EX-10.1



 Exhibit 10.1 

EXCHANGE AGREEMENT 

                     (the
“Undersigned”), for itself and on behalf of the beneficial owners listed on Exhibit A hereto (“Accounts”) for whom the Undersigned holds contractual and investment authority (each Account, as well as the
Undersigned if it is exchanging Existing Notes (as defined below) hereunder, a “Holder”), enters into this Exchange Agreement (the “Agreement”) with AmTrust Financial Services, Inc., a Delaware corporation (the
“Company”), on December     , 2014 whereby the Holders will exchange (the “Exchange”) the Company’s 5.50% Convertible Senior Notes due 2021 (the “Existing Notes”) for
(i) the Company’s new 2.75% Convertible Senior Notes due 2044 (the “New Notes”) that will be issued pursuant to the provisions of an Indenture dated as of December 21, 2011, as supplemented by the Fourth Supplemental
Indenture thereto dated as of December     , 2014 in the form of Exhibit B hereto by and between the Company and The Bank of New York Mellon Trust Company, N.A., as trustee (the “Indenture”) and
(ii) a number of shares of the Company’s common stock, par value $0.01 per share (the “New Shares”). 
 On and subject
to the terms and conditions set forth in this Agreement, the parties hereto agree as follows: 
 Article I: Exchange of the
Existing Notes for New Notes 
 At the Closing (as defined herein), the Undersigned hereby agrees to cause the Holders to exchange and
deliver to the Company the following principal amount of Existing Notes, and in exchange therefor the Company hereby agrees to issue to the Holders the following principal amount of New Notes described below: 

 

			
	Aggregate Principal Amount of Existing Notes to be Exchanged:	  	$                                     
                           
		  	(the “Exchanged Notes”).
		  	
		
	Aggregate Principal Amount of New Notes to be Issued in the Exchange:	  	$                                     
                           
		  	(the “Holders’ New Notes”).
		  	
		
	Aggregate Number of shares of Common Stock to be Issued in the Exchange:	  	$                                     
                           
		  	(the “Holders’ New Shares”).
		  	

 The closing of the Exchange (the “Closing”) shall occur on a date (the “Closing
Date”), which the parties intend to be on December 15, 2014. At the Closing, (a) each Holder shall deliver or cause to be delivered to the Company all right, title and interest in and to its Exchanged Notes (and no other
consideration) free and clear of any mortgage, lien, pledge, charge, security interest, encumbrance, title retention agreement, option, equity or other adverse claim thereto (collectively, “Liens”), together with any documents of
conveyance or transfer that the Company may deem necessary or desirable to transfer to and confirm in the Company all right, title and interest in and to the Exchanged Notes free and clear of any Liens, and (b) the Company shall deliver to each
Holder the principal amount of Holders’ New Notes and the number of Holders’ New Shares specified on Exhibit A hereto (or, if there are no Accounts, the Company shall deliver to the Undersigned, as the sole Holder, the
Holders’ New Notes and the Holders’ New Shares specified above); provided, however, that the parties acknowledge that the Company may delay the Closing and delivery of the Holders’ New Notes and the Holders’ New Shares to the
Holder due to procedures and mechanics within the system of the Depository Trust Company or the NASDAQ Global Select Market (“NASDAQ”) (including the procedures and mechanics regarding the listing of the New Shares and the
Conversion Shares (as defined below) 







 
on such exchange), or other events beyond the Company’s control and that such delay will not be a default under this Agreement so long as (i) the Company is using its reasonable best
efforts to effect the issuance of one or more global notes representing the New Notes, (ii) such delay is no longer than five business days, and (iii) interest shall accrue on such New Notes from December 15, 2014. No fractional
shares of New Shares will be issued in the Exchange. All fractional shares of New Shares shall be rounded up or down to the nearest whole share. Simultaneously with or after the Closing, the Company may issue New Notes to one or more other holders
of outstanding Existing Notes or to other investors, subject to the terms of the Indenture. Interest will be paid on the Existing Notes on December 15, 2014 in accordance with the terms of the indenture for the Existing Notes. The cancellation
of the Exchanged Notes and the delivery of the Holders’ New Notes and the Holders’ New Shares shall be both effected via DWAC pursuant to the instructions to be provided by Lazard Frères & Co. LLC
(“Lazard”) post-pricing. Lazard shall provide instructions to the Undersigned for settlement of the Exchange. 

Article II: Covenants, Representations and Warranties of the Holders 

The Undersigned hereby covenants, as follows, and makes the following representations and warranties on its own behalf and, where specified
below, on behalf of each Holder, each of which is and shall be true and correct on the date hereof and at the Closing, to the Company and Lazard, and all such covenants, representations and warranties shall survive the Closing. 

