Document:

exv10w40

Exhibit 10.40

Execution Version

ASPEN INSURANCE HOLDINGS LIMITED

PERFORMANCE SHARE AWARD AGREEMENT

          THIS AGREEMENT (the “Agreement”), is made effective as of the 9th day of
February, 2011 (hereinafter called the “Date of Grant”), between Aspen Insurance Holdings Limited,
a Bermuda corporation (hereinafter called the “Company”), and John Cavoores (hereinafter called the
“Participant”):

R E C I T A L S:

          WHEREAS, the Company has adopted the Aspen Insurance Holdings 2003 Share Incentive Plan, as
amended from time to time (the “Plan”), which Plan is incorporated herein by reference and made a
part of this Agreement. Capitalized terms not otherwise defined herein shall have the same
meanings as in the Plan; and

          WHEREAS, the Committee has determined that it would be in the best interests of the Company
and its shareholders to grant the performance shares provided for herein to the Participant
pursuant to the Plan and the terms set forth herein.

          NOW THEREFORE, in consideration of the mutual covenants hereinafter set forth, the parties
agree as follows:

	1.	 	Grant of Performance Shares. The Company hereby awards to the Participant 49,967
Shares, payment of which is dependent upon the performance of the Company as described in
Section 2 of this Agreement (the “Performance Shares”).
	 
	2.	 	Vesting. The Performance Shares shall vest and become payable only to the extent
that the Return on Equity (calculated as described in Section 2(a) below, the “ROE”) and the
service requirements described below are achieved.

	 	(a)	 	For purposes of this Agreement, “ROE” shall be equal to net income determined
under United States Generally Accepted Accounting Principles (“US GAAP”) after
deduction of the cost of all Awards granted under the Plan as a percentage of weighted
average shareholders’ equity, which shall be determined by the Board based on the
Company’s audited financials under US GAAP.
	 
	 	(b)	 	For purposes of this Agreement, “2011 ROE” shall be equal to the Company’s
actual ROE for the fiscal year ended December 31, 2011 (the “2011 Fiscal Year”).
	 
	 	(c)	 	For purposes of this Agreement, “2012 ROE” shall be equal to the Company’s actual
ROE for the fiscal year ended December 31, 2012 (the “2012 Fiscal Year”).

 

 

	 	(d)	 	For purposes of this Agreement, “2013 ROE” shall be equal to the Company’s
actual ROE for the fiscal year ended December 31, 2013 (the “2013 Fiscal Year”).
	 
	 	(e)	 	Subject to the Participant’s continued Employment with the Company (which
Employment shall not include the performance of services under a notice of termination
or resignation), a maximum of one-third (1/3) of the Performance Shares awarded
hereunder (the “2011 ROE Award”) shall be eligible for vesting (“Eligible Shares”) upon
the later of (i) the date the Company’s outside auditors complete the audit of the
Company’s financial statements containing the information necessary to compute the
Company’s ROE for the 2011 Fiscal Year or (ii) the date such ROE is approved by the
Board of Directors or an authorized committee thereof, but only to the extent provided
below:

	 	 	 
	2011 ROE	 	Percentage of Eligible Shares
	< 6%	 	0%
	6%	 	10%
	11%	 	100%
	> 21%	 	200%

Interim percentages to be pro-rated.

	 	 	 	Notwithstanding the foregoing, if the Company’s actual ROE for the 2011 Fiscal Year
is (i) less than 6%, then none of the Performance Shares subject to the 2011 ROE
Award shall be Eligible Shares, (ii) greater than 11% and the average ROE over the
2011 Fiscal Year and the immediately preceding fiscal year is less than 6%, then the
Percentage of Eligible Shares shall be 100%; or (iii) greater than 11% and the
average ROE over the 2011 Fiscal Year and the immediately preceding fiscal year is
6% or greater, then the Percentage of Eligible Shares shall be in accordance with
the table above.
	 
	 	 	 	Subject to the Participant’s continued Employment with the Company through December
31, 2012 (which Employment shall not include the performance of services under a
notice of termination or resignation), the Eligible Shares subject to the 2011 ROE
Award shall become vested on such date.
	 
