is no undisclosed material adverse information and the notice contains customary Rule 144 representations.

Insights

Securities Analyst

TL;DR: Insider filing discloses planned sale of 7,162 GWRE shares worth $1.78M; prior recent disposals by the same insider are also reported.

The filing is a routine Rule 144 notice showing an insider intends to sell restricted and performance shares through a broker. The stated aggregate market value of the proposed sale is $1,782,059.15, and the issuer's outstanding share count is reported as 84,530,578, which allows calculation of the sale as a small fraction of outstanding equity. The filing also lists multiple recent sales by the same individual totaling 10,430 shares across July–September 2025 with stated gross proceeds. For investors, this is factual disclosure of insider liquidity events; the document does not contain earnings, forward guidance, or other operational metrics.

Corporate Governance Expert

TL;DR: Proper Form 144 disclosure of insider sales and acquisition origins; includes attestations required under Rule 144.

The notice identifies the nature of the acquired securities as restricted stock and performance shares with acquisition dates and amounts provided, and includes the standard attestation that no undisclosed material adverse information exists. It documents the broker of record as Morgan Stanley Smith Barney LLC. This filing fulfills disclosure obligations for an insider sale; it does not include any plan adoption date under Rule 10b5-1 nor additional commentary, so no conclusions about pre-approved trading plans can be drawn from the form alone.

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

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	7162	1782059.15	84530578	09/18/2025	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	09/15/2025	Restricted Stock	ISSUER			1371	09/15/2025	Not Applicable
Common	09/15/2024	Performance Shares	ISSUER			799	09/15/2024	Not Applicable
Common	09/15/2025	Performance Shares	ISSUER			4992	09/15/2025	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
JAMES W KING 970 Park Place, Suite 200 San Mateo CA 94403	common	09/16/2025	1544	374987.29
JAMES W KING 970 Park Place, Suite 200 San Mateo CA 94403	common	09/16/2025	5605	1361268.46
JAMES W KING 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/18/2025	799	169076.39
JAMES W KING 970 Park Place, Suite 200 San Mateo CA 94403	Common	07/14/2025	2482	547653.30

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)