Section 2.1 Power and Authorization. Each of the Undersigned and the Holder is duly organized, validly existing and in good
standing under the laws of its jurisdiction of formation, and the Undersigned has the power, authority and capacity to execute and deliver this Agreement, to perform its obligations hereunder, and to consummate the Exchange contemplated hereby, in
each case on behalf of each Holder. If the Undersigned is executing this Agreement on behalf of Accounts, (a) the Undersigned has all requisite discretionary and contractual authority to enter into this Agreement on behalf of, and bind, each
Account, and (b) Exhibit A hereto is a true, correct and complete list of (i) the name of each Account, (ii) the principal amount of such Account’s Exchanged Notes, (iii) the principal amount of Holders’ New
Notes to be issued to such Account in respect of its Exchanged Notes and (iv) the number of New Shares to be issued to such Account in respect of its Exchanged Notes. 

Section 2.2 Valid and Enforceable Agreement; No Violations. This Agreement has been duly executed and delivered by the
Undersigned and constitutes a valid and legally binding obligation of the Undersigned and the Holder, enforceable against the Undersigned and the Holder in accordance with its terms, except that such enforcement may be subject to
(a) bankruptcy, insolvency, fraudulent transfer, reorganization, moratorium or other similar laws affecting or relating to enforcement of creditors’ rights generally, and (b) general principles of equity, whether such enforceability
is considered in a proceeding at law or in equity (the “Enforceability Exceptions”). This Agreement and consummation of the Exchange will not violate, conflict with or result in a breach of or default under (i) the
Undersigned’s or the Holder’s organizational documents, (ii) any agreement or instrument to which the Undersigned or the Holder is a party or by which the Undersigned or the Holder or any of their respective assets are bound, or
(iii) any laws, regulations or governmental or judicial decrees, injunctions or orders applicable to the Undersigned or the Holder. 

Section 2.3 Title to the Exchanged Notes. The Holder is the sole legal and beneficial owner of the Exchanged Notes set
forth opposite its name on Exhibit A hereto (or, if there are no Accounts, the Undersigned is the sole legal and beneficial owner of all of the Exchanged Notes). The Holder has good, valid and marketable title to its Exchanged Notes,
free and clear of any Liens (other than pledges or security interests that the Holder may have created in favor of a prime broker under and in accordance with its prime brokerage agreement with such broker). The Holder has not, in whole or in part,
except as described in the preceding sentence, (a) assigned, transferred, hypothecated, pledged, exchanged or otherwise disposed of any of its rights, title or interest in or to its Exchanged Notes, or (b) given any person or entity any
transfer order, power of attorney or other authority of any nature whatsoever with respect to its Exchanged Notes. Upon the Holder’s 

  
 2 








 
delivery of its Exchanged Notes to the Company pursuant to the Exchange, such Exchanged Notes shall be free and clear of all Liens created by the Holder. 

Section 2.4 Accredited Investor or Qualified Institutional Buyer. The Holder is either (i) an “accredited
investor” within the meaning of Rule 501 of Regulation D (“Regulation D”) promulgated under the Securities Act of 1933, as amended (the “Securities Act”), or (ii) a “qualified institutional
buyer” within the meaning of Rule 144A promulgated under the Securities Act; and, in each case is acquiring the New Notes and/or New Shares hereunder for investment for its own respective account and not with a view to, or for resale in
connection with, any distribution thereof in a manner that would violate the registration requirements of the Securities Act. 

Section 2.5 No Affiliates. The Holder is not, and has not been during the consecutive three month period preceding the date
hereof, a director, officer or “affiliate” within the meaning of Rule 144 promulgated under the Securities Act (an “Affiliate”) of the Company. To its knowledge, the Holder did not acquire any of the Exchanged Notes,
directly or indirectly, from an Affiliate of the Company. 
 Section 2.6 No Illegal Transactions. Each of the Undersigned
and the Holder has not, directly or indirectly, and no person acting on behalf of or pursuant to any understanding with it has, disclosed to a third party any information regarding the Exchange or engaged in any transactions in the securities of the
Company (including, without limitation, any Short Sales (as defined below) involving any of the Company’s securities) since the time that the Undersigned was first contacted by either the Company, Lazard or any other person regarding the
Exchange, this Agreement or an investment in the New Notes and New Shares or the Company. Each of the Undersigned and the Holder covenants that neither it nor any person acting on its behalf or pursuant to any understanding with it will disclose to
a third party any information regarding the Exchange or engage, directly or indirectly, in any transactions in the securities of the Company (including Short Sales) prior to the time the transactions contemplated by this Agreement are publicly
disclosed by the Company. “Short Sales” include, without limitation, all “short sales” as defined in Rule 200 of Regulation SHO promulgated under the Securities Exchange Act of 1934, as amended (the “Exchange
Act”), and all types of direct and indirect stock pledges, forward sale contracts, options, puts, calls, short sales, swaps, derivatives and similar arrangements (including on a total return basis), and sales and other transactions through
non-U.S. broker-dealers or foreign regulated brokers. Solely for purposes of this Section 2.6, subject to the Undersigned’s and the Holder’s compliance with their respective obligations under the U.S. federal securities laws and the
Undersigned’s and the Holder’s respective internal policies, (a) “Undersigned” and “Holder” shall not be deemed to include any employees, subsidiaries, desks, groups or affiliates of the Undersigned or the Holder
that are effectively walled off by appropriate “Chinese Wall” information barriers approved by the Undersigned’s or the Holder’s respective legal or compliance department (and thus such walled off parties have not been privy to
any information concerning the Exchange), and (b) the foregoing representations and covenants of this Section 2.6 shall not apply to any transaction by or on behalf of an Account, desk or group that was effected without the advice or
participation of, or such Account’s, desk’s or group’s receipt of information regarding the Exchange provided by, the Undersigned or the Holder. 