	 	(f)	 	Subject to the Participant’s continued Employment with the Company through at
least December 31, 2012 (which Employment shall not include the performance of services
under a notice of termination or resignation), a maximum of one-third (1/3) of the
Performance Shares awarded hereunder (the “2012 ROE Award”) shall become Eligible
Shares upon the later of (i) the date the Company’s outside auditors complete the audit
of the Company’s financial statements containing the information necessary to compute
the Company’s ROE for the 2012 Fiscal Year or (ii) the date such ROE is approved by the
Board of Directors or an authorized committee thereof, but only to the extent provided
in a schedule to be provided to the Participant during the first quarter of the 2012
Fiscal Year.

 

 

	 	 	 	Notwithstanding the schedule to be provided to the Participant during the first
quarter of the 2012 Fiscal Year, if the Company’s actual ROE for the 2012 Fiscal
Year is (i) less than the minimum vesting threshold determined in accordance with
the schedule provided, then none of the Performance Shares subject to the 2012 ROE
Award shall be Eligible Shares, (ii) greater than the target vesting level at 100%
vesting determined in accordance with the schedule provided and the average ROE over
the 2012 Fiscal Year and the 2011 Fiscal Year is less than the average of the
minimum vesting thresholds for such years, then the Percentage of Eligible Shares
shall be 100%; or (iii) greater than the target vesting level at 100% vesting
determined in accordance with the schedule provided and the average ROE over the
2012 Fiscal Year and the 2011 Fiscal Year is equal to or greater than the average of
the minimum vesting thresholds for such years, then the Percentage of Eligible
Shares shall be in accordance with the table provided to the Participant.
	 
	 	(g)	 	Subject to the Participant’s continued Employment with the Company through at
least December 31, 2012 (which Employment shall not include the performance of services
under a notice of termination or resignation), a maximum of one-third (1/3) of the
Performance Shares awarded hereunder (the “2013 ROE Award”) shall become Eligible
Shares upon the later of (i) the date the Company’s outside auditors complete the audit
of the Company’s financial statements containing the information necessary to compute
the Company’s ROE for the 2013 Fiscal Year or (ii) the date such ROE is approved by the
Board of Directors or an authorized committee thereof, but only to the extent provided
in a schedule to be provided to the Participant during the first quarter of the 2013
Fiscal Year.
	 
	 	 	 	Notwithstanding the schedule to be provided to the Participant during the first
quarter of the 2013 Fiscal Year, if the Company’s actual ROE for the 2013 Fiscal
Year is (i) less than the minimum vesting threshold determined in accordance with
the schedule provided, then none of the Performance Shares subject to the 2013 ROE
Award shall be Eligible Shares, (ii) greater than the target vesting level at 100%
vesting determined in accordance with the schedule provided and the average ROE over
the 2013 Fiscal Year and the 2012 Fiscal Year is less than the average of the
minimum vesting thresholds for such years, then the Percentage of Eligible Shares
shall be 100%; or (iii) greater than the target vesting level at 100% vesting
determined in accordance with the schedule provided and the average ROE over the
2013 Fiscal Year and the 2012 Fiscal Year is equal to or greater than the average of
the minimum vesting thresholds for such years, then the Percentage of Eligible
Shares shall be in accordance with the table provided to the Participant.
	 
	 	(h)	 	In connection with any event described in Section 10(a) of the Plan or in the
event of a change in applicable accounting rules, the Committee shall make such
adjustments in the terms of the Performance Shares as it shall determine shall be
necessary to equitably reflect such event in order to prevent dilution or enlargement
of the potential benefits of the Performance Shares. The Committee’s determination as
to any such adjustment shall be final.
	 
	 	(i)	 	If the Participant’s Employment with the Company is terminated for any reason
prior to December 31, 2012, the Performance Shares shall be canceled by the
Company without consideration.

 

 

	 	(j)	 	Any Performance Shares that do not become Eligible Shares by reason of the
Company’s failure to achieve an ROE as set forth above (or, if applicable, as set forth
in schedules to be provided to the Participant) shall immediately be forfeited without
consideration.
	 
