Exhibit 10.6


 


EXECUTION COPY


 


FIRST AMENDMENT TO REGISTRATION
RIGHTS AGREEMENT


 


THIS FIRST AMENDMENT
TO REGISTRATION RIGHTS AGREEMENT (this “First Amendment”) is made and entered into as of June 10,
2015 by and among: (i) Chart Acquisition Corp., a Delaware corporation (the “Company”), (ii) Tempus Applied
Solutions Holdings, Inc., a Delaware corporation (“Pubco”); (iii) Chart Acquisition Group LLC, a Delaware
limited liability company (“Sponsor”), (iv) Cowen Investments LLC (as assignee of the Common Stock of
Cowen Overseas Investment LP) (“Cowen”) and (v) certain of the other persons or entities described as
Holders in the Registration Rights Agreement (as defined below) and named on the signature pages hereto who have executed this
First Amendment. Capitalized terms used but not otherwise defined herein shall have the respective meanings assigned to such terms
in the Registration Rights Agreement (and if such term is not defined in the Registration Rights Agreement, then the Merger Agreement
(as defined below)).


 


RECITALS


 


WHEREAS, the
Company, Sponsor, Cowen and the other Holders named therein are parties to that certain Registration Rights Agreement, dated as
of December 13, 2012 (the “Registration Rights Agreement”), pursuant to which the Company granted certain
registration rights to the Holders with respect to the Company’s securities; and


 


WHEREAS, on
January 5, 2015, the Company entered into a Plan and Agreement of Merger (as amended, including without limitation by the First
Amendment to the Agreement and Plan of Merger, dated as of March 20, 2015, and the Second Amendment to Agreement and Plan of Merger,
dated as of the date hereof, the “Merger Agreement”), with Tempus Applied Solutions, LLC, a Delaware
limited liability company (“Tempus”), each of the persons or entities set forth on Annex A
to the Merger Agreement (the “Members”), Benjamin Scott Terry and John G. Gulbin III, together in
their capacity as Members’ Representative solely for purposes specified in the Merger Agreement (the “Members’
Representative”), Pubco, Chart Merger Sub Inc., a Delaware corporation (“Parent Merger Sub”),
TAS Merger Sub LLC, a Delaware limited liability company (“Tempus Merger Sub”), Chart Financing Sub Inc.,
a Delaware corporation (“Parent Financing Sub”), TAS Financing Sub Inc., a Delaware corporation (“Tempus
Financing Sub”), Chart Acquisition Group LLC, in its capacity as the representative for the equity holders of the
Company and Pubco (other than the Members and their successors and assigns) in accordance with the terms and conditions of the
Merger Agreement, Sponsor, Mr. Joseph Wright and Cowen, solely for the purposes specified in the Merger Agreement; and


 


WHEREAS, pursuant
to the Merger Agreement, (i) each of Parent Merger Sub and Parent Financing Sub will merge with and into the Company (the “Parent
Merger”), with the Company being the surviving entity and a wholly-owned subsidiary of Pubco, and with (A) former
Company shareholders and warrant holders receiving newly issued shares of common stock and warrants, respectively, of Pubco and
(B) former holders of Parent Financing Sub preferred stock receiving newly issued shares of common stock and warrants of Pubco,
(ii) each of Tempus Merger Sub and Tempus Financing Sub will merge with and into Tempus (the “Tempus Merger”
and together with the Parent Merger, the “Mergers”), with Tempus being the surviving entity and a wholly
owned-subsidiary of Pubco, and with (A) the Members receiving newly issued shares of common stock of Pubco and (B) former holders
of Tempus Financing Sub preferred stock receiving newly issued shares of common stock, preferred stock and warrants of Pubco, and
(iii) Pubco will become a publicly traded company; and


 


WHEREAS, the
parties hereto desire to amend the Registration Rights Agreement to add Pubco as a party to the Registration Rights Agreement and
to revise the terms hereof in order to reflect the transactions contemplated by the Merger Agreement, including the issuance of
the Pubco common stock, preferred stock and warrants thereunder; and


 






    	 



    	 



    

 


WHEREAS, pursuant
to Section 5.5 of the Registration Rights Agreement, the Registration Rights Agreement can be amended with the written consent
of the Company and the Holders of at least 66-2/3% of the Registrable Securities at the time in question (provided, that any amendment
that adversely affects one Holder, solely in its capacity as a holder of the shares of capital stock of the Company, in a manner
that is materially different from the other Holders (in such capacity) shall require the consent of the Holder so affected).


 


NOW, THEREFORE,
in consideration of the premises and the mutual promises herein made, and in consideration of the representations, warranties and
covenants herein contained, and intending to be legally bound hereby, the parties hereto agree as follows:


 


1.      
Addition of Pubco as a Party to the Registration Rights Agreement. The parties hereby agree to add Pubco as a party to the
Registration Rights Agreement. The parties further agree that, from and after the consummation of the Mergers, all of the rights
and obligations of the Company under the Registration Rights Agreement shall be, and hereby is, assigned and delegated to Pubco
as if it were the original “Company” party thereto. By executing this First Amendment, Pubco hereby agrees to be bound
by and subject to all of the terms and conditions of the Registration Rights Agreement, as amended by this First Amendment, including
from and after the consummation of the Mergers as if it were the original “Company” party thereto.


 


2.      
Amendments to Registration Rights Agreement. The Parties hereby agree to the following amendments to the Registration Rights
Agreement:


 


(a)      
The defined terms in this First Amendment, including in the preamble and recitals hereto, and the definitions incorporated by reference
from the Merger Agreement, are hereby added to the Registration Rights Agreement as if they were set forth therein.


