James Winston King - Sep 15, 2025 Form 4 Insider Report for Guidewire Software, Inc. (GWRE)

Role
Chief Admin Officer, Gen Couns
Signature
/s/ James Winston King
Stock symbol
GWRE
Transactions as of
Sep 15, 2025
Transactions value $
-$1,736,256
Form type
4
Date filed
9/17/2025, 07:27 PM
Previous filing
Sep 15, 2025
Next filing
Sep 22, 2025
SEC
View on sec.gov

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
King James Winston Chief Admin Officer, Gen Couns C/O GUIDEWIRE SOFTWARE, INC., 970 PARK PL, SUITE 200, SAN MATEO /s/ James Winston King 2025-09-17 0001586253

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction GWRE Common Stock Options Exercise $0 +10.6K +25.03% $0.00 52.9K Sep 15, 2025 Direct
transaction GWRE Common Stock Sale -$1.74M -7.15K -13.51% $242.87 45.8K 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 -10.6K -100% $0.00 0 Sep 15, 2025 Common Stock 10.6K $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 $242.8643 to $242.8692 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 123 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 1,377 PSUs earned by the Reporting Person. Part 2 met its time-based vesting on September 15, 2025.