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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
October 09, 2026 Filed Oct 13, 2026 11:37 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 9,187 $168.00 $1,543,416.00
Disclosure

SEC source: 0001586253-26-000022 · wk-form4_1791891464.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 35,371

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

Read SEC document
September 18, 2026 Filed Sep 21, 2026 21:23 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,381 $144.98 $200,217.38
Disclosure

SEC source: 0001586253-26-000020 · wk-form4_1790025800.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 44,558

F3 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025, as amended on April 9, 2026.

Read SEC document
September 17, 2026 Filed Sep 21, 2026 21:23 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 11,814 $144.47 $1,706,783.94
Disclosure

SEC source: 0001586253-26-000020 · wk-form4_1790025800.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 45,939

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

F2 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $144.4695 to $144.4714 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 15, 2026 Filed Sep 15, 2026 22:00 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionPerformance Shares · Derivative 19,701 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-26-000014 · wk-form4_1789509597.xml · derivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 19,701 shares

Expires 2033-09-13

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.

F1 · derivative.exercise_date: These Performance Shares cliff vested at the end of the three-year performance period based on the average performance of the three one-year performance periods. On September 9, 2026, the Compensation Committee determined that 136% of the performance conditions were met, resulting in an increase of 5,215 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.

F1 · derivative.underlying_shares: These Performance Shares cliff vested at the end of the three-year performance period based on the average performance of the three one-year performance periods. On September 9, 2026, the Compensation Committee determined that 136% of the performance conditions were met, resulting in an increase of 5,215 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.

Read SEC document
September 15, 2026 Filed Sep 15, 2026 22:00 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 19,701 $0.00 $0.00
Disclosure

SEC source: 0001586253-26-000014 · wk-form4_1789509597.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 57,753

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 11, 2026 Filed Sep 14, 2026 20:53 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Shares · Derivative 8,034 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-26-000012 · wk-form4_1789419194.xml · derivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,034

Underlying: Common Stock · 8,034 shares

Expires 2036-09-11

F1 · derivative.exercise_date: 1. These Performance Shares cliff vest at the end of the three-year performance period based on the average performance of the three one-year performance periods and continued employment through September 15, 2029. One-year financial targets for each of the three performance measurement periods are set up front at the time of the grant.

Read SEC document
September 11, 2026 Filed Sep 14, 2026 20:53 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantCommon Stock 8,034 $0.00 $0.00
Disclosure

SEC source: 0001586253-26-000012 · wk-form4_1789419194.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 38,052

Read SEC document
July 09, 2026 Filed Jul 9, 2026 22:05 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,684 $130.64 $219,997.76
Disclosure

SEC source: 0001586253-26-000010 · wk-form4_1783634753.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 30,018

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

Read SEC document
June 16, 2026 Filed Jun 17, 2026 00:06 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 999 $118.74 $118,624.26
Disclosure

SEC source: 0001586253-26-000008 · wk-form4_1781654795.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,702

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

Read SEC document
March 17, 2026 Filed Mar 18, 2026 20:07 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,001 $163.86 $164,021.76
Disclosure

SEC source: 0001586253-26-000004 · wk-form4_1773864420.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 32,701

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

Read SEC document
December 18, 2025 Filed Dec 18, 2025 21:04 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,860 $195.00 $362,700.00
Disclosure

SEC source: 0001586253-25-000018 · wk-form4_1766091854.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 33,702

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

Read SEC document
December 16, 2025 Filed Dec 18, 2025 21:04 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,457 $192.08 $279,854.88
Disclosure

SEC source: 0001586253-25-000018 · wk-form4_1766091854.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 35,562

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

Read SEC document
November 17, 2025 Filed Nov 17, 2025 23:19 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 798 $222.54 $177,586.92
Disclosure

SEC source: 0001586253-25-000014 · wk-form4_1763421579.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 37,019

