Document:

EX-4.21

Exhibit 4.21

SECOND SUPPLEMENTAL INDENTURE

     This Second Supplemental Indenture, dated as of February 6, 2009 (this “Second
Supplemental Indenture”), is entered into by and among (i) Reynolds American Inc., a North
Carolina corporation (the “Company”), as Issuer; (ii) Santa Fe Natural Tobacco Company,
Inc., a New Mexico corporation (“Santa Fe”), Lane, Limited, a New York corporation
(“Lane”), R. J. Reynolds Tobacco Company, a North Carolina corporation (“RJRT”), R.
J. Reynolds Tobacco Co., a Delaware corporation (“RJR Tobacco”), Reynolds Innovations Inc.
(f/k/a GMB, Inc.), a North Carolina corporation (“Innovations”), Reynolds Finance Company
(f/ka FHS, Inc.), a Delaware corporation (“RFC”), Conwood Holdings, Inc., a Delaware
corporation (“Conwood”), Conwood Company, LLC, a Delaware limited liability company
(“Conwood Company”), Rosswil LLC, a Delaware limited liability company (“Rosswil”),
R.J. Reynolds Tobacco Holdings, Inc., a Delaware corporation (“RJR”), R. J. Reynolds Global
Products, Inc., a Delaware corporation (“GPI”), and RAI Services Company, a North Carolina
corporation (“Services”), each as a Guarantor; and (iii) The Bank of New York Mellon Trust
Company, N.A. (f/k/a The Bank of New York Trust Company, N.A.), as Trustee under the Indenture
referred to below (the “Trustee”).

WITNESSETH:

     WHEREAS, Santa Fe, Lane, RJRT, RJR Tobacco, Innovations, RFC, Conwood, Conwood Company,
Rosswil, RJR, GPI (collectively, the “Existing Guarantors”), the Company and the Trustee
have heretofore executed and delivered an Indenture, dated as of May 31, 2006, as supplemented by
the First Supplemental Indenture dated as of September 30, 2006 thereto (as amended, supplemented,
waived or otherwise modified, the “Indenture”), providing for the issuance thereunder from
time to time of the Company’s debentures, notes or other evidence of indebtedness to be issued in
one or more series (the “Securities”);

     WHEREAS, Section 10.5 of the Indenture provides that the Company is required to
execute and deliver, and to cause each Subsidiary other than RJR (whether previously existing or
created or acquired by the Company) which becomes a Bank Credit Agreement Guarantor to execute and
deliver, to the Trustee a supplemental indenture pursuant to which such Subsidiary will
unconditionally guarantee, on a joint and several basis with the other Guarantors, the full and
prompt payment of the principal of, premium, if any, and interest on the Securities on an unsecured
and unsubordinated basis and become a party to the Indenture as a Guarantor for all purposes of the
Indenture;

     WHEREAS, Services has become a Bank Credit Agreement Guarantor;

     WHEREAS, Services, a subsidiary of the Company, has determined that it is desirable and would
be a direct benefit to Services for it, along with the Company and the Existing Guarantors, to
execute and deliver to the Trustee a supplemental indenture pursuant to which Services will
unconditionally guarantee, on a joint and several basis with the Existing Guarantors, the full and
prompt payment when due, whether at maturity, by acceleration, by redemption, by repurchase, or
otherwise, of the principal of, premium, if any, and interest, on the Securities and all other

 

 

Obligations of the Company to the Trustee and to the Securityholders under the Indenture, and
become a party to the Indenture as a Guarantor;

     WHEREAS, pursuant to Section 9.1 of the Indenture, the Company, the Existing
Guarantors, Services and the Trustee are authorized or permitted to execute and deliver this Second
Supplemental Indenture to amend the Indenture, without the consent of any of the Securityholders;
and

     WHEREAS, the Company, the Existing Guarantors and Services have duly authorized the execution
and delivery of this Second Supplemental Indenture.

     NOW, THEREFORE, in consideration of the foregoing and for other good and valuable
consideration, the receipt and sufficiency of which is hereby acknowledged, the parties hereto
mutually covenant and agree for the equal and ratable benefit of the holders of the Securities as
follows:

ARTICLE I

Definitions

     SECTION 1.1 Defined Terms. Unless otherwise indicated, capitalized terms used herein
but not otherwise defined herein shall have the respective meanings set forth in the Indenture.

