exv10w1






Exhibit 10.1




EXECUTION VERSION




SHARE REPURCHASE AGREEMENT




          THIS SHARE REPURCHASE AGREEMENT (this “Agreement”) is dated as of October 1, 2010 by
and among Enstar Group Limited (the “Company”), Dominic F. Silvester (“Silvester”)
and R&H Trust Co. (NZ) Limited, as trustee of the Left Trust (the “Left Trust” and,
together with Silvester, the “Sellers”).




          WHEREAS, Silvester desires to sell 68,418 ordinary shares of the Company, par value $1.00 per
share (the “Silvester Shares”), to the Company;




          WHEREAS, the Left Trust desires to sell 531,582 ordinary shares of the Company, par value
$1.00 per share (the “Trust Shares”), to the Company; and




          WHEREAS, the Company desires to purchase the Silvester Shares and the Trust Shares
(collectively, the “Shares”) from Silvester and the Left Trust, respectively.




          NOW, THEREFORE, in consideration of the premises and other good and valuable consideration,
the receipt and sufficiency of which is hereby acknowledged, and intending to be bound hereby, the
parties hereto agree as follows:




     SECTION 1. SALE AND PURCHASE; CLOSING.



          1.1 Sale and Transfer of the Shares. Subject to the terms and conditions of this
Agreement, the Company shall purchase the Silvester Shares from Silvester and the Trust Shares from
the Left Trust at a purchase price of $70.00 per Share, for an aggregate purchase price of
$4,789,260 for the Silvester Shares and $37,210,740 for the Trust Shares, payable as provided in
Section 1.2 hereof.




          1.2 Payment. At the Closing (as defined below):




               (a) each Seller shall (i) deliver to the Company stock certificates, endorsed in blank,
representing the respective Seller’s Shares or (ii) cause the respective Seller’s Shares to be
electronically transferred to the Company’s account at the Company’s transfer agent;



               (b) the Company shall deliver to Silvester the promissory note in the form attached hereto as
Exhibit A (the “Silvester Note”) as consideration for the Silvester Shares;



               (c) the Company shall deliver to the Left Trust the promissory note in the form attached
hereto as Exhibit B (the “Trust Note”) as consideration for the Trust Shares;



               (d) Silvester shall deliver to the Company the lock-up agreement in the form attached hereto
as Exhibit C (the “Silvester Lock-up”);



               (e) the Left Trust shall deliver to the Company the lock-up agreement in the form attached
hereto as Exhibit D (the “Left Trust Lock-up”); and



 









 





               (f) Silvester shall cause R&H Trust Co. (BVI) Ltd., as trustee of the Right Trust (the
“Right Trust”) to deliver to the Company the lock-up agreement in the form attached hereto
as Exhibit E (the “Right Trust Lock-up”).



               (g) This Agreement, the Silvester Note, the Trust Note, the Silvester Lock-up, the Left Trust
Lock-up and the Right Trust Lock-up are collectively referred to herein as the “Transaction
Documents.”



          1.3 Closing. The closing of the sale and purchase of the Shares (the
“Closing”) shall occur as soon as reasonably practicable following the execution and
delivery of this Agreement and at such place as the parties shall agree.




     SECTION 2. REPRESENTATIONS AND WARRANTIES OF SILVESTER. Silvester hereby represents
and warrants to the Company as follows:



          2.1 Securities Ownership. Each Seller is the beneficial and record owner of its
respective Shares, free and clear of any lien, pledge, option, security interest, claim, charge,
third party right or any other restriction or encumbrance (each an “Encumbrance”) and will,
at the Closing, transfer to the Company good and marketable title to the Shares, free and clear of
any Encumbrance. Other than the Right Trust, no affiliate or immediate family member of the
Sellers or the Right Trust beneficially owns any ordinary shares of the Company or any securities
convertible into ordinary shares of the Company.




