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Dawe Grahame

Disclosed activity across 1 company

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160053
SEC CIK
0001705105

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Latest disclosed role at each company.

CompanyLast reported asReport datePublished
ASPEN INSURANCE HOLDINGS LTDAHL · Entity 9774Chief Accounting OfficerFebruary 15, 2019February 20, 2019

Disclosed balances

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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.

ASPEN INSURANCE HOLDINGS LTD

Report date February 15, 2019 · Filed February 20, 2019

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Phantom Shares (2017 Grant)SEC Table II · derivative / convertible securityDirect0 Reported balance After 2019-02-15 transaction · row 1 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 1 · 2019-02-15 · Disposition to issuer · Disposed 519 · Balance 0

F1: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F2: This Form 4 is being filed as a result of the closing on February 15, 2019 of the merger (the "Merger") as described in the Agreement and Plan of Merger, dated as of August 27, 2018 (the "Merger Agreement") among Aspen Insurance Holdings Limited (the "Issuer"), Highlands Holdings, Ltd., and Highlands Merger Sub, Ltd.

F4: At the effective time of the Merger, each 2017 Phantom Share outstanding immediately prior to the Merger was, to the extent not vested, fully vested, and was canceled and converted into the right to receive a lump-sum amount in cash, equal to $42.75, without interest and less any applicable tax withholding, per 2017 Phantom Share.

F3: At the time of grant on February 10, 2017, the 2017 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2017 Phantom Share award was tested annually over a three-year period. All vested 2017 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2019. Two thirds of the 2017 Phantom Shares were forfeited based on the Issuer's 2017 and 2018 adjusted annual growth in diluted book value per ordinary share test and one third of the 2017 Phantom Shares vested at target payout levels in connection with the Merger.

Phantom Shares (2018 Grant)SEC Table II · derivative / convertible securityDirect0 Reported balance After 2019-02-15 transaction · row 2 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 2 · 2019-02-15 · Disposition to issuer · Disposed 1,234 · Balance 0

F1: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F6: At the effective time of the Merger, each 2018 Phantom Share outstanding immediately prior to the Merger was, to the extent not vested, fully vested, and was canceled and converted into the right to receive a lump-sum amount in cash, equal to $42.75, without interest and less any applicable tax withholding, per 2018 Phantom Share.

F5: At the time of grant on February 9, 2018, the 2018 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2018 Phantom Share award was tested annually over a three-year period. All vested 2018 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2020. One third of the 2018 Phantom Shares were forfeited based on the Issuer's 2018 adjusted annual growth in diluted book value per ordinary share test and two thirds of the 2018 Phantom Shares vested at target payout levels in connection with the Merger.

Filing footnotes · ownership attribution and instrument terms

F1: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F2: This Form 4 is being filed as a result of the closing on February 15, 2019 of the merger (the "Merger") as described in the Agreement and Plan of Merger, dated as of August 27, 2018 (the "Merger Agreement") among Aspen Insurance Holdings Limited (the "Issuer"), Highlands Holdings, Ltd., and Highlands Merger Sub, Ltd.

F3: At the time of grant on February 10, 2017, the 2017 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2017 Phantom Share award was tested annually over a three-year period. All vested 2017 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2019. Two thirds of the 2017 Phantom Shares were forfeited based on the Issuer's 2017 and 2018 adjusted annual growth in diluted book value per ordinary share test and one third of the 2017 Phantom Shares vested at target payout levels in connection with the Merger.

F4: At the effective time of the Merger, each 2017 Phantom Share outstanding immediately prior to the Merger was, to the extent not vested, fully vested, and was canceled and converted into the right to receive a lump-sum amount in cash, equal to $42.75, without interest and less any applicable tax withholding, per 2017 Phantom Share.

F5: At the time of grant on February 9, 2018, the 2018 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2018 Phantom Share award was tested annually over a three-year period. All vested 2018 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2020. One third of the 2018 Phantom Shares were forfeited based on the Issuer's 2018 adjusted annual growth in diluted book value per ordinary share test and two thirds of the 2018 Phantom Shares vested at target payout levels in connection with the Merger.

F6: At the effective time of the Merger, each 2018 Phantom Share outstanding immediately prior to the Merger was, to the extent not vested, fully vested, and was canceled and converted into the right to receive a lump-sum amount in cash, equal to $42.75, without interest and less any applicable tax withholding, per 2018 Phantom Share.

