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King James Winston

Disclosed activity across 1 company

Tapewire entity
31179
SEC CIK
0001586253

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
Guidewire Software, Inc.GWRE · Entity 3313Chief Admin Officer, Gen CounsOctober 09, 2026October 13, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

Guidewire Software, Inc.

Report date October 09, 2026 · Filed October 13, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect35,371 Reported balance After 2026-10-09 transaction · row 1
1 source row

Row 1 · 2026-10-09 · Sale · Disposed 9,187 · Balance 35,371

F1: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025, as amended on April 9, 2026.

Filing footnotes · ownership attribution and instrument terms

F1: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025, as amended on April 9, 2026.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
November 14, 2016 Filed Nov 15, 2016 21:15 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 191 $0.00 Strike: $36.97 $0.00
Disclosure

SEC source: 0001586253-16-000101 · edgardoc.xml · derivative · entry 7

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 192

Underlying: Common Stock · 191 shares

Expires 2023-03-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: When both ISO and NQ Stock Options granted on March 8, 2013 are combined, they vest over four years of continuous service as follows: 25% of the underlying shares vest one year following the vesting commencement date of January 7, 2013 and 1/48th of the shares vesting monthly thereafter.

Read SEC document
November 14, 2016 Filed Nov 15, 2016 21:15 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionIncentive Stock Option (right to buy) · Derivative 225 $0.00 Strike: $36.97 $0.00
Disclosure

SEC source: 0001586253-16-000101 · edgardoc.xml · derivative · entry 6

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 643

Underlying: Common Stock · 225 shares

Expires 2023-03-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: When both ISO and NQ Stock Options granted on March 8, 2013 are combined, they vest over four years of continuous service as follows: 25% of the underlying shares vest one year following the vesting commencement date of January 7, 2013 and 1/48th of the shares vesting monthly thereafter.

Read SEC document
November 14, 2016 Filed Nov 15, 2016 21:15 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 562 $59.13 $33,231.06
Disclosure

SEC source: 0001586253-16-000101 · edgardoc.xml · nonDerivative · entry 5

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · kind: Automatic stock option exercise and same-day sale pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 25, 2015.

Read SEC document
November 14, 2016 Filed Nov 15, 2016 21:15 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 42 $46.77 $1,964.34
Disclosure

SEC source: 0001586253-16-000101 · edgardoc.xml · nonDerivative · entry 4

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 562

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
November 14, 2016 Filed Nov 15, 2016 21:15 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 104 $45.27 $4,708.08
Disclosure

SEC source: 0001586253-16-000101 · edgardoc.xml · nonDerivative · entry 3

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 520

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
November 14, 2016 Filed Nov 15, 2016 21:15 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 191 $36.97 $7,061.27
Disclosure

SEC source: 0001586253-16-000101 · edgardoc.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 416

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
November 14, 2016 Filed Nov 15, 2016 21:15 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 225 $36.97 $8,318.25
Disclosure

SEC source: 0001586253-16-000101 · edgardoc.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 225

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 41 $0.00 Strike: $46.77 $0.00
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · derivative · entry 9

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 84

Underlying: Common Stock · 41 shares

Expires 2023-09-13

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: When both ISO and NQ Stock Options granted on September 13, 2013 are combined, they vest over four years of continuous service as follows: 1/48th of the underlying shares vest monthly following the vesting commencement date of September 13, 2013.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 104 $0.00 Strike: $45.27 $0.00
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · derivative · entry 8

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 209

Underlying: Common Stock · 104 shares

Expires 2024-09-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: When both ISO and NQ Stock Options granted on September 4, 2014 are combined, they vest over four years as follows: 1/48 of the underlying shares vest monthly following the vesting commencement date of September 4, 2014, subject to the Reporting Person's continuous service.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 191 $0.00 Strike: $36.97 $0.00
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · derivative · entry 7

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 383

Underlying: Common Stock · 191 shares

Expires 2023-03-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: When both ISO and NQ Stock Options granted on March 8, 2013 are combined, they vest over four years of continuous service as follows: 25% of the underlying shares vest one year following the vesting commencement date of January 7, 2013 and 1/48th of the shares vesting monthly thereafter.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionIncentive Stock Option (right to buy) · Derivative 225 $0.00 Strike: $36.97 $0.00
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · derivative · entry 6

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 868

Underlying: Common Stock · 225 shares

Expires 2023-03-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: When both ISO and NQ Stock Options granted on March 8, 2013 are combined, they vest over four years of continuous service as follows: 25% of the underlying shares vest one year following the vesting commencement date of January 7, 2013 and 1/48th of the shares vesting monthly thereafter.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 561 $58.47 $32,801.67
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · nonDerivative · entry 5

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · kind: Automatic stock option exercise and same-day sale pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 25, 2015.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 191 $36.97 $7,061.27
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · nonDerivative · entry 4

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 561

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 41 $46.77 $1,917.57
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · nonDerivative · entry 3

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 370

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 225 $36.97 $8,318.25
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 329

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
October 13, 2016 Filed Oct 14, 2016 22:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 104 $45.27 $4,708.08
Disclosure

SEC source: 0001586253-16-000099 · edgardoc.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 104

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 20, 2016 Filed Sep 21, 2016 21:06 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 3,638 $58.43 $212,566.52
Disclosure

SEC source: 0001586253-16-000097 · edgardoc.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F2 · kind: Automatic sale pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 25, 2015.