ARTICLE II

Agreement to be Bound; Guarantee

     SECTION 2.1 Agreement to be Bound. Services hereby becomes a party to the Indenture
as a Guarantor, and will have all of the rights and be subject to all of the obligations and
agreements of a Guarantor under the Indenture. Services agrees to be bound by all of the
provisions of the Indenture applicable to a Guarantor and to perform all of the obligations and
agreements of a Guarantor under the Indenture.

     SECTION 2.2 Guarantee. Services hereby fully, unconditionally and irrevocably
guarantees, as primary obligor and not merely as surety, jointly and severally with each other
Guarantor, to each Holder of the Securities and the Trustee, the full and punctual payment when
due, whether at maturity, by acceleration, by redemption, by repurchase or otherwise, of all of the
Obligations of the Company to the Trustee and to the Securityholders under the Indenture in
accordance with Article X of the Indenture.

ARTICLE III

Miscellaneous

     SECTION 3.1 Notices. All notices and other communications to a Guarantor or the
Company shall be given as provided in the Indenture to the Guarantor or the Company, as the case
may be, at its address set forth below, with a copy to the Company as provided in the Indenture for
notices to the Company.

2

 

     SECTION 3.2 Parties. Nothing expressed or mentioned herein is intended or shall be
construed to give any Person, firm or corporation, other than the Holders and the Trustee, any
legal or equitable right, remedy or claim under or in respect of this Second Supplemental Indenture
or the Indenture or any provision herein or therein contained.

     SECTION 3.3 Governing Law. This Second Supplemental Indenture shall be governed by
the laws of the State of New York, without regard to conflicts of law principles.

     SECTION 3.4 Severability Clause. In case any provision in this Second Supplemental
Indenture shall be invalid, illegal or unenforceable, the validity, legality and enforceability of
the remaining provisions shall not in any way be affected or impaired thereby and such provision
shall be ineffective only to the extent of such invalidity, illegality or unenforceability.

     SECTION 3.5 Ratification of Indenture; Second Supplemental Indenture Part of
Indenture. Except as expressly amended hereby, the Indenture is in all respects ratified and
confirmed and all the terms, conditions and provisions thereof shall remain in full force and
effect. This Second Supplemental Indenture shall form a part of the Indenture for all purposes,
and every holder of Securities heretofore or hereafter authenticated and delivered shall be bound
hereby.

     SECTION 3.6 Counterparts. The parties hereto may sign one or more copies of this
Second Supplemental Indenture in counterparts, all of which together shall constitute one and the
same agreement.

     SECTION 3.7 Headings. The headings of the Articles and the sections in this Second
Supplemental Indenture are for convenience of reference only and shall not be deemed to alter or
affect the meaning or interpretation of any provisions hereof.

     SECTION 3.8 Trustee. The Trustee makes no representations as to the validity or
sufficiency of this Second Supplemental Indenture. The recitals and statements herein are deemed
to be those of the Company and the Guarantors and not of the Trustee.

[Remainder of this page intentionally left blank.]

3

 

     IN WITNESS WHEREOF, the parties hereto have caused this Second Supplemental Indenture to be
duly executed as of the date first above written.

	 	 	 	 	 
	Address:

	 	REYNOLDS AMERICAN INC.,
	401 North Main Street
	 	 	 	 
	Winston-Salem, NC 27101
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Senior Vice President and Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	SANTA FE NATURAL TOBACCO COMPANY, INC.,

	1368 Cerrillos Road

	 	     as Guarantor
	Santa Fe, New Mexico 87505
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Assistant Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	LANE LIMITED,
	2280 Mountain Industrial Blvd.

	 	     as Guarantor
	Tucker, GA 30084
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Assistant Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	R. J. REYNOLDS TOBACCO COMPANY,
	401 North Main Street

	 	     as Guarantor
	Winston-Salem, NC 27101
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	R. J. REYNOLDS TOBACCO CO.,
	401 North Main Street

	 	     as Guarantor
	Winston-Salem, NC 27101
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Vice President and Treasurer

SIGNATURE PAGE TO SECOND SUPPLEMENTAL INDENTURE

 

 

	 	 	 	 	 
	Address:

	 	REYNOLDS FINANCE COMPANY
	1201 Market Street

	 	     as Guarantor
	Suite 1702
	 	 	 	 
	Wilmington, DE 19801
	 	 	 	 
	 

	 	By:
	 	/s/ Kathryn A. Premo
	 

	 	 	 	 
	 