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.”

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Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
February 15, 2019 Filed Feb 15, 2019 22:31 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Disposition to issuerRestricted Share Units (2018 Grant) · Derivative 1,234 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000004 · wf-form4_155026986376639.xml · derivative · entry 4

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 1,234 shares

Expires not disclosed

F5 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F5 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F9 · price: At the effective time of the Merger, each 2018 Restricted Share Unit that was outstanding immediately prior to the effective time of the Merger was cancelled and converted into the right to receive a lump-sum amount in cash, without interest, equal to the product of (x) the sum of (1) $42.75 and (2) any per share accrued dividend equivalents times (y) the number of ordinary shares subject to such 2018 Restricted Share Unit award, which had not previously been settled.

F8 · derivative.exercise_date: At the time of grant on February 9, 2018, the 2018 Restricted Share Units were scheduled to vest annually in increments of one third on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service, unless terminated without cause or by the Reporting Person for good reason.

F8 · derivative.expiration_date: At the time of grant on February 9, 2018, the 2018 Restricted Share Units were scheduled to vest annually in increments of one third on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service, unless terminated without cause or by the Reporting Person for good reason.

Read SEC document
February 15, 2019 Filed Feb 15, 2019 22:31 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Disposition to issuerRestricted Share Units (2017 Grant) · Derivative 519 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000004 · wf-form4_155026986376639.xml · derivative · entry 3

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 519 shares

Expires not disclosed

F5 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F5 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F7 · price: At the effective time of the Merger, each 2017 Restricted Share Unit that was outstanding immediately prior to the effective time of the Merger was cancelled and converted into the right to receive a lump-sum amount in cash, without interest, equal to the product of (x) the sum of (1) $42.75 and (2) any per share accrued dividend equivalents times (y) the number of ordinary shares subject to such 2017 Restricted Share Unit award, which had not previously been settled.

F6 · derivative.exercise_date: At the time of grant on February 10, 2017, the 2017 Restricted Share Units were scheduled to vest annually in increments of one third on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service, unless terminated without cause or by the Reporting Person for good reason.

F6 · derivative.expiration_date: At the time of grant on February 10, 2017, the 2017 Restricted Share Units were scheduled to vest annually in increments of one third on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service, unless terminated without cause or by the Reporting Person for good reason.

Read SEC document
February 15, 2019 Filed Feb 15, 2019 22:31 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Disposition to issuerOrdinary Shares 7,873 $42.75 $336,570.75
Disclosure

SEC source: 0001705105-19-000004 · wf-form4_155026986376639.xml · nonDerivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

F1 · kind: This Form 4 is being filed, in part, as a result of the closing on February 15, 2019 of the merger (the "Merger") as described in the Agreement and Plan of Merger, dated as of August 27, 2018 (the "Merger Agreement") among Aspen Insurance Holdings Limited (the "Issuer"), Highlands Holdings, Ltd., and Highlands Merger Sub, Ltd.

F2 · shares: At the effective time of the Merger, each outstanding ordinary share of the Issuer was converted into a right to receive a cash payment of $42.75 without any interest and less any applicable withholding tax.

Read SEC document
February 15, 2019 Filed Feb 20, 2019 18:10 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Disposition to issuerPhantom Shares (2018 Grant) · Derivative 1,234 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000006 · wf-form4_155068623487041.xml · derivative · entry 2

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 1,234 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F1 · price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F6 · price: At the effective time of the Merger, each 2018 Phantom Share outstanding immediately prior to the Merger was, to the extent not vested, fully vested, and was canceled and converted into the right to receive a lump-sum amount in cash, equal to $42.75, without interest and less any applicable tax withholding, per 2018 Phantom Share.

F5 · derivative.exercise_date: At the time of grant on February 9, 2018, the 2018 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2018 Phantom Share award was tested annually over a three-year period. All vested 2018 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2020. One third of the 2018 Phantom Shares were forfeited based on the Issuer's 2018 adjusted annual growth in diluted book value per ordinary share test and two thirds of the 2018 Phantom Shares vested at target payout levels in connection with the Merger.

F5 · derivative.expiration_date: At the time of grant on February 9, 2018, the 2018 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2018 Phantom Share award was tested annually over a three-year period. All vested 2018 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2020. One third of the 2018 Phantom Shares were forfeited based on the Issuer's 2018 adjusted annual growth in diluted book value per ordinary share test and two thirds of the 2018 Phantom Shares vested at target payout levels in connection with the Merger.