          2.2 Authority; Execution and Delivery. The Sellers and the Right Trust have the
requisite power and authority to execute and deliver this Agreement and the other Transaction
Documents to which each is a party, to perform their obligations under this Agreement and the other
Transaction Documents to which each is a party and to consummate the transactions contemplated
hereby and thereby. All requisite action has been taken to authorize the execution, delivery and
performance by the Sellers and the Right Trust of this Agreement and the other Transaction
Documents to which each is a party and the consummation of the transactions contemplated hereby and
thereby, and, with respect to the Left Trust and the Right Trust, no other proceedings on the part
of the trusts or their trustees are necessary to authorize the execution, delivery and performance
of this Agreement and the other Transaction Documents to which each is a party and the consummation
of the transactions contemplated hereby and thereby. This Agreement and the other Transaction
Documents to which each Seller and the Right Trust is a party have been duly executed and delivered
by each Seller and the Right Trust and constitute the legal, valid and binding obligations of the
Sellers and the Right Trust, enforceable against the Sellers and the Right Trust in accordance with
their terms, except as limited by bankruptcy, insolvency or other similar laws of general
application relating to or affecting the enforcement of creditors’ rights and general principles of
equity.




          2.3 No Conflicts; Consents. The execution, delivery and performance by the Sellers
and the Right Trust of this Agreement and the other Transaction Documents to which each is a party,
and the consummation of the transactions contemplated hereby and thereby, do not and will not: (a)
with respect to the Left Trust and the Right Trust, conflict with or result in a violation or
breach of, or default under, any provision of the respective trust’s organizational or trust
documents; (b) conflict with or result in a violation or breach of any provision of any law or




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governmental order applicable to a Seller or the Right Trust; (c) require the consent, notice
or other action by any person under, conflict with, result in a violation or breach of, constitute
a default or an event that, with or without notice or lapse of time or both, would constitute a
default under, result in the acceleration of or create in any party the right to accelerate,
terminate, modify or cancel any contract to which a Seller or the Right Trust is a party or by
which a Seller or the Right Trust is bound or to which any of their properties and assets are
subject; or (d) result in the creation or imposition of any Encumbrance on any properties or assets
of a Seller or the Right Trust. No consent, approval, permit, governmental order, declaration or
filing with, or notice to, any governmental authority is required by or with respect to a Seller or
the Right Trust in connection with the execution and delivery of this Agreement and the other
Transaction Documents to which a Seller or the Right Trust is a party and the consummation of the
transactions contemplated hereby and thereby (except for any filings that may be required by the
U.S. Securities and Exchange Commission as a result of obligations under Section 13 or Section 16
of the Securities Exchange Act of 1934, as amended (the “Exchange Act”)) .




     SECTION 3. REPRESENTATIONS AND WARRANTIES OF THE COMPANY. The Company hereby
represents and warrants to the Sellers as follows:



          3.1 Authority; Execution and Delivery. The Company has the requisite power and
authority to execute and deliver this Agreement and the other Transaction Documents to which it is
a party, to perform its obligations under this Agreement and the other Transaction Documents to
which it is a party and to consummate the transactions contemplated hereby and thereby. All
requisite action has been taken to authorize the execution, delivery and performance by the Company
of this Agreement and the other Transaction Documents to which it is a party and the consummation
of the transactions contemplated hereby and thereby, and no other proceedings on the part of the
Company are necessary to authorize the execution, delivery and performance of this Agreement and
the other Transaction Documents to which it is a party and the consummation of the transactions
contemplated hereby and thereby. This Agreement and the other Transaction Documents to which the
Company is a party have been duly executed and delivered by the Company and constitute the legal,
valid and binding obligations of the Company, enforceable against the Company in accordance with
their terms, except as limited by bankruptcy, insolvency or other similar laws of general
application relating to or affecting the enforcement of creditors’ rights and general principles of
equity.