	 	(k)	 	Notwithstanding anything to the contrary contained herein, in the event that
the Participant’s Employment with the Company is terminated (i) due to the
Participant’s death or (ii) by the Company due to the Participant’s Disability, all
Eligible Shares shall vest in full on the date of such termination of Employment. For
the avoidance of doubt, any Performance Shares that have not become Eligible Shares on
or before the date of such termination of Employment shall be forfeited on such date
without consideration. For purposes of this Agreement, “Disability” shall mean the
inability of a Participant to perform in all material respects his or her duties and
responsibilities to the Company, or any Affiliate of the Company, by reason of a
physical or mental disability or infirmity which inability is reasonably expected to be
permanent and has continued (i) for a period of six consecutive months or (ii) such
shorter period as the Committee may determine in good faith. The Disability
determination shall be in the sole discretion of the Committee and a Participant (or
his or her representative) shall furnish the Committee with medical evidence
documenting the Participant’s disability or infirmity, which is reasonably satisfactory
to the Committee.

	3.	 	Payment.

	 	(a)	 	The Company shall deliver to the Participant one Share for each vested
Performance Share. Any fractional share will be rounded down to the nearest whole
Share and the remainder forfeited.
	 
	 	(b)	 	Except as otherwise provided in the Plan, vested Performance Shares (which, for
the avoidance of doubt, includes all Eligible Shares that have not previously been
canceled or forfeited) shall be paid to the Participant on [March 15, 2014].
	 
	 	(c)	 	When Performance Shares are paid, the Company shall issue certificates in the
Participant’s name for such. However, the Company shall not be liable to the
Participant for damages relating to any delays in issuing the certificates to him, any
loss of the certificates, or any mistakes or errors in the issuance of the certificates
or in the certificates themselves.

	4.	 	No Right to Continued Employment. The granting of the Performance Shares evidenced
hereby and this Agreement shall impose no obligation on the Company or any Affiliate to
continue the Employment of the Participant and shall not lessen or affect the Company’s or its
Affiliate’s right to terminate the Employment of such Participant.
	 
	5.	 	Legend on Certificates. The certificates representing the Shares paid in settlement
of Performance Shares shall be subject to such stop transfer orders and other restrictions as
the Committee may deem advisable under the Plan or the rules, regulations, and other
requirements of the U.S. Securities and Exchange Commission, any stock exchange upon which
such Shares are listed, and any applicable laws, and the Committee may cause a legend or
legends to be put on any such certificates to make appropriate reference to such
restrictions.

 

 

	6.	 	Transferability. The Performance Shares may not be assigned, alienated, pledged,
attached, sold or otherwise transferred or encumbered by the Participant otherwise than by
will or by the laws of descent and distribution, and any such purported assignment,
alienation, pledge, attachment, sale, transfer or encumbrance shall be void and unenforceable
against the Company or any Affiliate; provided that the designation of a beneficiary shall not
constitute an assignment, alienation, pledge, attachment, sale, transfer or encumbrance. For
avoidance of doubt, Shares issued to the Participant in payment of vested Performance Shares
pursuant to Section 3 hereof shall not be subject to any of the foregoing transferability
restrictions.
	 
	7.	 	Withholding. The Participant may be required to pay to the Company or any Affiliate
and the Company shall have the right and is hereby authorized to withhold, any applicable
withholding taxes in respect of Performance Shares and to take such other action as may be
necessary in the opinion of the Committee to satisfy all obligations for the payment of such
withholding taxes.
	 
	8.	 	Securities Laws. Upon the acquisition of any Shares pursuant to settlement of
Performance Shares, the Participant will make or enter into such written representations,
warranties and agreements as the Committee may reasonably request in order to comply with
applicable securities laws or with this Agreement.
	 
	9.	 	Bermuda Government Regulations. No Shares shall be issued pursuant to this Agreement
unless and until all relevant licenses, permissions and authorizations required to be granted
by the Government of Bermuda, or by any authority or agency thereof, shall have been duly
received.
	 
	10.	 	Notices. Any notice necessary under this Agreement shall be addressed to the Company
in care of its Secretary at the principal executive office of the Company and to the
Participant at the address appearing in the personnel records of the Company for the
Participant or to either party at such other address as either party hereto may hereafter
designate in writing to the other. Any such notice shall be deemed effective upon receipt
thereof by the addressee.
	 