 


(b)      
Section 1.1 of the Registration Rights Agreement is hereby amended to add the following definition:


 


“Financing
Securities” shall mean (i) the shares of Pubco Common Stock and Pubco Investor Warrants issued in the Parent Merger
to the holders of Parent Financing Sub Series B Non-Voting Preferred Stock, par value $0.0001 per share, (ii) the shares of Pubco
Common Stock or Pubco Series A Preferred Stock issuable upon the exercise and/or redemption of such Pubco Investor Warrants, (iii)
the shares of Pubco Common Stock issuable upon the conversion of such Pubco Series A Preferred Stock and (iv) any other securities
of the Pubco or any successor entity issued in consideration of (including as a stock split, dividend or distribution) or in exchange
for any of the securities described in clauses (i) through (iii) above.


 


(c)      
The parties hereby agree that the term “Registrable Security” shall include any shares of Pubco Common
Stock, Pubco Warrants and Financing Securities issued by Pubco under the Merger Agreement in connection with the Mergers, and any
other securities of Pubco or any successor entity issued in consideration of (including as a stock split, dividend or distribution)
or in exchange for any of such securities.


 


(d)      
The parties agree that the terms “Founder Lock-Up Period” and “Placement Unit Lock-Up Period” shall not
apply to any Financing Securities and the restrictions on any Holder during the Founder Lock-Up Period and Placement Unit Lock-Up
Period (including any restrictions on assignment under Section 5.2.1 of the Registration Rights Agreement) shall not apply with
respect to any Financing Securities.


 






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(e)      
The parties hereby agree to add the following Section 5.8:


 


“5.8   Descriptive
Headings; Interpretation. The descriptive headings of this Agreement are inserted for convenience only and do not constitute
a part of this Agreement. The use of the word “including”, “include” or “includes” in this
Agreement shall be by way of example rather than by limitation.”


 


3.       Acknowledgement of other Registration Rights Agreement. The parties hereby acknowledge that, notwithstanding Section 5.6
of the Registration Rights Agreement, in connection with the Merger Agreement, upon the consummation of the Mergers, Pubco will
enter into a Registration Rights Agreement (as defined in the Merger Agreement) with respect to the Pubco securities to be issued
in the Tempus Merger to the Members and holders of Tempus Financing Sub preferred stock, and consent to the foregoing.


 


4.       Miscellaneous. Except as expressly provided in this First Amendment, all of the terms and provisions in the Registration
Rights Agreement are and shall remain in full force and effect, on the terms and subject to the conditions set forth therein. This
First Amendment does not constitute, directly or by implication, an amendment or waiver of any provision of the Registration Rights
Agreement, or any other right, remedy, power or privilege of any party thereto, except as expressly set forth herein. Any reference
to the Registration Rights Agreement in the Registration Rights Agreement or any other agreement, document, instrument or certificate
entered into or issued in connection therewith shall hereinafter mean the Registration Rights Agreement, as amended by this First
Amendment (or as the Registration Rights Agreement may be further amended or modified after the date hereof in accordance with
the terms thereof). The terms of this First Amendment shall be governed by and construed in a manner consistent with the provisions
of the Registration Rights Agreement, including Sections 5.4 thereof.


 


[REMAINDER OF
PAGE INTENTIONALLY LEFT BLANK; SIGNATURE PAGES FOLLOW]


 






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IN WITNESS WHEREOF,
each party hereto has signed or has caused to be signed by its officer thereunto duly authorized this First Amendment to Registration
Rights Agreement as of the date first above written.


 


	 	Company:
	 	 
	 	CHART ACQUISITION CORP.
	 	 	 
	 	By:	 
	 	 	Name:  Christopher D. Brady
	 	 	Title:  President
	 	 	 
	 	Pubco:
	 	 
	 	TEMPUS APPLIED SOLUTIONS HOLDINGS, INC.
	 	 
	 	By:	 
	 	 	Name:  Christopher D. Brady
	 	 	Title:  President
	 	 
	 	Holders:
	 	 
	 	CHART ACQUISITION GROUP LLC
	 	 
	 	By:	The Chart Group L.P.
	 	 	 
	 	By:	 
	 	 	Name:  Christopher D. Brady
	 	 	Title:  Manager
	 	 
	 	COWEN INVESTMENTS LLC
	 	 
	 	By:	 
	 	 	Name:
	 	 	Title:
	 	 
	 	THE CHART GROUP L.P.
	 	 
	 	By:	 
	 	 	Name:  Christopher D. Brady
	 	 	Title:  Manager


 





[Signature Page to First Amendment to
Registration Rights Agreement]




 






    	 



    	 



    

 


Holders (cont.):


 


	 	 	 
	
        Abdulwahab Al-Nakib
	 	
        Geoffry Nattans

	 	 	 
	 	 	 
	
        Joseph Boyle
	 	
        Governor Thomas Ridge 

	 	 	 
	 	 	 
	
        Christopher Brady 
	 	
        Charlene Ryan

	 	 	 
	 	 	 
	
        David Collier 
	 	
        Margaret Saracco

	 	 	 
	 	 	 
	Senator Joseph Robert Kerrey 	 	Timothy N. Teen
	 	 	 
	 	 	 
	
         Deirdre Kilmartin
	 	
         Cole Van Nice

	 	 	 
	 	 	 
	
        Michael LaBarbera 
	 	
        H. Whitney Wagner

	 	 	 
	 	 	 
	
        Khaled El-Marsafy (Fourth and Market)
	 	
        Joseph R. Wright

	 	 	 
	 	 	 
	
        Matthew McCooe
	 	Young-Gak Yun
	 	 	 
	 	 	 
	Manuel D. Medina	 	 


 


[Signature Page to First Amendment to
Registration Rights Agreement]