          3.2 No Conflicts; Consents. The execution, delivery and performance by the Company of
this Agreement and the Transaction Documents to which it is a party, and the consummation of the
transactions contemplated hereby and thereby, do not and will not: (a) conflict with or result in a
violation or breach of, or default under, any provision of the memorandum of association, bye-laws
or other organizational documents of the Company; (b) conflict with or result in a violation or
breach of any provision of any law or governmental order applicable to the Company; (c) require the
consent, notice or other action by any person under, conflict with, result in a violation or breach
of, constitute a default or an event that, with or without notice or lapse of time or both, would
constitute a default under, result in the acceleration of or create in any party the right to
accelerate, terminate, modify or cancel any contract to which the Company is a party or by which
the Company is bound or to which any of its properties and assets are subject; or (d) result in the
creation or imposition of any Encumbrance on any properties or assets of the Company. No consent,
approval, permit,




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governmental order, declaration or filing with, or notice to, any governmental authority is
required by or with respect to the Company in connection with the execution and delivery of this
Agreement and the other Transaction Documents to which it is a party and the consummation of the
transactions contemplated hereby and thereby (except for any filings that may be required by the
U.S. Securities and Exchange Commission as a result of the Company’s obligations under the Exchange
Act or by any insurance authority or other regulatory body with jurisdiction over the Company or
any of its subsidiaries).




     SECTION 4. FURTHER ASSURANCES. Each party hereto shall use its commercially
reasonable efforts to execute all documents necessary or desirable to effect the transaction
contemplated hereunder.



     SECTION 5. ENTIRE AGREEMENT; EFFECT ON PRIOR DOCUMENTS. This Agreement and the other
documents referred to herein or delivered pursuant hereto contain the entire agreement among the
parties with respect to the transaction contemplated hereby and supersede all prior negotiations,
commitments, agreements and understandings among them with respect thereto.



     SECTION 6. COUNTERPARTS; FACSIMILE AND PDF SIGNATURES. This Agreement may be executed
in two or more counterparts, each of which shall be deemed an original, but all of which together
shall constitute one and the same instrument. Signatures of the parties transmitted by facsimile
or pdf shall be deemed to be their originals for all purposes.



     SECTION 7. GOVERNING LAW. This Agreement shall be governed by, and construed and
enforced in accordance with, the substantive laws of Bermuda without regard to its principles of
conflicts of laws.



[Signature Page Follows]



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     IN WITNESS WHEREOF, the parties have executed this Agreement as of the date first above
written.



	 	 	 	 	 
	 	ENSTAR GROUP LIMITED

 	 
	 	By:  	/s/ Richard J. Harris
 	 
	 	Name:  	Richard J. Harris 	 
	 	Title:  	Chief Financial Officer 	 
	 
	 	 	 
	 	                                          /s/ Dominic F. Silvester
 	 
	 	DOMINIC F. SILVESTER 	 
	 	 	 
	 
	 	The COMMON SEAL of R&H TRUST CO. (NZ) LIMITED, as trustee of THE LEFT TRUST was hereunto affixed in the presence of

 	 
	 	By:  	/s/ Bryce M. R. Smith
 	 
	 	Name:  	Bryce M. R. Smith 	 
	 	Title:  	Director 	 
	 
	 
	 	[Affix Seal Above] 	 



[Signature Page to Silvester Share Repurchase Agreement]





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EXHIBIT A




Silvester Note



See attached.



 









 





PROMISSORY NOTE




			
	 	 	 
	$4,789,260
	 	October __, 2010
	 
	 	Hamilton, Bermuda






     FOR VALUE RECEIVED, ENSTAR GROUP LIMITED, a Bermuda exempted company, (“Maker”), hereby
unconditionally promises to pay to the order of DOMINIC F. SILVESTER, an individual (“Payee”), in
installments as hereinafter provided, the principal amount of FOUR MILLION SEVEN HUNDRED
EIGHTY-NINE THOUSAND TWO HUNDRED SIXTY DOLLARS ($4,789,260), together with interest on the
outstanding principal balance hereof from time to time outstanding from the date hereof and until
this Note is paid in full, whether before or after maturity, at an annual rate of three and
one-half percent (3.5%), and, to the extent lawful, to pay interest at the same rate on any overdue
installment of interest.