	11.	 	Choice of Law. THIS AGREEMENT SHALL BE GOVERNED BY AND CONSTRUED IN ACCORDANCE WITH
THE LAWS OF BERMUDA, without regard to conflicts of laws principles.
	 
	12.	 	Performance Shares Subject to the Plan. By entering into this Agreement the
Participant agrees and acknowledges that the Participant has received and read a copy of the
Plan. The Performance Shares are subject to the Plan (including without limitation the
arbitration provision), and the terms and provisions of the Plan, as it may be amended from
time to time, are hereby incorporated herein by reference. In the event of a conflict between
any term or provision contained herein and a term or provision of the Plan, the applicable
terms and provisions of the Plan will govern and prevail.
	 
	13.	 	Rights as a Shareholder. The Participant shall have no rights as a shareholder, and
shall not receive dividends, with respect to any Performance Shares until the Performance
Shares have been paid out and Share certificates have been issued to the Participant.

 

 

	14.	 	Fiscal Year. If the Company’s fiscal year is changed to other than a calendar year,
the references to calendar year in this Agreement shall be adjusted to appropriately reflect
the change.
	 
	15.	 	Signature in Counterparts. This Agreement may be signed in counterparts, each of
which shall be an original, with the same effect as if the signatures thereto and hereto were
upon the same instrument.

          IN WITNESS WHEREOF, the parties hereto have executed this Agreement.

	 	 	 	 	 
	 	ASPEN INSURANCE HOLDINGS LIMITED

 	 
	 	By:  	
 	 
	 	 	 	 

	 	 	 	 	 
	AGREED AND ACKNOWLEDGED AS

OF THE DATE FIRST ABOVE WRITTEN:

 	 	 
	/s/ John Cavoores
 	 	 
	John Cavooresexv10w41

Exhibit 10.41

Execution Version

ASPEN INSURANCE HOLDINGS LIMITED

PERFORMANCE SHARE AWARD AGREEMENT

          THIS AGREEMENT (the “Agreement”), is made effective as of the 9th day of February,
2011 (hereinafter called the “Date of Grant”), between Aspen Insurance Holdings Limited, a Bermuda
corporation (hereinafter called the “Company”), and Rupert Villers (hereinafter called the
“Participant”):

R E C I T A L S:

          WHEREAS, the Company has adopted the Aspen Insurance Holdings 2003 Share Incentive Plan, as
amended from time to time (the “Plan”), which Plan is incorporated herein by reference and made a
part of this Agreement. Capitalized terms not otherwise defined herein shall have the same
meanings as in the Plan; and

          WHEREAS, the Committee has determined that it would be in the best interests of the Company
and its shareholders to grant the performance shares provided for herein to the Participant
pursuant to the Plan and the terms set forth herein.

          NOW THEREFORE, in consideration of the mutual covenants hereinafter set forth, the parties
agree as follows:

	1.	 	Grant of Performance Shares. The Company hereby awards to the Participant 49,967
Shares, payment of which is dependent upon the performance of the Company as described in
Section 2 of this Agreement (the “Performance Shares”).
	 
	2.	 	Vesting. The Performance Shares shall vest and become payable only to the extent
that the Return on Equity (calculated as described in Section 2(a) below, the “ROE”) and the
service requirements described below are achieved.

	 	(a)	 	For purposes of this Agreement, “ROE” shall be equal to net income determined
under United States Generally Accepted Accounting Principles (“US GAAP”) after
deduction of the cost of all Awards granted under the Plan as a percentage of weighted
average shareholders’ equity, which shall be determined by the Board based on the
Company’s audited financials under US GAAP.
	 
	 	(b)	 	For purposes of this Agreement, “2011 ROE” shall be equal to the Company’s
actual ROE for the fiscal year ended December 31, 2011 (the “2011 Fiscal Year”).
	 
	 	(c)	 	For purposes of this Agreement, “2012 ROE” shall be equal to the Company’s
actual ROE for the fiscal year ended December 31, 2012 (the “2012 Fiscal Year”).