Read SEC document
February 15, 2019 Filed Feb 20, 2019 18:10 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Disposition to issuerPhantom Shares (2017 Grant) · Derivative 519 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000006 · wf-form4_155068623487041.xml · derivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 519 shares

Expires not disclosed

F1 · derivative.exercise_price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F2 · kind: This Form 4 is being filed as a result of the closing on February 15, 2019 of the merger (the "Merger") as described in the Agreement and Plan of Merger, dated as of August 27, 2018 (the "Merger Agreement") among Aspen Insurance Holdings Limited (the "Issuer"), Highlands Holdings, Ltd., and Highlands Merger Sub, Ltd.

F1 · price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F4 · price: At the effective time of the Merger, each 2017 Phantom Share outstanding immediately prior to the Merger was, to the extent not vested, fully vested, and was canceled and converted into the right to receive a lump-sum amount in cash, equal to $42.75, without interest and less any applicable tax withholding, per 2017 Phantom Share.

F3 · derivative.exercise_date: At the time of grant on February 10, 2017, the 2017 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2017 Phantom Share award was tested annually over a three-year period. All vested 2017 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2019. Two thirds of the 2017 Phantom Shares were forfeited based on the Issuer's 2017 and 2018 adjusted annual growth in diluted book value per ordinary share test and one third of the 2017 Phantom Shares vested at target payout levels in connection with the Merger.

F3 · derivative.expiration_date: At the time of grant on February 10, 2017, the 2017 Phantom Shares were eligible for vesting following the achievement of certain financial targets by the Issuer. Prior to the Merger, one third of the 2017 Phantom Share award was tested annually over a three-year period. All vested 2017 Phantom Shares would have been settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2019. Two thirds of the 2017 Phantom Shares were forfeited based on the Issuer's 2017 and 2018 adjusted annual growth in diluted book value per ordinary share test and one third of the 2017 Phantom Shares vested at target payout levels in connection with the Merger.

Read SEC document
February 13, 2019 Filed Feb 15, 2019 22:31 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionPhantom Shares (2016 Grant) · Derivative 178 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000004 · wf-form4_155026986376639.xml · derivative · entry 2

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 178 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.

F3 · derivative.exercise_price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F3 · price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F4 · derivative.exercise_date: Represents 2016 Phantom Shares eligible for vesting following the achievement of certain financial targets by the Issuer. One third of the 2016 Phantom Share award was tested annually over a three-year period. Subject to continued employment, all vested 2016 Phantom Shares were settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2018.

F4 · derivative.expiration_date: Represents 2016 Phantom Shares eligible for vesting following the achievement of certain financial targets by the Issuer. One third of the 2016 Phantom Share award was tested annually over a three-year period. Subject to continued employment, all vested 2016 Phantom Shares were settled in cash upon the filing of the annual report on Form 10-K for the year ended December 31, 2018.

Read SEC document
February 10, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionRestricted Share Units (2017 Grant) · Derivative 518 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · derivative · entry 9

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 519

Underlying: Ordinary Shares · 518 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.

F5 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F5 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F8 · derivative.exercise_date: Represents 2017 Restricted Share Units granted on February 10, 2017 under our 2013 Share Incentive Plan. One-third of the 2017 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2017 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

F8 · derivative.expiration_date: Represents 2017 Restricted Share Units granted on February 10, 2017 under our 2013 Share Incentive Plan. One-third of the 2017 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2017 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

Read SEC document
February 10, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Tax withholdingOrdinary Shares 244 $42.56 $10,384.64
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · nonDerivative · entry 6

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,873

F4 · kind: Ordinary shares withheld in order to satisfy tax liability in connection with previously granted 2017 Restricted Share Units.

Read SEC document
February 10, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 518 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · nonDerivative · entry 5

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,117

F1 · price: Ordinary shares acquired upon mandatory conversion of previously granted Restricted Share Units.

Read SEC document
February 09, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionRestricted Share Units (2018 Grant) · Derivative 617 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · derivative · entry 8

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,234

Underlying: Ordinary Shares · 617 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.

