X0306 4 2021-06-15 0 0001528396 Guidewire Software, Inc. GWRE 0001540041 Ryu Marcus 2850 SOUTH DELAWARE ST., SUITE 400 SAN MATEO CA 94403 1 0 0 0 Common Stock 2021-06-15 4 M 0 5394 0.00 A 23300 D Performance Shares 0.00 2021-06-15 4 M 0 3417 0.00 D 2027-09-12 Common Stock 3417 11590 D Restricted Stock Unit 0.00 2021-06-15 4 M 0 1977 0.00 D 2027-09-12 Common Stock 1977 1978 D The grant consists of four separate issuances of Restricted Stock Units, each with vesting subject to the Reporting Person's continued service to the Issuer. The first is 31,638 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2017. The second is 54,668 units, for which vesting was subject to the satisfaction of both performance-based conditions and time-based criteria. The performance-based conditions were deemed met and exceeded by the Issuer's Board of Directors, and the time-based vesting criteria are as follows: 1/4th of the units vested on September 15, 2018 and an additional 1/16th of the units will vest quarterly thereafter. The number of shares reported in Column 9 of Table II represents the 2017 Performance Stock Unit ("PSU) and the Total Shareholder Return ("TSR") grants less the number of PSU shares vested as of this Transaction Date. BY: Winston King, Attorney in Fact For: Marcus S. Ryu 2021-06-17