	 	 	 	Name: Kathryn A. Premo

Title:   Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	REYNOLDS INNOVATIONS, INC.
	327 Hillsborough Street

	 	     as Guarantor
	Raleigh, NC 27603
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	CONWOOD HOLDINGS, INC.,
	813 Ridge Lake Boulevard

	 	     as Guarantor
	Suite 100
	 	 	 	 
	Memphis, TN 38119
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Vice President and Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	CONWOOD COMPANY, LLC,
	813 Ridge Lake Boulevard

	 	     as Guarantor
	Suite 100
	 	 	 	 
	Memphis, TN 38119
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Vice President and Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	ROSSWIL LLC,
	813 Ridge Lake Boulevard

	 	     as Guarantor
	Suite 100
	 	 	 	 
	Memphis, TN 38119
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Vice President and Treasurer

SIGNATURE PAGE TO SECOND SUPPLEMENTAL INDENTURE

 

 

	 	 	 	 	 
	Address:

	 	R.J. REYNOLDS TOBACCO HOLDINGS, INC.,
	401 North Main Street

	 	     as Guarantor
	Winston-Salem, NC 27101
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Senior Vice President and Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	R. J. REYNOLDS GLOBAL PRODUCTS, INC.,
	401 North Main Street

	 	     as Guarantor
	Winston-Salem, NC 27101
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Vice President and Treasurer
	 
	 	 	 	 
	 
	 	 	 	 
	Address:

	 	RAI SERVICES COMPANY,
	401 North Main Street

	 	     as Guarantor
	Winston-Salem, NC 27101
	 	 	 	 
	 
	 	 	 	 
	 

	 	By:
	 	/s/ Daniel Fawley
	 

	 	 	 	 
	 

	 	 	 	Name: Daniel A. Fawley

Title:   Treasurer

SIGNATURE PAGE TO SECOND SUPPLEMENTAL INDENTURE

 

 

	 	 	 	 	 
	THE BANK OF NEW YORK MELLON

TRUST COMPANY, N.A., as Trustee
	 
	 	 	 	 
	By:
	 	/s/ Christie Leppert
	 	 	 
	 	 	Name: Christie Leppert

Title:   Assistant Vice President

SIGNATURE PAGE TO SECOND SUPPLEMENTAL INDENTUREEX-10.4

Exhibit 10.4

EXECUTION COPY

JOINDER AGREEMENT TO

SIXTH AMENDED AND RESTATED SUBSIDIARY GUARANTY

     Joinder Agreement, dated as of January 1, 2009 (the “Joinder”), to the Guaranty, dated
as of May 18, 1999, as amended and restated as of November 17, 2000, as further amended and
restated as of May 10, 2002, as further amended and restated as of January 17, 2003, as further
amended and restated as of July 30, 2004, as further amended and restated as of May 31, 2006, and
as further amended and restated as of June 28, 2007, among the Subsidiaries of REYNOLDS AMERICAN
INC. (the “Borrower”) identified therein as Guarantors and JPMORGAN CHASE BANK, N.A., as
Administrative Agent (as so amended and restated and as the same may be further amended, restated,
modified and/or supplemented from time to time, the “Subsidiary Guaranty”).

     A. Reference is made to (i) the Credit Agreement, dated as of May 7, 1999, as amended and
restated as of November 17, 2000, as further amended and restated as of May 10, 2002, as further
amended and restated as of July 30, 2004, as further amended and restated as of May 31, 2006, and
as further amended and restated as of June 28, 2007 (as so amended and restated and as the same may
be further amended, restated, modified and/or supplemented from time to time, the “Credit
Agreement”), among the Borrower, each Lender from time to time party thereto, JPMorgan Chase
Bank, N.A., as Administrative Agent, Citigroup Global Markets Inc., as Syndication Agent, General
Electric Capital Corporation, Lehman Commercial Paper Inc., and Mizuho Corporate Bank Ltd., as
Documentation Agents and Morgan Stanley Senior Funding, Inc., as Co-Documentation Agent, (ii) each
Permitted Interest Rate Agreement and (iii) the Secured Credit Card Agreement (as defined in the
Subsidiary Guaranty).

     B. Capitalized terms used herein and not otherwise defined herein shall have the meanings
assigned to such terms in the Credit Agreement and the Subsidiary Guaranty referred to therein.

