Guidewire officer plans $500K stock sale

Guidewire Software, Inc. (GWRE) received a notice that officer David F. Peterson plans to sell 2,500 shares of Guidewire common stock through Morgan Stanley Smith Barney.

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) received a notice that officer David F. Peterson plans to sell 2,500 shares of Guidewire common stock through Morgan Stanley Smith Barney. The proposed transaction references an estimated aggregate sale price of $500,000.00 and is listed for trading on the NYSE.

The shares to be sold were acquired upon the vesting of restricted stock and Performance Shares during the period from 09/15/2023 through 09/15/2024. Over the prior three months, Peterson previously sold 246 shares of common stock on 06/16/2026 for proceeds of $29,210.78.

Key Figures

Shares proposed for sale: 2,500 shares of common stock Estimated aggregate sale price: $500,000.00 Shares sold in past 3 months: 246 shares of common stock +3 more

6 metrics

Shares proposed for sale 2,500 shares of common stock Planned sale by David F. Peterson through Morgan Stanley Smith Barney

Estimated aggregate sale price $500,000.00 Estimated value of 2,500 Guidewire common shares proposed for sale

Shares sold in past 3 months 246 shares of common stock Sale by David F. Peterson on 06/16/2026

Proceeds from recent sale $29,210.78 Total proceeds from 246 shares sold on 06/16/2026

Acquisition period for shares 09/15/2023 through 09/15/2024 Period during which restricted stock and Performance Shares vested

Date of Notice 08/27/2026 Date on which the notice of proposed sale was signed

Key Terms

Rule 144, restricted stock, Performance Shares

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.

restricted stock financial

"acquired upon the vesting of restricted stock and Performance Shares"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

Performance Shares financial

"acquired upon the vesting of restricted stock and Performance Shares"

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.

FAQ

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

What insider sale is being reported for GWRE in this notice?

Officer David F. Peterson has indicated an intention to sell 2,500 shares of Guidewire Software, Inc. (GWRE) common stock through Morgan Stanley Smith Barney, with an estimated aggregate sale price of $500,000.00, to be traded on the NYSE.

How many GWRE shares did David F. Peterson previously sell in the last three months?

Over the prior three months, David F. Peterson sold 246 shares of Guidewire Software common stock on 06/16/2026 for total proceeds of $29,210.78, according to the disclosure of securities sold during the past three months.

How were the GWRE shares being sold by David F. Peterson originally acquired?

The 2,500 shares of Guidewire Software common stock to be sold were acquired upon the vesting of restricted stock and Performance Shares during the period from 09/15/2023 through 09/15/2024, as stated in the remarks section.

What is the estimated value of the GWRE shares planned for sale?

The notice lists an estimated aggregate sale price of $500,000.00 for the planned sale of 2,500 shares of Guidewire Software common stock, indicating the approximate dollar value of the proposed disposition.

Who is the broker handling the proposed GWRE share sale for David F. Peterson?

The proposed sale of 2,500 GWRE shares will be handled through Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, New York, as identified in the securities information section.

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

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Available on EDGAR 08/27/2026 - 04:31 PM EDT Accepted by SEC EDGAR 08/27/2026 - 04:30 PM EDT 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	0001496152
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	DAVID F PETERSON
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

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	2500	500000.00	83256364	08/27/2026	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 and Restricted Stock	ISSUER			2500	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
DAVID F PETERSON 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/16/2026	246	29210.78

144: Remarks and Signature

Remarks	The securities to be sold were acquired upon the vesting of restricted stock and Performance Shares during the period of 09/15/2023 through 09/15/2024.
Date of Notice	08/27/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	10/10/2025
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/ David Franklin Peterson
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)