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

Read SEC document
October 20, 2025 Filed Oct 21, 2025 20:04 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 798 $245.70 $196,068.60
Disclosure

SEC source: 0001586253-25-000012 · wk-form4_1761077088.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 37,817

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

Read SEC document
September 18, 2025 Filed Sep 22, 2025 23:32 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 2,147 $250.12 $537,013.22
Disclosure

SEC source: 0001586253-25-000010 · wk-form4_1758583966.xml · nonDerivative · entry 4

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 38,615

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

F5 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $249.1226 to $250.5050 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 18, 2025 Filed Sep 22, 2025 23:32 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,940 $249.35 $483,745.79
Disclosure

SEC source: 0001586253-25-000010 · wk-form4_1758583966.xml · nonDerivative · entry 3

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 40,762

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

F4 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $248.9000 to $249.8600 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 18, 2025 Filed Sep 22, 2025 23:32 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,197 $248.16 $297,041.89
Disclosure

SEC source: 0001586253-25-000010 · wk-form4_1758583966.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 42,702

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

F3 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $247.7450 to $249.5900 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 18, 2025 Filed Sep 22, 2025 23:32 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,878 $247.21 $464,258.50
Disclosure

SEC source: 0001586253-25-000010 · wk-form4_1758583966.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 43,899

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

F2 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $246.5800 to $247.5600 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 16, 2025 Filed Sep 17, 2025 23:27 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 7,149 $242.87 $1,736,256.18
Disclosure

SEC source: 0001586253-25-000008 · wk-form4_1758151665.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 45,777

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

F2 · price: 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.

Read SEC document
September 15, 2025 Filed Sep 17, 2025 23:27 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionPerformance Shares · Derivative 10,597 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-25-000008 · wk-form4_1758151665.xml · derivative · entry 3

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 10,597 shares

Expires 2032-09-15

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 · shares: 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.

F3 · derivative.exercise_date: 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.

Read SEC document
September 15, 2025 Filed Sep 17, 2025 23:27 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 10,597 $0.00 $0.00
Disclosure

SEC source: 0001586253-25-000008 · wk-form4_1758151665.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 52,926

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 11, 2025 Filed Sep 15, 2025 22:04 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Shares · Derivative 5,687 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001586253-25-000004 · wk-form4_1757973856.xml · derivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,687

Underlying: Common Stock · 5,687 shares

Expires 2035-09-11

F1 · derivative.exercise_date: These Performance Shares cliff vest at the end of the three-year performance period based on the average performance of the three one-year performance periods and continued employment through September 15, 2028. One-year financial targets for each of the three performance measurement periods are set up front at the time of the grant.

Read SEC document
September 11, 2025 Filed Sep 15, 2025 22:04 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantCommon Stock 5,687 $0.00 $0.00
Disclosure

SEC source: 0001586253-25-000004 · wk-form4_1757973856.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 42,329

Read SEC document
August 18, 2025 Filed Aug 18, 2025 21:29 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 799 $211.61 $169,076.39
Disclosure

SEC source: 0001528396-25-000201 · wk-form4_1755552559.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 36,642

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

Read SEC document
July 14, 2025 Filed Jul 15, 2025 22:29 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 2,482 $220.65 $547,653.30
Disclosure

SEC source: 0001528396-25-000177 · wk-form4_1752618590.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 37,441

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

Read SEC document
June 17, 2025 Filed Jun 18, 2025 20:05 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,230 $248.94 $306,194.23
Disclosure

SEC source: 0001528396-25-000159 · wk-form4_1750277114.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 39,923

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

F2 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $248.9379 to $248.9388 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
March 19, 2025 Filed Mar 19, 2025 21:24 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 792 $194.61 $154,133.02
Disclosure

SEC source: 0001528396-25-000092 · wk-form4_1742419461.xml · nonDerivative · entry 4

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 41,153

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024.