F5 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F5 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F7 · derivative.exercise_date: Represents 2018 Restricted Share Units granted on February 9, 2018 under our 2013 Share Incentive Plan, as amended. One-third of the 2018 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2018 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

F7 · derivative.expiration_date: Represents 2018 Restricted Share Units granted on February 9, 2018 under our 2013 Share Incentive Plan, as amended. One-third of the 2018 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2018 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

Read SEC document
February 09, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Tax withholdingOrdinary Shares 290 $42.56 $12,342.40
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · nonDerivative · entry 4

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,599

F3 · kind: Ordinary shares withheld in order to satisfy tax liability in connection with previously granted 2018 Restricted Share Units.

Read SEC document
February 09, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 617 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · nonDerivative · entry 3

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,889

F1 · price: Ordinary shares acquired upon mandatory conversion of previously granted Restricted Share Units.

Read SEC document
February 08, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionRestricted Share Units (2016 Grant) · Derivative 493 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · derivative · entry 7

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 493 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.

F5 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F5 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F6 · derivative.exercise_date: Represents 2016 Restricted Share Units granted on February 8, 2016 under our 2013 Share Incentive Plan, as amended. One-third of the 2016 Restricted Share Units vested annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2016 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

F6 · derivative.expiration_date: Represents 2016 Restricted Share Units granted on February 8, 2016 under our 2013 Share Incentive Plan, as amended. One-third of the 2016 Restricted Share Units vested annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2016 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

Read SEC document
February 08, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Tax withholdingOrdinary Shares 232 $42.56 $9,873.92
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · nonDerivative · entry 2

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,272

F2 · kind: Ordinary shares withheld in order to satisfy tax liability in connection with previously granted 2016 Restricted Share Units.

Read SEC document
February 08, 2019 Filed Feb 12, 2019 20:36 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 493 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-19-000002 · wf-form4_155000377296083.xml · nonDerivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,504

F1 · price: Ordinary shares acquired upon mandatory conversion of previously granted Restricted Share Units.

Read SEC document
November 09, 2018 Filed Nov 9, 2018 16:03 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 141 $39.05 $5,506.05
Disclosure

SEC source: 0001267395-18-000118 · wf-form4_154177938219127.xml · nonDerivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,011

F1 · price: The Reporting Person is voluntarily reporting the acquisition of ordinary shares from the Issuer's Share Purchase Plan which is otherwise exempt from Form 4 reporting under Rule 16a-3(f) of the SecuritiesExchange Act of 1934, as amended.

Read SEC document
March 05, 2018 Filed Mar 7, 2018 20:56 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionPhantom Shares (2015 Grant) · Derivative 655 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000006 · wf-form4_152045616621606.xml · derivative · entry 4

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 655 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.

F5 · derivative.exercise_price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F5 · price: Each Phantom Share represents the right to receive the economic equivalent of one of the Issuer's Ordinary Shares.

F6 · derivative.exercise_date: Represents 2015 Phantom Shares eligible for vesting following the achievement of certain financial targets by the Issuer. One-third of the 2015 Phantom Share award is tested annually over a three-year period. Subject to continued employment, all vested 2015 Phantom Shares will be settled in cash.

F6 · derivative.expiration_date: Represents 2015 Phantom Shares eligible for vesting following the achievement of certain financial targets by the Issuer. One-third of the 2015 Phantom Share award is tested annually over a three-year period. Subject to continued employment, all vested 2015 Phantom Shares will be settled in cash.

Read SEC document
March 05, 2018 Filed Mar 7, 2018 20:56 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionRestricted Share Units (2015 Grant) · Derivative 505 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000006 · wf-form4_152045616621606.xml · derivative · entry 3

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Ordinary Shares · 505 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.

F3 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F3 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F4 · derivative.exercise_date: Represents 2015 Restricted Share Units granted on March 5, 2015 under our 2013 Share Incentive Plan, as amended. One-third of the 2015 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2015 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

F4 · derivative.expiration_date: Represents 2015 Restricted Share Units granted on March 5, 2015 under our 2013 Share Incentive Plan, as amended. One-third of the 2015 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2015 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

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March 05, 2018 Filed Mar 7, 2018 20:56 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Tax withholdingOrdinary Shares 238 $37.95 $9,032.10
Disclosure

SEC source: 0001705105-18-000006 · wf-form4_152045616621606.xml · nonDerivative · entry 2

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 6,870

F2 · kind: Ordinary shares withheld in order to satisfy tax liability upon vesting of previously granted Restricted Share Units.