Section 2.7 Adequate Information; No Reliance. The Undersigned acknowledges and agrees on behalf of itself and each Holder
that (a) the Undersigned has been furnished with all materials it considers relevant to making an investment decision to enter into the Exchange and has had the opportunity to review the Company’s filings and submissions with the
Securities and Exchange Commission (the “SEC”), including, without limitation, all information filed or furnished pursuant to the Exchange Act, (b) the Undersigned has had a full opportunity to ask questions of the Company
concerning the Company, its business, operations, financial performance, financial condition and prospects, and the terms and conditions of the Exchange, (c) the Undersigned has had the opportunity to consult with its accounting, tax, financial
and legal advisors to be able to evaluate the risks involved in the Exchange and to make an informed investment decision with respect to such Exchange, (d) neither the Company nor Lazard is acting as a fiduciary or financial or investment
adviser to the Undersigned or any Holder and (e) neither the Undersigned nor any Holder is relying, and none of them has relied, upon any statement, advice (whether accounting, tax, financial, legal or other),


  
 3 








 
representation or warranty made by the Company or any of its affiliates or representatives including, without limitation, Lazard, except for (A) the publicly available filings and
submissions made by the Company with the SEC under the Exchange Act, and (B) the representations and warranties made by the Company in this Agreement. 

Section 2.8 No Public Market. The Holder understands that no public market exists for the New Notes, and that there is no
assurance that a public market will ever develop for the New Notes. 
 Article III: Covenants, Representations and
Warranties of the Company 
 The Company hereby covenants as follows, and makes the following representations and warranties, each of
which is and shall be true and correct on the date hereof and at the Closing, to the Holders and Lazard, and all such covenants, representations and warranties shall survive the Closing. 

Section 3.1 Power and Authorization. The Company is duly incorporated, validly existing and in good standing under the laws
of its state of incorporation, and has the power, authority and capacity to execute and deliver this Agreement and the Indenture, to perform its obligations hereunder and thereunder, and to consummate the Exchange contemplated hereby. 

Section 3.2 Valid and Enforceable Agreements; No Violations. This Agreement has been duly executed and delivered by the
Company and constitutes a valid and legally binding obligation of the Company, enforceable against the Company in accordance with its terms, except that such enforcement may be subject to the Enforceability Exceptions. At the Closing, the Indenture,
substantially in the form of Exhibit B hereto, will have been duly executed and delivered by the Company and will govern the terms of the New Notes, and the Indenture will constitute a valid and legally binding obligation of the Company,
enforceable against the Company in accordance with its terms, except that such enforcement may be subject to the Enforceability Exceptions. This Agreement, the Indenture and consummation of the Exchange will not violate, conflict with or result in a
breach of or default under (i) the charter, bylaws or other organizational documents of the Company, (ii) any material agreement or instrument to which the Company is a party or by which the Company or any of its assets are bound, or
(iii) any laws, regulations or governmental or judicial decrees, injunctions or orders applicable to the Company except where such violations or conflicts would not affect the Company’s business or its ability to consummate the
transactions contemplated hereby in any material respect. 
 Section 3.3 Validity of the Holders’ New Notes. The
Holders’ New Notes and the Holders’ New Shares have been duly authorized by the Company and, when executed and authenticated in accordance with the provisions of the Indenture and delivered to the Holder pursuant to the Exchange against
delivery of the Exchanged Notes in accordance with the terms of this Agreement, the Holders’ New Notes and the Holders’ New Shares will be valid and legally binding obligations of the Company, enforceable in accordance with their terms,
except that such enforcement may be subject to the Enforceability Exceptions, and the Holders’ New Notes and New Shares will not be subject to any preemptive, participation, rights of first refusal or other similar rights. Assuming the accuracy
of each Holder’s representations and warranties hereunder, the Holders’ New Notes and the Holders’ New Shares (a) will be issued in the Exchange exempt from the registration requirements of the Securities Act pursuant to
Section 4(a)(2) of the Securities Act, (b) will, at the Closing, be free of any restrictions on resale by such Holder pursuant to Rule 144 promulgated under the Securities Act and will be issued without any restrictive legends, and
(c) will be issued in compliance with all applicable state and federal laws concerning the issuance of the Holders’ New Notes and the Holders’ New Shares. 