F5 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $194.0500 to $194.9800 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
March 19, 2025 Filed Mar 19, 2025 21:24 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,827 $193.51 $353,548.25
Disclosure

SEC source: 0001528396-25-000092 · wk-form4_1742419461.xml · nonDerivative · entry 3

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 41,945

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024.

F4 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $193.0000 to $193.9550 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
March 19, 2025 Filed Mar 19, 2025 21:24 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 841 $191.30 $160,885.40
Disclosure

SEC source: 0001528396-25-000092 · wk-form4_1742419461.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 43,772

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024.

F3 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $191.0200 to $191.7900 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
March 18, 2025 Filed Mar 19, 2025 21:24 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,051 $189.41 $199,073.48
Disclosure

SEC source: 0001528396-25-000092 · wk-form4_1742419461.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 44,613

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

Read SEC document
January 15, 2025 Filed Jan 16, 2025 00:49 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 270 $174.78 $47,190.60
Disclosure

SEC source: 0001528396-25-000009 · wk-form4_1736988537.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 45,664

F1 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024.

Read SEC document
December 19, 2024 Filed Dec 19, 2024 23:01 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 794 $174.43 $138,497.42
Disclosure

SEC source: 0001528396-24-000195 · wk-form4_1734649261.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 45,934

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

Read SEC document
December 17, 2024 Filed Dec 19, 2024 23:01 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,509 $171.06 $258,128.48
Disclosure

SEC source: 0001528396-24-000195 · wk-form4_1734649261.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 46,728

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

Read SEC document
September 19, 2024 Filed Sep 19, 2024 21:19 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 138 $173.88 $23,995.44
Disclosure

SEC source: 0001528396-24-000127 · wk-form4_1726780754.xml · nonDerivative · entry 4

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 48,237

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

Read SEC document
September 19, 2024 Filed Sep 19, 2024 21:19 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 3,067 $172.91 $530,328.46
Disclosure

SEC source: 0001528396-24-000127 · wk-form4_1726780754.xml · nonDerivative · entry 3

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 48,375

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

F4 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $172.5400 to $173.5050 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, 2024 Filed Sep 19, 2024 21:19 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,309 $171.94 $225,066.06
Disclosure

SEC source: 0001528396-24-000127 · wk-form4_1726780754.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 51,442

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

F3 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $171.4950 to $172.4480 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.

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September 17, 2024 Filed Sep 19, 2024 21:19 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 5,798 $172.16 $998,181.36
Disclosure

SEC source: 0001528396-24-000127 · wk-form4_1726780754.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 52,751

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

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September 15, 2024 Filed Sep 18, 2024 00:50 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionPerformance Shares · Derivative 6,563 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001528396-24-000110 · wk-form4_1726620621.xml · derivative · entry 4

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 6,563 shares

Expires 2031-09-14

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 · shares: At the end of Year 1, as to 50% of this PSU award (Part 1), the Compensation Committee of the Board of Directors determined, on September 7, 2022, that 122% of the performance conditions were met resulting in an increase of 1,035 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, 50% of the PSU award (Part 2) will be determined based on performance against fiscal year 2024 financial targets vesting 100% immediately thereafter. On September 11, 2024, the Compensation Committee of the Board of Directors determined that 99% of the performance-based conditions were met resulting in a decrease of 47 PSUs earned by the Reporting Person.

F2 · derivative.exercise_date: At the end of Year 1, as to 50% of this PSU award (Part 1), the Compensation Committee of the Board of Directors determined, on September 7, 2022, that 122% of the performance conditions were met resulting in an increase of 1,035 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, 50% of the PSU award (Part 2) will be determined based on performance against fiscal year 2024 financial targets vesting 100% immediately thereafter. On September 11, 2024, the Compensation Committee of the Board of Directors determined that 99% of the performance-based conditions were met resulting in a decrease of 47 PSUs earned by the Reporting Person.