     Interest shall be calculated on the basis of actual days elapsed and a year of 360 days and
shall be paid in arrears on each Payment Date (as defined below).



     The principal amount hereof shall be repaid on each date specified below, or if the date
specified below is not a business day, on the first business day thereafter (each, a “Payment
Date”), in each case in the amount specified below, such that the Note will be repaid in full on
the last Payment Date:



	 	 	 
	Payment Date	 	Amount of Repayment
	 
	 	 
	December 31, 2010
	 	$1,596,420
	December 1, 2011
	 	$1,596,420
	December 1, 2012
	 	$1,596,420






     Payments of principal and interest shall be made in lawful money of the United States of
America by wire transfer of immediately available funds to the account designated in writing to
Maker by Payee or at such other place as the holder of this Note shall designate to Maker in
writing.



     Maker may prepay this Note in whole or in part at any time without premium or penalty. Any
partial prepayment shall be applied to the unpaid installments of principal in the inverse order of
their maturity.



     The occurrence of any of the following shall constitute an “Event of Default” hereunder: (a)
default in any payment by Maker hereunder when due; (b) sale of all or substantially all of Maker’s
assets, or any formal action in contemplation of the dissolution, liquidation or termination of
Maker’s existence; or (c) institution of any proceedings by or against Maker under any law relating
to bankruptcy, insolvency, reorganization or other form of debtor relief or



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Maker’s making an assignment for the benefit of creditors, or the appointment of a receiver,
trustee, conservator or other judicial representative for Maker or Maker’s property.




     Upon the occurrence of any Event of Default, all amounts payable hereunder shall, at the
holder’s option but without notice or demand, become immediately due and payable, and the holder
shall thereupon have all rights and remedies provided hereunder or otherwise available at law or in
equity.



     No failure or delay on the part of the holder to insist on strict performance of Maker’s
obligations hereunder or to exercise any remedy shall constitute a waiver of the holder’s rights in
that or any other instance. No waiver of any of the holder’s rights shall be effective unless in
writing, and any waiver of any default or any instance of non-compliance shall be limited to its
express terms and shall not extend to any other default or instance of non-compliance.



     Maker and each endorser hereby waives presentment, notice of nonpayment or dishonor, protest,
notice of protest and all other notices in connection with the delivery, acceptance, performance,
default or enforcement of payment of this Note, and hereby waives all notice or right of approval
of any extensions, renewals, modifications or forbearances which may be allowed.



     Maker shall pay all reasonable costs and expenses (including attorneys’ fees) incurred by the
holder relating to the enforcement of this Note.



     Any provision hereof found to be illegal, invalid or unenforceable for any reason whatsoever
shall not affect the validity, legality or enforceability of the remainder hereof.



     If the effective interest rate on this Note would otherwise violate any applicable usury law,
then the interest rate shall be reduced to the maximum permissible rate and any payment received by
the holder in excess of the maximum permissible rate shall be treated as a prepayment of the
principal of this Note.



     This Note shall be binding upon Maker’s successors and assigns and shall inure to the benefit
of each holder of this Note and such holder’s heirs, personal representatives, successors,
endorsees and assigns.



     This Note shall be construed and interpreted in accordance with the laws of Bermuda (excluding
the laws applicable to conflicts or choice of law). If any of the terms of this Note shall be
declared invalid by any court of competent jurisdiction, such invalidity shall not affect any of
the other terms hereof or such other instrument.



[Signature Page Follows]



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     IN WITNESS WHEREOF, the undersigned, intending to be legally bound, has duly executed and
delivered this instrument.



	 	 	 	 	 
	 	ENSTAR GROUP LIMITED

 	 
	 	By:  	 	 
	 	Name:  	Richard J. Harris 	 
	 	Title:  	Chief Financial Officer 	 
	 



[Signature Page to Silvester Note]





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EXHIBIT B




Trust Note



See attached.