 

 

	 	(d)	 	For purposes of this Agreement, “2013 ROE” shall be equal to the Company’s
actual ROE for the fiscal year ended December 31, 2013 (the “2013 Fiscal Year”).

	 	(e)	 	Subject to the Participant’s continued Employment with the Company (which
Employment shall not include the performance of services under a notice of termination
or resignation), a maximum of one-third (1/3) of the Performance Shares awarded
hereunder (the “2011 ROE Award”) shall be eligible for vesting (“Eligible Shares”)
upon the later of (i) the date the Company’s outside auditors complete the audit of
the Company’s financial statements containing the information necessary to compute the
Company’s ROE for the 2011 Fiscal Year or (ii) the date such ROE is approved by the
Board of Directors or an authorized committee thereof, but only to the extent provided
below:

	 	 	 
	2011 ROE	 	Percentage of Eligible Shares
	< 6%	 	0%
	6%	 	10%
	11%	 	100%
	> 21%	 	200%

Interim percentages to be pro-rated.

	 	 	 	Notwithstanding the foregoing, if the Company’s actual ROE for the 2011 Fiscal Year
is (i) less than 6%, then none of the Performance Shares subject to the 2011 ROE
Award shall be Eligible Shares, (ii) greater than 11% and the average ROE over the
2011 Fiscal Year and the immediately preceding fiscal year is less than 6%, then
the Percentage of Eligible Shares shall be 100%; or (iii) greater than 11% and the
average ROE over the 2011 Fiscal Year and the immediately preceding fiscal year is
6% or greater, then the Percentage of Eligible Shares shall be in accordance with
the table above.
	 
	 	 	 	Subject to the Participant’s continued Employment with the Company through December
31, 2012 (which Employment shall not include the performance of services under a
notice of termination or resignation), the Eligible Shares subject to the 2011 ROE
Award shall become vested on such date.
	 
	 	(f)	 	Subject to the Participant’s continued Employment with the Company through at
least December 31, 2012 (which Employment shall not include the performance of
services under a notice of termination or resignation), a maximum of one-third (1/3)
of the Performance Shares awarded hereunder (the “2012 ROE Award”) shall become
Eligible Shares upon the later of (i) the date the Company’s outside auditors complete
the audit of the Company’s financial statements containing the information necessary
to compute the Company’s ROE for the 2012 Fiscal Year or (ii) the date such ROE is
approved by the Board of Directors or an authorized committee thereof, but only to the
extent provided in a schedule to be provided to the Participant during the first
quarter of the 2012 Fiscal Year.

 

 

	 	 	 	Notwithstanding the schedule to be provided to the Participant during the first quarter of
the 2012 Fiscal Year, if the Company’s actual ROE for the 2012 Fiscal Year is (i) less
than the minimum vesting threshold determined in accordance with the schedule
provided, then none of the Performance Shares subject to the 2012 ROE Award shall be
Eligible Shares, (ii) greater than the target vesting level at 100% vesting determined
in accordance with the schedule provided and the average ROE over the 2012 Fiscal Year
and the 2011 Fiscal Year is less than the average of the minimum vesting thresholds
for such years, then the Percentage of Eligible Shares shall be 100%; or (iii) greater
than the target vesting level at 100% vesting determined in accordance with the
schedule provided and the average ROE over the 2012 Fiscal Year and the 2011 Fiscal
Year is equal to or greater than the average of the minimum vesting thresholds for
such years, then the Percentage of Eligible Shares shall be in accordance with the
table provided to the Participant.
	 
	 	(g)	 	Subject to the Participant’s continued Employment with the Company through at
least December 31, 2012 (which Employment shall not include the performance of
services under a notice of termination or resignation), a maximum of one-third (1/3)
of the Performance Shares awarded hereunder (the “2013 ROE Award”) shall become
Eligible Shares upon the later of (i) the date the Company’s outside auditors complete
the audit of the Company’s financial statements containing the information necessary
to compute the Company’s ROE for the 2013 Fiscal Year or (ii) the date such ROE is
approved by the Board of Directors or an authorized committee thereof, but only to the
extent provided in a schedule to be provided to the Participant during the first
quarter of the 2013 Fiscal Year.
	 
