Exhibit 10.2


 


EXECUTION


 


FIRST
SUPPLEMENTAL INDENTURE


 


FIRST
SUPPLEMENTAL INDENTURE (this "Supplemental Indenture), dated as of August 31, 2021, between RUMBLEON, INC., a Nevada
corporation (the "Company") and WILMINGTON TRUST, NATIONAL ASSOCIATION, a national banking association, as trustee
(the "Trustee") under the Indenture (as defined below), and consented to and agreed to by Silverback
Opportunistic Credit Master Fund Limited, Silverback Opportunity Master Fund Limited, KASAD 2, LP, Blackwell Partners LLC Series B, and
Nineteen77 Global Multi-Strategy Alpha Master Limited (the “Beneficial Owners”) and by WILMINGTON TRUST,
NATIONAL ASSOCIATION, a national banking association, as Convertible Notes Collateral Agent (as defined below).


 


WITNESSETH:


 


WHEREAS,
the Company and the Trustee are parties to that certain Indenture dated as of January 14, 2020 by and between the Trustee and the Company
(as amended, restated, amended and restated, supplemented or otherwise modified from time to time, including by this First Supplemental
Indenture, the "Indenture");


 


WHEREAS,
 pursuant to Section 10.01(d) of the Indenture, the Company and the Trustee may enter into a
supplemental indenture to secure the Notes;


 


WHEREAS,
the sole Beneficial Owners of the Notes are Silverback Opportunistic Credit Master Fund Limited, Silverback Opportunity Master Fund Limited,
KASAD 2, LP, Blackwell Partners LLC Series B, and Nineteen77 Global Multi-Strategy Alpha Master Limited;


 


WHEREAS,
the Company, on or about the date hereof, is entering into a term loan transaction in excess of Five Million Dollars ($5,000,000.00)
with Oaktree Fund Administration, LLC, as administrative agent for certain lenders, which term loan transaction will be secured by the
Term Loan Liens (as defined below);


 


WHEREAS,
pursuant to Section 4.10 of the Indenture, the payments due under the Indenture and the Notes are to be secured on an equal and ratable
(or senior) basis with the obligations so secured by the Term Loan Liens;


 


WHEREAS,
(a) the Company will enter into (i) that certain Intercreditor Agreement (as defined below) among the Company, the Credit Agreement Collateral
Agent (as defined below) and the Convertible Notes Collateral Agent; and (ii) that certain Security Agreement (as defined below) and
(b) certain direct and indirect subsidiaries of the Company will enter into the Guaranty (as defined below); and


 






      


    


    

 


WHEREAS,
pursuant to Section 10.01 of the Indenture, the Trustee is authorized to execute and deliver this Supplemental Indenture;


 


NOW
THEREFORE, in consideration of the foregoing and for other good and valuable consideration, the receipt of which is hereby acknowledged,
the Company and the Trustee, mutually covenant and agree for the equal and ratable benefit of the Holders of the Notes as follows:


 


1. Effectiveness
of Supplemental Indenture. This Supplemental Indenture shall become effective as of the date hereof (the "Amendment
Effective Time").


 


2. Capitalized
Terms. Capitalized terms used but not defined in this Supplemental Indenture shall have the meanings assigned to them in the Indenture.
The words "herein," "hereof" and "hereby" and other words of similar import used in this Supplemental Indenture
refer to this Supplemental Indenture as a whole and not to any particular section hereof.


 


3. Amendments
to Indenture. Effective as of the Amendment Effective Time, the Indenture is amended as follows:


 


(a) Definitions.
The following newly defined terms are added to Section 1.01 in the appropriate alphabetic order together with their respective definitions:


 


(i) “Amendment
Effective Time” means August 31, 2021 .


 


(ii) "Collateral
Documents" mean the Guaranty, Security Agreement, Intercreditor Agreement, each joinder or amendment thereto, and any other
document or instrument executed and delivered by the Company or any of its affiliates for the benefit of the Convertible Notes Collateral
Agent pursuant to or related to the foregoing.