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March 05, 2018 Filed Mar 7, 2018 20:56 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 505 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000006 · wf-form4_152045616621606.xml · nonDerivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 7,108

F1 · price: Ordinary shares acquired upon mandatory conversion of previously granted Restricted Share Units.

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February 10, 2018 Filed Feb 13, 2018 23:58 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionRestricted Share Units (2017 Grant) · Derivative 519 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000004 · wf-form4_151856627959310.xml · derivative · entry 2

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,037

Underlying: Ordinary Shares · 519 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.

F2 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F2 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F3 · derivative.exercise_date: Represents 2017 Restricted Share Units granted on February 10, 2017 under our 2013 Share Incentive Plan, as amended. One-third of the 2017 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2017 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

F3 · derivative.expiration_date: Represents 2017 Restricted Share Units granted on February 10, 2017 under our 2013 Share Incentive Plan, as amended. One-third of the 2017 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2017 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

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February 10, 2018 Filed Feb 13, 2018 23:58 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 519 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000004 · wf-form4_151856627959310.xml · nonDerivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 6,603

F1 · price: Ordinary shares acquired upon mandatory conversion of previously granted Restricted Share Units.

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February 09, 2018 Filed Feb 13, 2018 23:58 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantRestricted Share Units (2018 Grant) · Derivative 1,851 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000004 · wf-form4_151856627959310.xml · derivative · entry 3

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,851

Underlying: Ordinary Shares · 1,851 shares

Expires not disclosed

F2 · derivative.exercise_price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F2 · price: Each Restricted Share Unit represents the right to receive one share of the Issuer's Ordinary Shares.

F4 · derivative.exercise_date: Represents 2018 Restricted Share Units granted on February 9, 2018 under our 2013 Share Incentive Plan, as amended. One-third of the 2018 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2018 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

F4 · derivative.expiration_date: Represents 2018 Restricted Share Units granted on February 9, 2018 under our 2013 Share Incentive Plan, as amended. One-third of the 2018 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2018 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

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February 08, 2018 Filed Feb 12, 2018 15:47 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 Exercise / conversionRestricted Share Units (2016 Grant) · Derivative 493 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000002 · wf-form4_151845043080942.xml · derivative · entry 2

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 493

Underlying: Ordinary Shares · 493 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.

F2 · derivative.exercise_price: Each Restricted Share Unit represents the right to recieve one share of the Issuer's Ordinary Shares.

F2 · price: Each Restricted Share Unit represents the right to recieve one share of the Issuer's Ordinary Shares.

F3 · derivative.exercise_date: Represents 2016 Restricted Share Units granted on February 8, 2016 under our 2013 Share Incentive Plan, as amended. One-third of the 2016 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2016 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

F3 · derivative.expiration_date: Represents 2016 Restricted Share Units granted on February 8, 2016 under our 2013 Share Incentive Plan, as amended. One-third of the 2016 Restricted Share Units vests annually on the anniversary of the grant date over a three-year period, in each case subject to the Reporting Person's continued service. Upon vesting of the 2016 Restricted Share Units, the Reporting Person shall be entitled to receive a number of Ordinary Shares equal to the number of Restricted Share Units then vesting.

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February 08, 2018 Filed Feb 12, 2018 15:47 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 493 Not disclosed Not disclosed
Disclosure

SEC source: 0001705105-18-000002 · wf-form4_151845043080942.xml · nonDerivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 6,084

F1 · price: Ordinary shares acquired upon mandatory conversion of previously granted Restricted Share Units.

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December 20, 2017 Filed Dec 21, 2017 13:57 UTC ASPEN INSURANCE HOLDINGS LTD AHL · Entity 9774 GrantOrdinary Shares 410 $36.27 $14,870.70
Disclosure

SEC source: 0001705105-17-000006 · wf-form4_151386463785128.xml · nonDerivative · entry 1

Dawe Grahame · CIK 0001705105 · Chief Accounting Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 5,591

F1 · price: The Reporting Person is voluntarily reporting the acquisition of ordinary shares from the Issuer's Share Purchase Plan which is otherwise exempt from Form 4 reporting under Rule 16a-3(f) of the Securities Exchange Act of 1934, as amended.

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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.