 








 





PROMISSORY NOTE




			
	 	 	 
	$37,210,740
	 	October __, 2010
	 
	 	Hamilton, Bermuda






     FOR VALUE RECEIVED, ENSTAR GROUP LIMITED, a Bermuda exempted company, (“Maker”), hereby
unconditionally promises to pay to the order of R&H TRUST CO. (NZ) LIMITED, as trustee of THE LEFT
TRUST, a trust formed under the laws of New Zealand (“Payee”), in installments as hereinafter
provided, the principal amount of THIRTY-SEVEN MILLION TWO HUNDRED TEN THOUSAND SEVEN HUNDRED FORTY
($37,210,740), together with interest on the outstanding principal balance hereof from time to time
outstanding from the date hereof and until this Note is paid in full, whether before or after
maturity, at an annual rate of three and one-half percent (3.5%), and, to the extent lawful, to pay
interest at the same rate on any overdue installment of interest.



     Interest shall be calculated on the basis of actual days elapsed and a year of 360 days and
shall be paid in arrears on each Payment Date (as defined below).



     The principal amount hereof shall be repaid on each date specified below, or if the date
specified below is not a business day, on the first business day thereafter (each, a “Payment
Date”), in each case in the amount specified below, such that the Note will be repaid in full on
the last Payment Date:



	 	 	 	 	 
	Payment Date	 	Amount of Repayment
	 
	 	 	 	 
	December 31, 2010

	 	$	12,403,580	 
	December 1, 2011

	 	$	12,403,580	 
	December 1, 2012

	 	$	12,403,580	 






     Payments of principal and interest shall be made in lawful money of the United States of
America by wire transfer of immediately available funds to the account designated in writing to
Maker by Payee or at such other place as the holder of this Note shall designate to Maker in
writing.



     Maker may prepay this Note in whole or in part at any time without premium or penalty. Any
partial prepayment shall be applied to the unpaid installments of principal in the inverse order of
their maturity.



     The occurrence of any of the following shall constitute an “Event of Default” hereunder: (a)
default in any payment by Maker hereunder when due; (b) sale of all or substantially all of Maker’s
assets, or any formal action in contemplation of the dissolution, liquidation or termination of
Maker’s existence; or (c) institution of any proceedings by or against Maker under any law relating
to bankruptcy, insolvency, reorganization or other form of debtor relief or



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Maker’s making an assignment for the benefit of creditors, or the appointment of a receiver,
trustee, conservator or other judicial representative for Maker or Maker’s property.




     Upon the occurrence of any Event of Default, all amounts payable hereunder shall, at the
holder’s option but without notice or demand, become immediately due and payable, and the holder
shall thereupon have all rights and remedies provided hereunder or otherwise available at law or in
equity.



     No failure or delay on the part of the holder to insist on strict performance of Maker’s
obligations hereunder or to exercise any remedy shall constitute a waiver of the holder’s rights in
that or any other instance. No waiver of any of the holder’s rights shall be effective unless in
writing, and any waiver of any default or any instance of non-compliance shall be limited to its
express terms and shall not extend to any other default or instance of non-compliance.



     Maker and each endorser hereby waives presentment, notice of nonpayment or dishonor, protest,
notice of protest and all other notices in connection with the delivery, acceptance, performance,
default or enforcement of payment of this Note, and hereby waives all notice or right of approval
of any extensions, renewals, modifications or forbearances which may be allowed.



     Maker shall pay all reasonable costs and expenses (including attorneys’ fees) incurred by the
holder relating to the enforcement of this Note.



     Any provision hereof found to be illegal, invalid or unenforceable for any reason whatsoever
shall not affect the validity, legality or enforceability of the remainder hereof.



     If the effective interest rate on this Note would otherwise violate any applicable usury law,
then the interest rate shall be reduced to the maximum permissible rate and any payment received by
the holder in excess of the maximum permissible rate shall be treated as a prepayment of the
principal of this Note.



