[144] Guidewire Software, Inc. SEC Filing

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) Form 144 notifies the SEC of a proposed sale of 3,000 restricted common shares by an insider through Morgan Stanley Smith Barney on the NYSE, with an aggregate market value listed as $692,190 and approximately 84,530,578 shares outstanding. The filing shows the shares were acquired as restricted stock from the issuer on 09/15/2025 and lists an approximate sale date of 10/01/2025.

The form also discloses prior sales by the same person during the past three months: 15,869 shares on 09/16/2025 for gross proceeds of $3,854,052.91, and two earlier sales of 3,000 shares each on 09/02/2025 and 08/01/2025 with gross proceeds shown. The filer certifies no undisclosed material adverse information and the filing identifies the executing broker and trading venue.

Positive

• Transparent disclosure of proposed insider sale including broker, share count, and market value
• Compliance with Rule 144 elements: acquisition details, restricted stock designation, and signer representation

Negative

• None.

Insights

Securities Compliance Analyst

TL;DR: The filing is a standard Rule 144 notification showing insider restricted-share sale activity and appears procedurally complete.

The Form 144 discloses acquisition date, nature of acquisition as restricted stock, broker details, the number of shares to be sold, and the approximate sale date, meeting core disclosure elements required under Rule 144. The signer affirms absence of undisclosed material adverse information, which is a routine but important compliance representation. Documentation of multiple recent sales by the same person helps regulators and the market track aggregation requirements under Rule 144(e).

Equity Research Analyst

TL;DR: Insider sales are disclosed but aggregate amounts are small relative to outstanding shares; this is likely immaterial to company valuation.

The current notice covers 3,000 shares (~0.0036% of the reported ~84.53M outstanding) with an indicated market value of $692,190. Recent aggregated sales in the past three months total 21,869 shares generating roughly $5.17M in gross proceeds per the listed transactions. Given the small percentage of float represented, these transactions are unlikely to have a material impact on the company’s capitalization, though they are relevant for monitoring insider selling patterns.

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	3000	692190.00	84530578	10/01/2025	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			3000	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
JOHN MULLEN 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/16/2025	15869	3854052.91
JOHN MULLEN 970 Park Place, Suite 200 San Mateo CA 94403	Common	09/02/2025	3000	642900.00
JOHN MULLEN 970 Park Place, Suite 200 San Mateo CA 94403	Common	08/01/2025	3000	669840.00

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 the Form 144 filed for GWRE disclose?

The filing discloses a proposed sale of 3,000 restricted common shares by an insider through Morgan Stanley Smith Barney on the NYSE, with aggregate market value listed as $692,190.

When were the shares to be sold acquired according to the filing?

The Form 144 states the shares were acquired as restricted stock from the issuer on 09/15/2025.

Does the filing show recent insider sales for GWRE?

Yes; the same person sold 15,869 shares on 09/16/2025 for $3,854,052.91, and sold 3,000 shares on 09/02/2025 and 08/01/2025 with gross proceeds shown.

What broker and exchange are listed for the proposed sale?

The broker is listed as Morgan Stanley Smith Barney LLC, Executive Financial Services and the exchange is the NYSE.

Does the filer represent any undisclosed material information?

By signing, the person represents that they do not know of any material adverse information about the issuer that has not been publicly disclosed.