 


(iii) “Convertible
Notes Collateral Agent” means Wilmington Trust, National Association, in its capacity as collateral agent for the Secured Parties
under the Collateral Documents.


 


(iv)
“Credit Agreement Collateral Agent” means Oaktree Fund Administration, LLC, its successors and assigns as the collateral
agent for the Credit Agreement Secured Parties (as defined in the Intercreditor Agreement) under the Intercreditor Agreement.


 



      


    


    

 


(v) “Guaranty”
means that certain Guaranty dated as of the Amendment Effective Time among certain of the subsidiaries of the Company and the Convertible
Notes Collateral Agent, as it may be amended, restated, amended and restated, supplemented or otherwise modified from time to time.


 


(vi) “Intercreditor
Agreement” means that certain First Lien Intercreditor Agreement dated as of the Amendment Effective Time among the Company
and its subsidiaries party thereto, the Credit Agreement Collateral Agent and the Convertible Notes Collateral Agent, as it may be amended,
restated, amended and restated, supplemented or otherwise modified from time to time.


 


(vii) “Notes
Documents” means the Indenture, the Notes and the Collateral Documents.


 


(viii) “Secured
Parties” means the Convertible Notes Collateral Agent, the Trustee and the Holders.


 


(ix) "Security
Agreement" means that certain Security Agreement dated as of the Amendment Effective Time among the Company and its subsidiaries,
as grantors, and the Convertible Notes Collateral Agent, as secured party, as it may be amended, restated, amended and restated, supplemented
or otherwise modified from time to time.


 


(x) “Term
Loan Liens” means those Liens on substantially all of the assets of the Company and its subsidiaries in order to secure the
payment of certain term loans made to the Company in excess of Five Million Dollars ($5,000,000.00) from Oaktree Fund Administration,
LLC, as administrative agent for certain lenders.


 


(b) Article
VI Amendments. Section 6.05, Clause First, shall be amended to include the amounts payable to the Convertible Notes Collateral Agent.
Any provision in Section 6.04 referring to amounts due to, or claims of, the Trustee shall be amended to include amounts due to and claims
of the Convertible Notes Collateral Agent.


 


(c) Supplemental
Indentures. The provisions of Article X governing amendment, supplement and waiver of the Indenture shall apply to amendment, supplement
and waiver of the Notes Documents.


 


(d) Concerning
the Convertible Notes Collateral Agent.


 


(i) Rights
and Limitation of Liability. The Convertible Notes Collateral Agent shall be entitled to all of the rights, privileges, immunities
and exculpations under the Indenture and the Collateral Documents as that afforded to the Trustee pursuant to Articles VII and XVII and
the other provisions of the Indenture.


 



      


    


    

 


(ii) Compensation
and Indemnity. The Convertible Notes Collateral Agent shall be entitled to the benefit of the provisions of Section 7.06, as if references
to the Trustee in such Section were references to the Convertible Notes Collateral Agent and references to “this Indenture”
or “hereunder” to include “under this Indenture and the Notes Documents” and “hereunder and thereunder”.


 


(iii) Successor
Convertible Notes Collateral Agents. The Convertible Notes Collateral Agent may resign or be removed and a successor appointed in
accordance with the provisions of Sections 7.07 and 7.08, as if references to the Trustee in such Section were references to the Convertible
Notes Collateral Agent. If the Convertible Notes Collateral Agent consolidates, merges or converts into, or transfers all or substantially
all of its corporate trust business to, another Person, the successor Person without any further act will be the successor Convertible
Notes Collateral Agent.


 


(iv) References
to the Trustee in the definitions of Corporate Trust Office, Opinion of Counsel and Responsible Officer shall be amended to include the
Convertible Notes Collateral Agent.


 


(v) Whether
or not expressly stated in therein, in entering into and performing under any Notes Document, the Convertible Notes Collateral Agent
shall be entitled to all of the rights, privileges, immunities and indemnities granted to it under the Indenture and the Security Agreement,
which rights, privileges, immunities and indemnities shall be read together so long as the Security Agreement has not terminated.