	 	 	 	Notwithstanding the schedule to be provided to the Participant during the first quarter of
the 2013 Fiscal Year, if the Company’s actual ROE for the 2013 Fiscal Year is (i) less
than the minimum vesting threshold determined in accordance with the schedule
provided, then none of the Performance Shares subject to the 2013 ROE Award shall be
Eligible Shares, (ii) greater than the target vesting level at 100% vesting determined
in accordance with the schedule provided and the average ROE over the 2013 Fiscal Year
and the 2012 Fiscal Year is less than the average of the minimum vesting thresholds
for such years, then the Percentage of Eligible Shares shall be 100%; or (iii) greater
than the target vesting level at 100% vesting determined in accordance with the
schedule provided and the average ROE over the 2013 Fiscal Year and the 2012 Fiscal
Year is equal to or greater than the average of the minimum vesting thresholds for
such years, then the Percentage of Eligible Shares shall be in accordance with the
table provided to the Participant.
	 
	 	(h)	 	In connection with any event described in Section 10(a) of the Plan or in the
event of a change in applicable accounting rules, the Committee shall make such
adjustments in the terms of the Performance Shares as it shall determine shall be
necessary to equitably reflect such event in order to prevent dilution or enlargement
of the potential benefits of the Performance Shares. The Committee’s determination as
to any such adjustment shall be final.
	 
	 	(i)	 	If the Participant’s Employment with the Company is terminated for any reason
prior to December 31, 2012, the Performance Shares shall be
canceled by the Company without consideration.

 

 

	 
	 	(j)	 	Any Performance Shares that do not become Eligible Shares by reason of the
Company’s failure to achieve an ROE as set forth above (or, if applicable, as set
forth in schedules to be provided to the Participant) shall immediately be forfeited
without consideration.
	 
	 	(k)	 	Notwithstanding anything to the contrary contained herein, in the event that
the Participant’s Employment with the Company is terminated (i) due to the
Participant’s death or (ii) by the Company due to the Participant’s Disability, all
Eligible Shares shall vest in full on the date of such termination of Employment. For
the avoidance of doubt, any Performance Shares that have not become Eligible Shares on
or before the date of such termination of Employment shall be forfeited on such date
without consideration. For purposes of this Agreement, “Disability” shall mean the
inability of a Participant to perform in all material respects his or her duties and
responsibilities to the Company, or any Affiliate of the Company, by reason of a
physical or mental disability or infirmity which inability is reasonably expected to
be permanent and has continued (i) for a period of six consecutive months or (ii) such
shorter period as the Committee may determine in good faith. The Disability
determination shall be in the sole discretion of the Committee and a Participant (or
his or her representative) shall furnish the Committee with medical evidence
documenting the Participant’s disability or infirmity, which is reasonably
satisfactory to the Committee.

	3.	 	Payment.

	 	(a)	 	The Company shall deliver to the Participant one Share for each vested
Performance Share. Any fractional share will be rounded down to the nearest whole
Share and the remainder forfeited.
	 
	 	(b)	 	Except as otherwise provided in the Plan, vested Performance Shares (which,
for the avoidance of doubt, includes all Eligible Shares that have not previously been
canceled or forfeited) shall be paid to the Participant as soon as practicable
following the later of (i) the date the Company’s outside auditors complete the audit
of the Company’s financial statements containing the information necessary to compute
the Company’s ROE for the 2013 Fiscal Year or (ii) the date such ROE is approved by
the Board of Directors or an authorized committee thereof, but in no event later than
the fifteenth (15th) day of the third (3rd) month following the
end of the fiscal year in which such date occurs.
	 
	 	(c)	 	When Performance Shares are paid, the Company shall issue certificates in the
Participant’s name for such. However, the Company shall not be liable to the
Participant for damages relating to any delays in issuing the certificates to him, any
loss of the certificates, or any mistakes or errors in the issuance of the
certificates or in the certificates themselves.

 

 

	 	4.	 	No Right to Continued Employment. The granting of the Performance Shares evidenced
hereby and this Agreement shall impose no obligation on the Company or any Affiliate to
continue the Employment of the Participant and shall not lessen or affect the Company’s or its
Affiliate’s right to terminate the Employment of such Participant.
	 