F3 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $58.13 to $59.07 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.

Read SEC document
September 19, 2016 Filed Sep 21, 2016 21:06 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 2,306 $59.53 $137,269.03
Disclosure

SEC source: 0001586253-16-000097 · edgardoc.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,638

F1 · kind: Shares sold by Issuer to cover taxes associated with settlement of Restricted Stock Units.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 532 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · derivative · entry 14

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 6,375

Underlying: Common Stock · 532 shares

Expires 2025-09-03

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_date: The grant consists of two separate issuances of Restricted Stock Units. One issuance consists of 8,500 units which vest as follows: 1/16th of the units vest quarterly commencing December 15, 2015, subject to the Reporting Person's continued service to the Issuer. The second issuance consists of 12,755 units, for which vesting is subject to the satisfaction of both performance-based conditions and time-based criteria. The performance-based conditions were previously deemed by the Issuer's Board of Directors to have been met and exceeded, and the time-based vesting criteria are as follows: 1/4th of the units vested on the one year anniversary of the vesting commencement date of September 15, 2015 and an additional 1/16th of the units will vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 212 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · derivative · entry 13

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,192

Underlying: Common Stock · 212 shares

Expires 2024-09-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: The grant consists of two separate issuances of Restricted Stock Units. One issuance consists of 5,000 units which vest as follows: 1/16th of the units vest quarterly following the vesting commencement date of September 15, 2014 (the "VCD"), subject to the Reporting Person's continued service to the Issuer. The second issuance consists of 3,384 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, 2015 and the time-based vesting criteria are as follows: 1/4th of the units vested on September 15, 2015, the one year anniversary of the VCD, and an additional 1/16th of the units will vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 313 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · derivative · entry 12

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,404

Underlying: Common Stock · 313 shares

Expires 2024-09-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: The grant consists of two separate issuances of Restricted Stock Units. One issuance consists of 5,000 units which vest as follows: 1/16th of the units vest quarterly following the vesting commencement date of September 15, 2014 (the "VCD"), subject to the Reporting Person's continued service to the Issuer. The second issuance consists of 3,384 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, 2015 and the time-based vesting criteria are as follows: 1/4th of the units vested on September 15, 2015, the one year anniversary of the VCD, and an additional 1/16th of the units will vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 136 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · derivative · entry 11

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,044

Underlying: Common Stock · 136 shares

Expires 2023-09-13

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: The grant consists of two separate issuances of Restricted Stock Units. One issuance consists of 2,000 units which vest as follows: 1/16th of the units vest quarterly following the vesting commencement date of September 15, 2013 (the "VCD"), subject to the Reporting Person's continued service to the Issuer. The second issuance consists of 2,180 units, for which vesting is subject to the satisfaction of both performance-based conditions and time-based criteria. The performance-based conditions were previously deemed by the Issuer's Board of Directors to have been met and exceeded, and the time-based vesting criteria are as follows: 1/4th of the units vested on the one year anniversary of the VCD and an additional 1/16th of the units will vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 125 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · derivative · entry 10

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,180

Underlying: Common Stock · 125 shares

Expires 2023-09-13

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: The grant consists of two separate issuances of Restricted Stock Units. One issuance consists of 2,000 units which vest as follows: 1/16th of the units vest quarterly following the vesting commencement date of September 15, 2013 (the "VCD"), subject to the Reporting Person's continued service to the Issuer. The second issuance consists of 2,180 units, for which vesting is subject to the satisfaction of both performance-based conditions and time-based criteria. The performance-based conditions were previously deemed by the Issuer's Board of Directors to have been met and exceeded, and the time-based vesting criteria are as follows: 1/4th of the units vested on the one year anniversary of the VCD and an additional 1/16th of the units will vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 1,438 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · derivative · entry 9

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,875

Underlying: Common Stock · 1,438 shares

Expires 2023-03-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: The Restricted Stock Units vest as follows: 25% of the units vest one year following the vesting commencement date of March 15, 2013 and 6.25% each quarter thereafter, subject to the Reporting Person's continued service to the Issuer through each such vesting date.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionPerformance Shares · Derivative 3,188 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · derivative · entry 8

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,567

Underlying: Common Stock · 3,188 shares

Expires 2025-09-03

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_date: The grant consists of two separate issuances of Restricted Stock Units. One issuance consists of 8,500 units which vest as follows: 1/16th of the units vest quarterly commencing December 15, 2015, subject to the Reporting Person's continued service to the Issuer. The second issuance consists of 12,755 units, for which vesting is subject to the satisfaction of both performance-based conditions and time-based criteria. The performance-based conditions were previously deemed by the Issuer's Board of Directors to have been met and exceeded, and the time-based vesting criteria are as follows: 1/4th of the units vested on the one year anniversary of the vesting commencement date of September 15, 2015 and an additional 1/16th of the units will vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 1,438 $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · nonDerivative · entry 7