     C. The Guarantors have entered into the Subsidiary Guaranty in order to induce (x) the
Lenders to make Loans and the Letter of Credit Issuers to issue Letters of Credit, (y) the Hedging
Creditors to enter into and/or maintain Permitted Interest Rate Agreements and (z) the Credit Card
Issuers to enter into and/or maintain Secured Credit Card Agreements. Section 7.10(a) of the
Credit Agreement provides that an additional Material Subsidiary of the Borrower may become a
Subsidiary under the Subsidiary Guaranty by execution and delivery of a Subsidiary Guaranty. The
undersigned Subsidiary (the “New Subsidiary”) is executing this Joinder in accordance with
the requirements of the Credit Agreement to become a Subsidiary under the Subsidiary Guaranty in
order to induce the Lenders to make additional Loans and the Letter of Credit Issuers to issue
additional Letters of Credit and as consideration for Loans previously made and Letters of Credit
previously issued.

     Accordingly, the Administrative Agent and the New Subsidiary agree as follows:

     Section 1. The New Subsidiary by its signature below becomes a Subsidiary and
Guarantor under the Subsidiary Guaranty with the same force and effect as if originally named
therein as a Subsidiary and the New Subsidiary hereby (a) agrees to all the terms and provisions of
the Subsidiary Guaranty applicable to it as a Subsidiary and Guarantor thereunder and

 

 

Page 2

(b) represents and warrants that the representations and warranties made by it as a Guarantor
thereunder are true and correct on and as of the date hereof. Each reference to a “Guarantor” in
the Subsidiary Guaranty shall be deemed to include the New Subsidiary. The Subsidiary Guaranty is
hereby incorporated herein by reference.

     Section 2. The New Subsidiary represents and warrants to the Administrative Agent and
the other Guaranteed Creditors that this Joinder has been duly authorized, executed and delivered
by it and constitutes its legal, valid and binding obligation, enforceable against it in accordance
with its terms.

     Section 3. This Joinder may be executed in counterparts (and by different parties
hereto on different counterparts), each of which shall constitute an original, but all of which
when taken together shall constitute a single contract. This Joinder shall become effective when
the Administrative Agent shall have received a counterpart of this Joinder that bears the signature
of the New Subsidiary and the Administrative Agent has executed a counterpart hereof. Delivery of
an executed signature page to this Joinder by facsimile or other electronic transmission shall be
as effective as delivery of a manually signed counterpart of this Joinder.

     Section 4. Except as expressly supplemented hereby, the Subsidiary Guaranty shall
remain in full force and effect.

     Section 5. THIS JOINDER SHALL BE GOVERNED BY, AND CONSTRUED IN ACCORDANCE WITH, THE
LAWS OF THE STATE OF NEW YORK.

     Section 6. In case any one or more of the provisions contained in this Joinder should
be held invalid, illegal or unenforceable in any respect, the validity, legality and enforceability
of the remaining provisions contained herein and in the Subsidiary Guaranty shall not in any way be
affected or impaired thereby (it being understood that the invalidity of a particular provision in
a particular jurisdiction shall not in and of itself affect the validity of such provision in any
other jurisdiction). The parties hereto shall endeavor in good-faith negotiations to replace the
invalid, illegal or unenforceable provisions with valid provisions the economic effect of which
comes as close as possible to that of the invalid, illegal or unenforceable provisions.

     Section 7. All communications and notices hereunder shall be in writing and given as
provided in Section 18 of the Subsidiary Guaranty.

     Section 8. The New Subsidiary, jointly and severally with the other Guarantors,
agrees to reimburse the Administrative Agent for its reasonable and actual out-of-pocket expenses
in connection with this Joinder, including the reasonable and actual fees and disbursements of
counsel for the Administrative Agent.

*       *       *

 

 

     IN WITNESS WHEREOF, the New Subsidiary and the Administrative Agent have duly executed this
Joinder to the Subsidiary Guaranty as of the day and year first above written.

	 	 	 	 	 	 
	 

	 	RAI SERVICES COMPANY
	 
	 	 	 	 
	 

	 	By:
	 	/s/ McDara P. Folan, III
	 

	 	 	 	 
	 

	 	Name: McDara P. Folan, III

Title: Secretary

 

 

	 	 	 	 	 
	Accepted and Agreed to:
	 
	 	 	 	 
	JPMORGAN CHASE BANK, N.A.

as Administrative Agent for the Lenders
	 
	 	 	 	 
	By
	 	/s/ Tony Yung
	 	 	 
	 	 	Title: Tony Yung

          Vice President

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