     This Note shall be binding upon Maker’s successors and assigns and shall inure to the benefit
of each holder of this Note and such holder’s heirs, personal representatives, successors,
endorsees and assigns.



     This Note shall be construed and interpreted in accordance with the laws of Bermuda (excluding
the laws applicable to conflicts or choice of law). If any of the terms of this Note shall be
declared invalid by any court of competent jurisdiction, such invalidity shall not affect any of
the other terms hereof or such other instrument.



[Signature Page Follows]



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     IN WITNESS WHEREOF, the undersigned, intending to be legally bound, has duly executed and
delivered this instrument.



	 	 	 	 	 
	 	ENSTAR GROUP LIMITED

 	 
	 	By:  	 	 
	 	Name:  	Richard J. Harris 	 
	 	Title:  	Chief Financial Officer 	 
	 



[Signature Page to Trust Note]





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EXHIBIT C




Silvester Lock-up



See attached.



 









 






October __, 2010



Enstar Group Limited

P.O. Box HM 2267

Windsor Place, 3rd Floor

18 Queen Street

Hamilton HM JX

Bermuda





			
	     Re:	 	Share Repurchase by Enstar Group Limited




Dear Sirs:




     The undersigned, a shareholder of Enstar Group Limited, a Bermuda exempted company (the
“Company”), understands that the Company proposes to enter into a Share Repurchase Agreement (the
“Repurchase Agreement”) with the shareholder and R&H Trust Co. (NZ) Limited, as trustee of the Left
Trust, providing for the Company’s repurchase of certain of the shareholder’s and the Left Trust’s
ordinary shares of the Company, par value $1.00 per share (the “Ordinary Shares”). In recognition
of the benefit that such a repurchase will confer upon the undersigned, and for other good and
valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the
undersigned agrees with the Company that, during a period of two years from the date of the
Repurchase Agreement (the “Lock-up Period”), the undersigned will not, without the prior written
consent of the Company, (i) directly or indirectly, offer, sell, contract to sell, sell any option
or contract to purchase, purchase any option or contract to sell, grant any option, right or
warrant to purchase, or otherwise dispose of or transfer any of the Company’s Ordinary Shares or
any securities convertible into or exchangeable or exercisable for Ordinary Shares, whether now
owned or hereafter acquired by the undersigned or with respect to which the undersigned has or
hereafter acquires the power of disposition (collectively, the “Lock-Up Securities”) or (ii) enter
into any swap or any other agreement or any transaction that transfers, in whole or in part,
directly or indirectly, the economic consequence of ownership of the Lock-Up Securities, whether
any such swap or other transaction is to be settled by delivery of Ordinary Shares or other
securities, in cash or otherwise.



     Notwithstanding the foregoing, and subject to the conditions below, the undersigned may
transfer the Lock-Up Securities without the prior written consent of the Company:




	 	(i)	 	as a bona fide gift or gifts; or
	 
	 	(ii)	 	to any trust for the direct or indirect benefit of the
undersigned or the immediate family of the undersigned (for purposes of this
lock-up agreement, “immediate family” shall mean any relationship by blood,
marriage or adoption, not more remote than first cousin);





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provided, in each case, that: (A) the Company receives a signed lock-up agreement for the balance
of the Lock-up Period from each donee, trustee, distributee, or transferee, as the case may be and
(B) any such transfer shall not involve a disposition for value.




     In addition, the undersigned agrees that, without the Company’s prior written consent, the
undersigned will not, during the period commencing on the date hereof and ending at the end of the
Lock-up Period, make any demand for or exercise any right with respect to, the registration of any
Lock-up Securities or any securities convertible into, exercisable for, or exchangeable for Lock-up
Securities.



