Guidewire Insider's $700K Total Stock Sales Raise Questions About Timing

Rhea-AI Filing Summary

Form 144 Notice of Proposed Sale filed for Guidewire Software (NYSE: GWRE) indicates an insider's intent to sell securities. The filing details a proposed sale of 1,000 shares of Class A Common Stock with an aggregate market value of $239,000 through UBS Financial Services, planned for June 25, 2025.

Key transaction details:

• Original acquisition: 2,000 shares through open market purchase on June 15, 2022
• Recent insider sales by Michael C Keller in the past 3 months: - 860 shares on June 16, 2025 ($218,836) - 1,000 shares on June 24, 2025 ($237,419)
• Current shares outstanding: 84,195,000

This Form 144 represents a routine insider sale declaration, required when affiliates intend to sell securities. The seller confirms no knowledge of undisclosed material adverse information regarding Guidewire's operations.

Positive

• None.

Negative

• Insider Michael C Keller has sold a total of 1,860 shares in June 2025 for gross proceeds of $456,255, indicating continued insider selling momentum

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

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Accepted by SEC EDGAR 06/25/2025 - 10:20 AM Learn about SEC filing dates

FAQ

How many shares of GWRE stock is being sold according to the Form 144 filing from June 28, 2025?

According to the Form 144 filing, 1,000 shares of GWRE Class A Common Stock are proposed to be sold through UBS Financial Services Inc, with an aggregate market value of $239,000.

What is the recent trading history of GWRE insider Michael C Keller in the past 3 months?

Michael C Keller made two recent sales: 860 shares on June 16, 2025, for gross proceeds of $218,836, and 1,000 shares on June 24, 2025, for gross proceeds of $237,419. These sales preceded the current Form 144 filing for an additional proposed sale.

When did the GWRE insider originally acquire the shares being sold in this Form 144?

The securities were originally acquired on June 15, 2022, through an open market purchase of 2,000 shares, with cash payment made on the same date.

What is GWRE's total shares outstanding according to the June 2025 Form 144?

According to the Form 144 filing, Guidewire Software (GWRE) has 84,195,000 shares outstanding.

What exchange are GWRE shares traded on according to the Form 144?

According to the Form 144 filing, GWRE shares are traded on the NYSE (New York Stock Exchange).

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
Class A Common Stock	UBS Financial Services Inc 1000 Harbor Blvd 3rd Floor Weehawken NJ 07086	1000	239000	84195000	06/25/2025	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 *
Class A Common Stock	06/15/2022	Open Market Purchase	Open Market Purchase			2000	06/15/2022	Cash

* 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
Michael C Keller 3755 Founders Club Dr Sarasota FL 34240	Common	06/16/2025	860	218836
Michael C Keller 3755 Founders Club Dr Sarasota FL 34240	Common	06/24/2025	1000	237419

144: Remarks and Signature

Remarks

Date of Notice

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)