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Rosenbaum Michael George

Disclosed activity across 2 companies

Tapewire entity
2259
SEC CIK
0001784996

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
DOCUSIGN, INC.DOCU · Entity 2242DirectorSeptember 03, 2026September 03, 2026
Guidewire Software, Inc.GWRE · Entity 3313Director · Chief Executive OfficerOctober 12, 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.

DOCUSIGN, INC.

Report date September 03, 2026 · Filed September 03, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect2,088 Reported balance After 2026-09-03 transaction · row 1
1 source row

Row 1 · 2026-09-03 · Exercise / conversion · Acquired 522 · Balance 2,088

Restricted Stock UnitsSEC Table II · derivative / convertible securityDirect4,177 Reported balance After 2026-09-03 transaction · row 2 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 2 · 2026-09-03 · Exercise / conversion · Disposed 522 · Balance 4,177

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F2: The RSUs will vest in twelve equal quarterly installments over three years, with a vesting commencement date of September 3, 2025, in each case subject to the Reporting Person being a service provider through each such date.

F3: The RSUs do not expire; they either vest or are canceled prior to vesting date.

Filing footnotes · ownership attribution and instrument terms

F1: Each restricted stock unit ("RSU") represents a contingent right to receive one share of the Issuer's common stock.

F2: The RSUs will vest in twelve equal quarterly installments over three years, with a vesting commencement date of September 3, 2025, in each case subject to the Reporting Person being a service provider through each such date.

F3: The RSUs do not expire; they either vest or are canceled prior to vesting date.

Guidewire Software, Inc.

Report date October 12, 2026 · Filed October 13, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect276,066 Reported balance After 2026-10-12 transaction · row 1
1 source row

Row 1 · 2026-10-12 · Sale · Disposed 1,200 · Balance 276,066

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

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.

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
December 15, 2020 Filed Dec 18, 2020 02:40 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 4,606 $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000006 · edgardoc.xml · derivative · entry 4

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 25,825

Underlying: Common Stock · 4,606 shares

Expires not disclosed

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_price: Each Restricted Stock Unit represents the contingent right to receive, at settlement, one share of the Issuer?s common stock.

F2 · derivative.exercise_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 73,696 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2019. The second is 40,887 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.

F4 · derivative.expiration_date: Each Restricted Stock Unit represents the contingent right to receive, at settlement, one share of the Issuer?s common stock.

Read SEC document
December 15, 2020 Filed Dec 18, 2020 02:40 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionPerformance Shares · Derivative 2,556 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000006 · edgardoc.xml · derivative · entry 3

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 80,571

Underlying: Common Stock · 2,556 shares

Expires 2029-09-06

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 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 73,696 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2019. The second is 40,887 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.

F3 · balance_after: 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.

Read SEC document
December 15, 2020 Filed Dec 18, 2020 02:40 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 9,063 $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000006 · edgardoc.xml · nonDerivative · entry 1

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,829

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 17, 2020 Filed Sep 18, 2020 00:39 UTC Guidewire Software, Inc. GWRE · Entity 3313 SaleCommon Stock 12,880 $105.29 $1,356,163.54
Disclosure

SEC source: 0001784996-20-000005 · edgardoc.xml · nonDerivative · entry 2

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,766

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

Read SEC document
September 15, 2020 Filed Sep 18, 2020 00:39 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionRestricted Stock Unit · Derivative 18,424 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000005 · edgardoc.xml · derivative · entry 4

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 55,272

Underlying: Common Stock · 18,424 shares

Expires 2029-09-06

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 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 73,696 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2019. The second is 40,887 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.

Read SEC document
September 15, 2020 Filed Sep 18, 2020 00:39 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionPerformance Shares · Derivative 10,222 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000005 · edgardoc.xml · derivative · entry 3

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 83,127

Underlying: Common Stock · 10,222 shares

Expires 2029-09-06

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 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 73,696 units vesting as follows: 1/16th of the units vest quarterly commencing December 15, 2019. The second is 40,887 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.

F3 · balance_after: 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.

Read SEC document
September 15, 2020 Filed Sep 18, 2020 00:39 UTC Guidewire Software, Inc. GWRE · Entity 3313 Exercise / conversionCommon Stock 28,646 $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000005 · edgardoc.xml · nonDerivative · entry 1

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 28,646

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 10, 2020 Filed Sep 12, 2020 00:28 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantRestricted Stock Unit · Derivative 30,431 $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000003 · edgardoc.xml · derivative · entry 2

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 30,431

Underlying: Common Stock · 30,431 shares

Expires not disclosed

F1 · derivative.exercise_price: Each restricted stock unit or performance stock unit represents a contingent right to receive one share of the Issuer's common stock.

F3 · derivative.exercise_date: 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.

F3 · derivative.expiration_date: 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.

Read SEC document
September 10, 2020 Filed Sep 12, 2020 00:28 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Shares · Derivative 30,431 $0.00 $0.00
Disclosure

SEC source: 0001784996-20-000003 · edgardoc.xml · derivative · entry 1

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 30,431

Underlying: Common Stock · 30,431 shares

Expires not disclosed

F1 · derivative.exercise_price: Each restricted stock unit or performance stock unit represents a contingent right to receive one share of the Issuer's common stock.

F2 · derivative.exercise_date: These performance stock units are split in two halves, with vesting of each subject to the satisfaction of both performance- and time-based conditions. Performance-based conditions will be satisfied if financial targets, determined by the Issuer, are met for fiscal year 2021 for the first half and fiscal year 2023 for the second half. If the performance-based conditions for fiscal year 2021 are achieved, then the first half will vest based on performance with the following timing: 16.6% will vest on each of September 15, 2021, September 15, 2022, and September 15, 2023, subject to the Reporting Person's continued service to the Issuer. The second half will vest on September 15, 2023 based on achievement under the performance-based conditions for fiscal year 2023, subject to the Reporting Person's continued service to the Issuer.

