X0306 4 2021-06-15 0 0001528396 Guidewire Software, Inc. GWRE 0001557593 Hung Priscilla 2850 SOUTH DELAWARE ST., SUITE 400 SAN MATEO CA 94403 0 1 0 0 PRESIDENT & COO Common Stock 2021-06-15 4 M 0 5063 0.00 A 10120 D Performance Shares 0.00 2021-06-15 4 M 0 310 0.00 D 2027-09-12 Common Stock 310 771 D Performance Shares 0.00 2021-06-15 4 M 0 379 0.00 D 2028-09-12 Common Stock 379 4825 D Performance Shares 0.00 2021-06-15 4 M 0 343 0.00 D 2029-09-06 Common Stock 343 10103 D Restricted Stock Unit 0.00 2021-06-15 4 M 0 625 0.00 D 2027-06-07 Common Stock 625 0 D Restricted Stock Unit 0.00 2021-06-15 4 M 0 475 0.00 D 2027-09-12 Common Stock 475 475 D Restricted Stock Unit 0.00 2021-06-15 4 M 0 562 0.00 D 2028-09-12 Common Stock 562 2813 D Restricted Stock Unit 0.00 2021-06-15 4 M 0 651 0.00 D 2029-06-12 Common Stock 651 5208 D Restricted Stock Unit 0.00 2021-06-15 4 M 0 781 0.00 D 2029-09-06 Common Stock 781 7032 D Restricted Stock Unit 0.00 2021-06-15 4 M 0 937 0.00 D 2030-09-09 Common Stock 937 12188 D The grant consists of three separate issuances of Restricted Stock Units, each with vesting subject to the Reporting Person's continued service to the Issuer. The first is 7,600 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2017. The second is 4,968 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 and TSR shares vested as of this Transaction Date. The grant consists of three separate issuances of Restricted Stock Units, each with vesting subject to the Reporting Person's continued service to the Issuer. The first is 9,000 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2018. The second is 6,073 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, 2019 and an additional 1/16th of the units will vest quarterly thereafter. The third consists of units for which vesting will be determined based on the Issuer's total shareholder return percentile ranking relative to a set peer group, over a three year period ending on July 31, 2021. The number of shares reported in Column 9 of Table II represents the 2018 Performance Stock Unit ("PSU") and the Total Shareholder Return ("TSR") grants less the number of PSU shares vested as of this Transaction Date. The grant consists of three separate issuances of Restricted Stock Units, each with vesting subject to the Reporting Person's continued service to the Issuer. The first is 12,500 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2019. The second is 5,475 units, for which vesting was subject to the satisfaction of both performance-based conditions and time-based criteria. Attainment regarding the performance-based conditions was determined by the Issuer's Board of Directors based on the Issuer's results for FYE July 31, 2020, and the time-based vesting criteria are as follows: 1/4th of the units vested on September 15, 2020 and an additional 1/16th of the units will vest quarterly thereafter. The third consists of units for which vesting will be determined based on the Issuer's total shareholder return percentile ranking relative to a set peer group, over a three year period ending on July 31, 2022. The number of shares reported in Column 9 of Table II represents the 2019 Performance Stock Unit ("PSU") and the Total Shareholder Return ("TSR") grants less the number of PSU shares vested as of this Transaction Date. The Restricted Stock Units vest as follows: 1/16th of the units vest quarterly commencing September 15, 2017, subject to the Reporting Person's continued service to the Issuer. The Restricted Stock Units vest as follows: 1/16th of the units vest quarterly commencing September 15, 2019, subject to the Reporting Person's continued service to the Issuer. The Restricted Stock Units vest as follows: 1/16th of the units vest quarterly commencing December 15, 2020, subject to the Reporting Person's continued service to the Issuer through each such vesting date. By: Winston King, Attorney in Fact For: Priscilla C. Hung 2021-06-17