Jeffrey Elliott Cooper - Sep 15, 2025 Form 4 Insider Report for Guidewire Software, Inc. (GWRE)

Signature
By: Winston King, Attorney-in-Fact for Jeffrey Elliott Cooper
Stock symbol
GWRE
Transactions as of
Sep 15, 2025
Transactions value $
-$3,425,150
Form type
4
Date filed
9/17/2025, 07:27 PM
Previous filing
Sep 15, 2025
Next filing
Sep 22, 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Cooper Jeffrey Elliott Chief Financial Officer C/O GUIDEWIRE SOFTWARE, INC., 970 PARK PL, SUITE 200, SAN MATEO By: Winston King, Attorney-in-Fact for Jeffrey Elliott Cooper 2025-09-17 0001805719

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction GWRE Common Stock Options Exercise $0 +21.2K +27.33% $0.00 98.7K Sep 15, 2025 Direct
transaction GWRE Common Stock Sale -$3.43M -14.1K -14.28% $242.87 84.6K Sep 16, 2025 Direct F1, F2

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction GWRE Performance Shares Options Exercise $0 -21.2K -100% $0.00 0 Sep 15, 2025 Common Stock 21.2K $0.00 Direct F3
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 Shares sold by Issuer to cover taxes associated with settlement of Restricted Stock Units.
F2 The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $242.8664 to $242.8687 per share. The reporting person will provide, upon request by the Commission staff, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate price.
F3 At the end of Year 1, as to 50% of this PSU award (Part 1), the Compensation Committee of the Board of Directors (Compensation Committee) determined, on September 15, 2023, that 101.8% of the performance conditions against the FY23 ARR targets were met resulting in an increase of 249 PSUs earned by the Reporting Person. 33% of Part 1 vested immediately thereafter. 33% of Part 1 will vest at the end of Year 2, and 33% of Part 1 will vest at the end of Year 3. At the end of Year 3, as to 50% of this PSU award (Part 2), the Compensation Committee determined, on September 10, 2025, that 120% of the performance conditions against the FY25 ARR targets were met resulting in an increase of 2,754 PSUs earned by the Reporting Person. Part 2 met its time-based vesting on September 15, 2025.