     The undersigned understands and acknowledges that the terms of this lock-up agreement apply to
Lock-Up Securities that are subject to any pledge arrangement or agreement, and accordingly, any
sale or transfer of any pledged Lock-up Securities in violation of the provisions herein would
constitute a breach of this lock-up agreement for which the Company would be entitled to seek
damages.



     The undersigned also agrees and consents to the entry of stop transfer instructions with the
Company’s transfer agent and registrar against the transfer of the Lock-Up Securities except in
compliance with the foregoing restrictions.



[Signature Page Follows]



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	 	Very truly yours,


 	 
	 	 	 
	 	DOMINIC F. SILVESTER 	 
	 	 	 
	 



[Signature Page to Silvester Lock-up]





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EXHIBIT D




Left Trust Lock-up



See attached.



 









 






October __, 2010



Enstar Group Limited

P.O. Box HM 2267

Windsor Place, 3rd Floor

18 Queen Street

Hamilton HM JX

Bermuda





			
	     Re:	 	Share Repurchase by Enstar Group Limited




Dear Sirs:




     The undersigned, a shareholder of Enstar Group Limited, a Bermuda exempted company (the
“Company”), understands that the Company proposes to enter into a Share Repurchase Agreement (the
“Repurchase Agreement”) with Dominic F. Silvester and the shareholder providing for the Company’s
repurchase of certain of Mr. Silvester’s and the shareholder’s ordinary shares of the Company, par
value $1.00 per share (the “Ordinary Shares”). In recognition of the benefit that such a
repurchase will confer upon the undersigned, and for other good and valuable consideration, the
receipt and sufficiency of which are hereby acknowledged, the undersigned agrees with the Company
that, during a period of two years from the date of the Repurchase Agreement (the “Lock-up
Period”), the undersigned will not, without the prior written consent of the Company, (i) directly
or indirectly, offer, sell, contract to sell, sell any option or contract to purchase, purchase any
option or contract to sell, grant any option, right or warrant to purchase, or otherwise dispose of
or transfer any of the Company’s Ordinary Shares or any securities convertible into or exchangeable
or exercisable for Ordinary Shares, whether now owned or hereafter acquired by the undersigned or
with respect to which the undersigned has or hereafter acquires the power of disposition
(collectively, the “Lock-Up Securities”) or (ii) enter into any swap or any other agreement or any
transaction that transfers, in whole or in part, directly or indirectly, the economic consequence
of ownership of the Lock-Up Securities, whether any such swap or other transaction is to be settled
by delivery of Ordinary Shares or other securities, in cash or otherwise.



     Notwithstanding the foregoing, and subject to the conditions below, the undersigned may
transfer the Lock-Up Securities without the prior written consent of the Company as:




	 	(i)	 	a bona fide gift or gifts; or
	 
	 	(ii)	 	distributions by the undersigned to its beneficiaries;




provided, in each case, that: (A) the Company receives a signed lock-up agreement for the balance
of the Lock-up Period from each donee, trustee, distributee, or transferee, as the case may be and
(B) any such transfer shall not involve a disposition for value.




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     In addition, the undersigned agrees that, without the Company’s prior written consent, the
undersigned will not, during the period commencing on the date hereof and ending at the end of the
Lock-up Period, make any demand for or exercise any right with respect to, the registration of any
Lock-up Securities or any securities convertible into, exercisable for, or exchangeable for Lock-up
Securities.



     The undersigned understands and acknowledges that the terms of this lock-up agreement apply to
Lock-Up Securities that are subject to any pledge arrangement or agreement, and accordingly, any
sale or transfer of any pledged Lock-up Securities in violation of the provisions herein would
constitute a breach of this lock-up agreement for which the Company would be entitled to seek
damages.



     The undersigned also agrees and consents to the entry of stop transfer instructions with the
Company’s transfer agent and registrar against the transfer of the Lock-Up Securities except in
compliance with the foregoing restrictions.