F2 · derivative.expiration_date: These performance stock units are split in two halves, with vesting of each subject to the satisfaction of both performance- and time-based conditions. Performance-based conditions will be satisfied if financial targets, determined by the Issuer, are met for fiscal year 2021 for the first half and fiscal year 2023 for the second half. If the performance-based conditions for fiscal year 2021 are achieved, then the first half will vest based on performance with the following timing: 16.6% will vest on each of September 15, 2021, September 15, 2022, and September 15, 2023, subject to the Reporting Person's continued service to the Issuer. The second half will vest on September 15, 2023 based on achievement under the performance-based conditions for fiscal year 2023, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 06, 2019 Filed Sep 10, 2019 22:30 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantRestricted Stock Unit · Derivative 73,696 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001784996-19-000004 · edgardoc.xml · derivative · entry 3

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 73,696

Underlying: Common Stock · 73,696 shares

Expires 2029-09-06

F3 · derivative.exercise_date: The Restricted Stock Units vest as follows: 1/4th of the units vest on the one year anniversary of the vesting commencement date of September 15, 2019 and an additional 1/16th of the units vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 06, 2019 Filed Sep 10, 2019 22:30 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Shares · Derivative 37,340 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001784996-19-000004 · edgardoc.xml · derivative · entry 2

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 93,349

Underlying: Common Stock · 37,340 shares

Expires 2029-09-06

F2 · derivative.exercise_date: Each Performance Restricted Stock Unit ("TSR") represents a contingent right to receive one share of the Issuer's common stock. Between 0% to 110% of the reported target number of TSRs may be earned, based on the Company's total shareholder return percentile ranking relative to the software companies in a peer industry index for a three-year cumulative performance period commencing August 1, 2019 and ending July 31, 2022 (the "TSR Performance Measurement Period"). All earned TSRs will vest at the end of the TSR Performance Measurement Period, subject to the Reporting Person's continued service to the Issuer through such vesting date.

Read SEC document
September 06, 2019 Filed Sep 10, 2019 22:30 UTC Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Shares · Derivative 56,009 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001784996-19-000004 · edgardoc.xml · derivative · entry 1

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 56,009

Underlying: Common Stock · 56,009 shares

Expires 2029-09-06

F1 · derivative.exercise_date: The vesting of these Restricted Stock Units ("PSUs") 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 2020 fiscal year. If the performance-based conditions for fiscal year 2020 are not met, then none of the shares will vest. If the performance-based conditions for fiscal year 2020 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, 2019 and an additional 1/16th of the units will vest quarterly thereafter, subject to (1) the previously mentioned fiscal year 2020 performance-based conditions being met, and (2) the Reporting Person's continued service to the Issuer through each such vesting date.

Read SEC document
September 06, 2019 Filed Aug 15, 2020 01:46 UTC Amendment Guidewire Software, Inc. GWRE · Entity 3313 GrantRestricted Stock Units · Derivative 73,696 $0.00 $0.00
Disclosure

SEC source: 0000899243-20-022519 · doc4a.xml · derivative · entry 3

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 73,696

Underlying: Common Stock · 73,696 shares

Expires 2029-09-06

F1 · derivative.exercise_price: Each restricted stock unit or performance stock unit represents a contingent right to receive one share of the Issuer's common stock.

F4 · derivative.exercise_date: The units vest as follows: 1/4th of the units vest on the one year anniversary of the vesting commencement date of September 15, 2019 and an additional 1/16th of the units vest quarterly thereafter, subject to the Reporting Person's continued service to the Issuer.

Read SEC document
September 06, 2019 Filed Aug 15, 2020 01:46 UTC Amendment Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Stock Units · Derivative 37,340 $0.00 $0.00
Disclosure

SEC source: 0000899243-20-022519 · doc4a.xml · derivative · entry 2

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 93,349

Underlying: Common Stock · 37,340 shares

Expires 2029-09-06

F1 · derivative.exercise_price: Each restricted stock unit or performance stock unit represents a contingent right to receive one share of the Issuer's common stock.

F3 · derivative.exercise_date: The vesting of these performance stock units is based on total stockholder return ("TSR"). Between 0% to 110% of the reported target number of units may be earned, based on the Issuer's TSR percentile ranking relative to the software companies in a peer industry index for a three-year cumulative performance period commencing August 1, 2019 and ending July 31, 2022 (the "TSR Performance Measurement Period"). All earned units will vest at the end of the TSR Performance Measurement Period, subject to the Reporting Person's continued service to the Issuer through such vesting date.

Read SEC document
September 06, 2019 Filed Aug 15, 2020 01:46 UTC Amendment Guidewire Software, Inc. GWRE · Entity 3313 GrantPerformance Stock Units · Derivative 56,009 $0.00 $0.00
Disclosure

SEC source: 0000899243-20-022519 · doc4a.xml · derivative · entry 1

Rosenbaum Michael George · CIK 0001784996 · Director · Chief Executive Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 56,009

Underlying: Common Stock · 56,009 shares

Expires 2029-09-06

F1 · derivative.exercise_price: Each restricted stock unit or performance stock unit represents a contingent right to receive one share of the Issuer's common stock.

F2 · derivative.exercise_date: The vesting of these performance 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 2020 fiscal year. If the performance-based conditions for fiscal year 2020 are not met, then none of the shares will vest. If the performance-based conditions for fiscal year 2020 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, 2019 and an additional 1/16th of the units will vest quarterly thereafter, subject to (1) the previously mentioned fiscal year 2020 performance-based conditions being met, and (2) the Reporting Person's continued service to the Issuer through each such vesting date.

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.