	 	5.	 	Legend on Certificates. The certificates representing the Shares paid in settlement
of Performance Shares shall be subject to such stop transfer orders and other restrictions as
the Committee may deem advisable under the Plan or the rules, regulations, and other
requirements of the U.S. Securities and Exchange Commission, any stock exchange upon which
such Shares are listed, and any applicable laws, and the Committee may cause a legend or
legends to be put on any such certificates to make appropriate reference to such restrictions.
	 
	 	6.	 	Transferability. The Performance Shares may not be assigned, alienated, pledged,
attached, sold or otherwise transferred or encumbered by the Participant otherwise than by
will or by the laws of descent and distribution, and any such purported assignment,
alienation, pledge, attachment, sale, transfer or encumbrance shall be void and unenforceable
against the Company or any Affiliate; provided that the designation of a beneficiary shall not
constitute an assignment, alienation, pledge, attachment, sale, transfer or encumbrance. For
avoidance of doubt, Shares issued to the Participant in payment of vested Performance Shares
pursuant to Section 3 hereof shall not be subject to any of the foregoing transferability
restrictions.
	 
	 	7.	 	Withholding. The Participant may be required to pay to the Company or any Affiliate
and the Company shall have the right and is hereby authorized to withhold, any applicable
withholding taxes in respect of Performance Shares and to take such other action as may be
necessary in the opinion of the Committee to satisfy all obligations for the payment of such
withholding taxes.
	 
	 	8.	 	Securities Laws. Upon the acquisition of any Shares pursuant to settlement of
Performance Shares, the Participant will make or enter into such written representations,
warranties and agreements as the Committee may reasonably request in order to comply with
applicable securities laws or with this Agreement.
	 
	 	9.	 	Bermuda Government Regulations. No Shares shall be issued pursuant to this Agreement
unless and until all relevant licenses, permissions and authorizations required to be granted
by the Government of Bermuda, or by any authority or agency thereof, shall have been duly
received.
	 
	 	10.	 	Notices. Any notice necessary under this Agreement shall be addressed to the Company
in care of its Secretary at the principal executive office of the Company and to the
Participant at the address appearing in the personnel records of the Company for the
Participant or to either party at such other address as either party hereto may hereafter
designate in writing to the other. Any such notice shall be deemed effective upon receipt
thereof by the addressee.
	 
	 	11.	 	Choice of Law. THIS AGREEMENT SHALL BE GOVERNED BY AND CONSTRUED IN ACCORDANCE WITH
THE LAWS OF BERMUDA, without regard to conflicts of laws principles.

 

 

	 	12.	 	Performance Shares Subject to the Plan. By entering into this Agreement the
Participant agrees and acknowledges that the Participant has received and read a copy of the
Plan. The Performance Shares are subject to the Plan (including without limitation the
arbitration provision), and the terms and provisions of the Plan, as it may be amended from
time to time, are hereby incorporated herein by reference. In the event of a conflict between
any term or provision contained herein and a term or provision of the Plan, the applicable
terms and provisions of the Plan will govern and prevail.
	 
	 	13.	 	Rights as a Shareholder. The Participant shall have no rights as a shareholder, and
shall not receive dividends, with respect to any Performance Shares until the Performance
Shares have been paid out and Share certificates have been issued to the Participant.
	 
	 	14.	 	Fiscal Year. If the Company’s fiscal year is changed to other than a calendar year,
the references to calendar year in this Agreement shall be adjusted to appropriately reflect
the change.
	 
	 	15.	 	Signature in Counterparts. This Agreement may be signed in counterparts, each of
which shall be an original, with the same effect as if the signatures thereto and hereto were
upon the same instrument.

               IN WITNESS WHEREOF, the parties hereto have executed this Agreement.

	 	 	 	 	 
	 	ASPEN INSURANCE HOLDINGS LIMITED

 	 
	 	By:  	
 	 
	 	 	 	 

	 	 	 	 	 
	AGREED AND ACKNOWLEDGED AS

OF THE DATE FIRST ABOVE WRITTEN:

 	 
	 	/s/ Rupert Villers
 	 
	 	Rupert Villers

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