[Signature Page Follows]



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	 	Very truly yours,



The COMMON SEAL of R&H TRUST CO. (NZ) LIMITED, as trustee of THE LEFT TRUST was hereunto affixed in the presence of

 	 
	 	By:  	 	 
	 	Name:  	 	 
	 	Title:  	 	 
	 
	 
	 	[Affix Seal Above] 	 



[Signature Page to Left Trust Lock-up]





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EXHIBIT E




Right Trust Lock-up



See attached.



 









 






October __, 2010



Enstar Group Limited

P.O. Box HM 2267

Windsor Place, 3rd Floor

18 Queen Street

Hamilton HM JX

Bermuda





			
	     Re:	 	Share Repurchase by Enstar Group Limited




Dear Sirs:




     The undersigned, a shareholder of Enstar Group Limited, a Bermuda exempted company (the
“Company”), understands that the Company proposes to enter into a Share Repurchase Agreement (the
“Repurchase Agreement”) with Dominic F. Silvester and R&H Trust Co. (NZ) Limited, as trustee of the
Left Trust, providing for the Company’s repurchase of certain of Mr. Silvester’s and the Left
Trust’s ordinary shares of the Company, par value $1.00 per share (the “Ordinary Shares”). In
recognition of the benefit that such a repurchase will confer upon the undersigned, as well as Mr.
Silvester and the Left Trust, which are affiliated with the undersigned, and for other good and
valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the
undersigned agrees with the Company that, during a period of two years from the date of the
Repurchase Agreement (the “Lock-up Period”), the undersigned will not, without the prior written
consent of the Company, (i) directly or indirectly, offer, sell, contract to sell, sell any option
or contract to purchase, purchase any option or contract to sell, grant any option, right or
warrant to purchase, or otherwise dispose of or transfer any of the Company’s Ordinary Shares or
any securities convertible into or exchangeable or exercisable for Ordinary Shares, whether now
owned or hereafter acquired by the undersigned or with respect to which the undersigned has or
hereafter acquires the power of disposition (collectively, the “Lock-Up Securities”) or (ii) enter
into any swap or any other agreement or any transaction that transfers, in whole or in part,
directly or indirectly, the economic consequence of ownership of the Lock-Up Securities, whether
any such swap or other transaction is to be settled by delivery of Ordinary Shares or other
securities, in cash or otherwise.



     Notwithstanding the foregoing, and subject to the conditions below, the undersigned may
transfer the Lock-Up Securities without the prior written consent of the Company as:




	 	(i)	 	a bona fide gift or gifts; or
	 
	 	(ii)	 	distributions by the undersigned to its beneficiaries;




provided, in each case, that: (A) the Company receives a signed lock-up agreement for the balance
of the Lock-up Period from each donee, trustee, distributee, or transferee, as the case may be and
(B) any such transfer shall not involve a disposition for value.




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     In addition, the undersigned agrees that, without the Company’s prior written consent, the
undersigned will not, during the period commencing on the date hereof and ending at the end of the
Lock-up Period, make any demand for or exercise any right with respect to, the registration of any
Lock-up Securities or any securities convertible into, exercisable for, or exchangeable for Lock-up
Securities.



     The undersigned understands and acknowledges that the terms of this lock-up agreement apply to
Lock-Up Securities that are subject to any pledge arrangement or agreement, and accordingly, any
sale or transfer of any pledged Lock-up Securities in violation of the provisions herein would
constitute a breach of this lock-up agreement for which the Company would be entitled to seek
damages.



     The undersigned also agrees and consents to the entry of stop transfer instructions with the
Company’s transfer agent and registrar against the transfer of the Lock-Up Securities except in
compliance with the foregoing restrictions.



[Signature Page Follows]



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	 	Very truly yours,

The COMMON SEAL of R&H TRUST CO. (BVI) LIMITED, as trustee of THE RIGHT TRUST was hereunto affixed in the presence of

 	 
	 	By:  	 	 
	 	Name:  	 	 
	 	Title:  	 	 
	 
	 
	 	[Affix Seal Above] 	 



[Signature Page to Right Trust Lock-up]





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