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September 15, 2024 Filed Sep 18, 2024 00:50 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionPerformance Shares · Derivative 2,335 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001528396-24-000110 · wk-form4_1726620621.xml · derivative · entry 3

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 9,220

Underlying: Common Stock · 2,335 shares

Expires 2032-09-15

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 · shares: At the end of Year 1, as to 50% of this PSU award (Part 1), the Compensation Committee of the Board of Directors 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, 50% of the PSU award (Part 2) will be determined based on performance against the FY25 ARR targets.

F1 · derivative.exercise_date: At the end of Year 1, as to 50% of this PSU award (Part 1), the Compensation Committee of the Board of Directors 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, 50% of the PSU award (Part 2) will be determined based on performance against the FY25 ARR targets.

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September 15, 2024 Filed Sep 18, 2024 00:50 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 6,563 $0.00 $0.00
Disclosure

SEC source: 0001528396-24-000110 · wk-form4_1726620621.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 58,549

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, 2024 Filed Sep 18, 2024 00:50 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 2,335 $0.00 $0.00
Disclosure

SEC source: 0001528396-24-000110 · wk-form4_1726620621.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 51,986

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 11, 2024 Filed Sep 13, 2024 20:18 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Shares · Derivative 8,967 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001528396-24-000102 · wk-form4_1726258690.xml · derivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,967

Underlying: Common Stock · 8,967 shares

Expires 2034-09-11

F1 · derivative.exercise_date: These Performance Shares cliff vest at the end of the three-year performance period based on the average performance of the three one-year performance periods and continued employment through September 15, 2027. One-year financial targets for each of the three performance measurement periods were set on the grant date.

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September 11, 2024 Filed Sep 13, 2024 20:18 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantCommon Stock 8,967 $0.00 $0.00
Disclosure

SEC source: 0001528396-24-000102 · wk-form4_1726258690.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 49,651

Read SEC document
August 21, 2024 Filed Aug 21, 2024 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionNon-Qualified Stock Option (right to buy) · Derivative 105 $0.00 Strike: $45.27 $0.00
Disclosure

SEC source: 0001528396-24-000083 · wk-form4_1724276206.xml · derivative · entry 3

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 105 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.

F1 · kind: Automatic exercise and sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

F2 · derivative.exercise_date: 1/48th of the underlying shares vested monthly over four years following the vesting commencement date of September 4, 2014, and are fully vested.

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August 21, 2024 Filed Aug 21, 2024 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 105 $146.97 $15,431.85
Disclosure

SEC source: 0001528396-24-000083 · wk-form4_1724276206.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 40,684

Read SEC document
August 21, 2024 Filed Aug 21, 2024 21:36 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 105 $45.27 $4,753.35
Disclosure

SEC source: 0001528396-24-000083 · wk-form4_1724276206.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 40,789

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 · kind: Automatic exercise and sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

Read SEC document
June 20, 2024 Filed Jun 20, 2024 21:25 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,316 $134.20 $176,607.20
Disclosure

SEC source: 0001528396-24-000073 · wk-form4_1718918740.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 40,684

F2 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

Read SEC document
June 18, 2024 Filed Jun 20, 2024 21:25 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,036 $134.54 $139,380.85
Disclosure

SEC source: 0001528396-24-000073 · wk-form4_1718918740.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 42,000

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

Read SEC document
March 20, 2024 Filed Mar 21, 2024 21:09 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,268 $112.51 $142,662.68
Disclosure

SEC source: 0001528396-24-000041 · wk-form4_1711055342.xml · nonDerivative · entry 2

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 43,036

F3 · kind: Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 12, 2023.

Read SEC document
March 19, 2024 Filed Mar 21, 2024 21:09 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 1,106 $111.74 $123,589.86
Disclosure

SEC source: 0001528396-24-000041 · wk-form4_1711055342.xml · nonDerivative · entry 1

King James Winston · CIK 0001586253 · Chief Admin Officer, Gen Couns

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 44,304

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

F2 · price: The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $111.7440 to $111.7456 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.

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