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,944

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 532 $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · nonDerivative · entry 6

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,506

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 136 $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · nonDerivative · entry 5

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,974

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 212 $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · nonDerivative · entry 4

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,838

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 313 $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · nonDerivative · entry 3

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,626

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 125 $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,313

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 15, 2016 Filed Sep 19, 2016 22:02 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 3,188 $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000095 · edgardoc.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 3,188

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantRestricted Stock Unit · Derivative 3,500 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · derivative · entry 12

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,000

Underlying: Common Stock · 3,500 shares

Expires 2026-09-13

F7 · derivative.exercise_date: Each Performance Restricted Stock Unit ("Performance RSU") represents a contingent right to receive, pursuant to the Issuer's 2011 Stock Plan and Long-Term Incentive Plan, one share of the Issuer's common stock. Between 0% to 200% of the reported target number of Performance RSUs may be earned, based on the Company's total shareholder return percentile ranking relative to the software companies in the S&P Software and Services Select Industry Index for a three-year cumulative performance period commencing August 1, 2016 and ending July 31, 2019 (the "Performance Measurement Period"). All earned Performance RSUs will vest at the end of the Performance Measurement Period, subject to the Reporting Person's continued service to the Issuer through such date.

Read SEC document
September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantRestricted Stock Unit · Derivative 3,500 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · derivative · entry 11

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,500

Underlying: Common Stock · 3,500 shares

Expires 2026-09-13

F6 · derivative.exercise_date: The vesting of these Restricted Stock Units is subject to the satisfaction of both performance-based conditions and time-based criteria. The performance-based conditions will be satisfied if certain financial targets, determined by the Issuer, are met over the course of the Issuer's 2017 fiscal year. If the performance-based conditions for fiscal year 2017 are not met, then none of the shares will vest. If the performance-based conditions for fiscal year 2017 are achieved, as determined by the Issuer, then units will vest as the time-based criteria are satisfied. The time-based vesting criteria are as follows: 1/4th of the units vest on the one year anniversary of the vesting commencement date of September 15, 2016 and an additional 1/16th of the units will vest quarterly thereafter, subject to (1) the previously mentioned fiscal year 2017 performance-based conditions being met, and (2) the Reporting Person's continued service to the Issuer through each such vesting date.

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September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantRestricted Stock Unit · Derivative 7,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · derivative · entry 10

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,000

Underlying: Common Stock · 7,000 shares

Expires 2026-09-13

F5 · derivative.exercise_date: The Restricted Stock Units vest as follows: 1/16th of the units vest quarterly commencing December 15, 2016, subject to the Reporting Person's continued service to the Issuer through each such vesting date.

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September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 42 $0.00 Strike: $46.77 $0.00
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · derivative · entry 9

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 125

Underlying: Common Stock · 42 shares

Expires 2023-09-13

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F4 · derivative.exercise_date: When both ISO and NQ Stock Options granted on September 13, 2013 are combined, they vest over four years of continuous service as follows: 1/48th of the underlying shares vest monthly following the vesting commencement date of September 13, 2013.

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September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 104 $0.00 Strike: $45.27 $0.00
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · derivative · entry 8

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 313

Underlying: Common Stock · 104 shares

Expires 2024-09-04

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: When both ISO and NQ Stock Options granted on September 4, 2014 are combined, they vest over four years as follows: 1/48 of the underlying shares vest monthly following the vesting commencement date of September 4, 2014, subject to the Reporting Person's continuous service.

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September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 192 $0.00 Strike: $36.97 $0.00
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · derivative · entry 7

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 574

Underlying: Common Stock · 192 shares

Expires 2023-03-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: When both ISO and NQ Stock Options granted on March 8, 2013 are combined, they vest over four years of continuous service as follows: 25% of the underlying shares vest one year following the vesting commencement date of January 7, 2013 and 1/48th of the shares vesting monthly thereafter.

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September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionIncentive Stock Option (right to buy) · Derivative 226 $0.00 Strike: $36.97 $0.00
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · derivative · entry 6

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,093

Underlying: Common Stock · 226 shares

Expires 2023-03-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: When both ISO and NQ Stock Options granted on March 8, 2013 are combined, they vest over four years of continuous service as follows: 25% of the underlying shares vest one year following the vesting commencement date of January 7, 2013 and 1/48th of the shares vesting monthly thereafter.

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September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 564 $61.45 $34,657.80
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · nonDerivative · entry 5

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · kind: Automatic stock option exercise and same-day sale pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on September 25, 2015.

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September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 226 $36.97 $8,355.22
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · nonDerivative · entry 4

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 564

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 192 $36.97 $7,098.24
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · nonDerivative · entry 3

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 338

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 42 $46.77 $1,964.34
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 146

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
September 13, 2016 Filed Sep 15, 2016 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 104 $45.27 $4,708.08
Disclosure

SEC source: 0001586253-16-000093 · edgardoc.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · General Counsel and Secretary

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 104

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.