Section 3.4 Validity of Underlying Common Stock. The Holders’ New Notes will at the Closing be convertible into shares
of the Company’s common stock, par value $0.01 per share (the “Conversion Shares”), in accordance with the terms of the Indenture. The Conversion Shares have been duly authorized and reserved by the Company for issuance upon
conversion of the Holders’ New Notes and, when issued upon conversion of the Holders’ New Notes in accordance with the terms of the Holders’ New Notes and the 

  
 4 








 
Indenture, will be validly issued, fully paid and non-assessable, and the issuance of the Conversion Shares will not be subject to any preemptive, participation, rights of first refusal or other
similar rights. 
 Section 3.5 Listing Approval. At the Closing, the Conversion Shares and the Holders’ New Shares
shall be approved for listing on NASDAQ. 
 Section 3.6 Disclosure. On or before the first business day following the
date of this Agreement, the Company shall issue a publicly available press release or file with the SEC a Current Report on Form 8-K disclosing all material terms of the Exchange and other non-public material matters, if any, that have been
disclosed to the Undersigned by the Company or Lazard in connection with the Exchange (to the extent not previously publicly disclosed). Without the prior written consent of the Undersigned, the Company shall not disclose the name of the Undersigned
or any Holder in any filing, announcement, release or otherwise in connection with this Agreement, unless such disclosure is requested or required by applicable law, rule regulation or legal process. 

Article IV: Miscellaneous 

Section 4.1 Entire Agreement. This Agreement and any documents and agreements executed in connection with the Exchange
embody the entire agreement and understanding of the parties hereto with respect to the subject matter hereof and supersede all prior and contemporaneous oral or written agreements, representations, warranties, contracts, correspondence,
conversations, memoranda and understandings between or among the parties or any of their agents, representatives or affiliates relative to such subject matter, including, without limitation, any term sheets, emails or draft documents. 

Section 4.2 Construction. References in the singular shall include the plural, and vice versa, unless the context otherwise
requires. References in the masculine shall include the feminine and neuter, and vice versa, unless the context otherwise requires. Headings in this Agreement are for convenience of reference only and shall not limit or otherwise affect the meanings
of the provisions hereof. Neither party, nor its respective counsel, shall be deemed the drafter of this Agreement for purposes of construing the provisions of this Agreement, and all language in all parts of this Agreement shall be construed in
accordance with its fair meaning, and not strictly for or against either party. 
 Section 4.3 Governing Law. This
Agreement shall in all respects be construed in accordance with and governed by the substantive laws of the State of New York, without reference to its choice of law rules. 

Section 4.4 Counterparts. This Agreement may be executed in counterparts, each of which shall be deemed an original, but
all of which taken together shall constitute one and the same instrument. Any counterpart or other signature hereon delivered by facsimile or any standard form of telecommunication or e-mail shall be deemed for all purposes as constituting good and
valid execution and delivery of this Agreement by such party. 
 Section 4.5 Third Party Beneficiaries. This Agreement is
also intended for the immediate benefit of Lazard. Lazard may rely on the provisions of this Agreement, including, but not limited to, the respective covenants, representations and warranties of the Undersigned, the Holders and the Company. 

[Signature Page Follows] 

  
 5 








 IN WITNESS WHEREOF, each of the parties hereto has caused this Agreement to be executed as of the
date first above written. 
  

							
	“UNDERSIGNED”:	    		 	“COMPANY”:
		
	  
	    	AMTRUST FINANCIAL SERVICES, INC.
	(in its capacities described in the first paragraph hereof)	    	
				
	By:	 	  
	    	By:	 	  

				
	Name:	 	  
	    	Name:	 	  

				
	Title:	 	  
	    	Title:	 	  


 Signature Page to Exchange Agreement 

AmTrust Financial Services, Inc. 5.50% Convertible Senior Notes due 2021 







 EXHIBIT A 

Exchanging Beneficial Owners 
  

							
	 Name of
Beneficial Owner
	 	 Principal Amount of
Exchanged Notes
	 	 Principal Amount
of
Holders’ New Notes
	  	Number of Holders’
New Shares
		 		 		  	
		 		 		  	
		 		 		  	
		 		 		  	
		 		 		  	
		 		 		  	
		 		 		  	
		 		 		  	
		 		 		  	
		 		 		  	








 EXHIBIT B 

Form of Indenture