 


4. Appointment
of Convertible Notes Collateral Agent. Wilmington Trust, National Association is appointed to be the collateral agent for the Secured
Parties under and pursuant to the Collateral Documents and Wilmington Trust, National Association accepts such appointment subject to
the rights, privileges, immunities and indemnities set forth herein and in the Security Agreement.


 


5. Authorization
to the Collateral Agent.


 


(a) The
Beneficial Owners authorize and direct, and each Holder, by their acceptance of the benefits of the Collateral Documents, is deemed to
authorize and direct, the Convertible Notes Collateral Agent to execute, deliver and perform its obligations under the Intercreditor
Agreement, the Guaranty, the Security Agreement and any other Collateral Document required to be executed and delivered by the Convertible
Notes Collateral Agent pursuant to the Guaranty, Security Agreement or Intercreditor Agreement.


 



      


    


    

 


(b) The
Convertible Notes Collateral Agent shall act pursuant to the instructions of at least a majority in aggregate principal amount the Holders
of the Notes or the Trustee with respect to the Collateral Documents. The Convertible Notes Collateral Agent shall have no discretion
under the Indenture or the Collateral Documents and shall not be required to make or give any determination, consent, approval, request
or direction without the written direction of the Holders of a majority in aggregate principal amount of the then outstanding Notes or
the Trustee, as applicable. After the occurrence of an Event of Default, subject to the provisions of the Intercreditor Agreement, the
Trustee (acting at the written direction of the Holders of a majority in aggregate principal amount of the then outstanding Notes) may
direct the Convertible Notes Collateral Agent in connection with any action required or permitted by the Indenture or the Collateral
Documents. Neither the Trustee nor the Convertible Notes Collateral Agent shall have any obligation to exercise any of the rights or
powers vested in it by the Indenture or the Collateral Documents at the request or direction of any of the Holders unless such Holders
have offered, and if requested, provided to the Trustee and the Convertible Notes Collateral Agent indemnity and/or security satisfactory
to each of the Trustee and the Convertible Notes Collateral Agent against the losses, liabilities and expenses that might be incurred
by it in compliance with such request or direction.


 


6. Direction
to Trustee. The Company and the Beneficial Owners hereby authorize and direct the Trustee to execute this Supplemental Indenture.


 


7. Ratification
of Indenture; 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 Supplemental Indenture
shall form a part of the Indenture for all purposes, and every Holder of Notes heretofore or hereafter authenticated and delivered shall
be bound hereby.


 


8. Governing
Law. THIS SUPPLEMENTAL INDENTURE SHALL BE GOVERNED BY, AND CONSTRUED IN ACCORDANCE WITH, THE LAWS OF THE STATE OF NEW YORK.


 


9. Trustee
Makes No Representation. Neither the Trustee nor the Convertible Notes Collateral Agent makes any representation as to the validity
or sufficiency of this Supplemental Indenture. Neither the Trustee nor the Convertible Notes Collateral Agent shall be responsible in
any manner whatsoever for or in respect of the validity or sufficiency of this Supplemental Indenture or for or in respect of the recitals
contained herein, all of which recitals are made solely by the Company.


 


10. Counterparts.
The parties may sign any number of copies of this Supplemental Indenture. Each signed copy shall be an original, but all of them together
represent the same agreement. The exchange of copies of this Supplemental Indenture and of signature pages by PDF or other electronic
transmission shall constitute effective execution and delivery of this Supplemental Indenture as to the parties hereto and may be used
in lieu of the original Supplemental Indenture for all purposes. Signatures of the parties hereto transmitted by PDF or other electronic
transmission shall be deemed to be their original signatures for all purposes.


 


11. Effect
of Headings. The Section headings herein are for convenience only and shall not affect the construction of this Supplemental Indenture.


 


12. Successors
and Assigns. All covenants and agreements in this Supplemental Indenture by the Company shall bind its successors and assigns.


 


13. Severability.
If and to the extent that any provision in this Supplemental Indenture shall be held invalid, illegal or unenforceable, the validity,
legality, enforceability and approval of the remaining provisions shall not in any way be affected or impaired thereby, to the extent
permitted by applicable law.


 


[Signature
pages follow]


 



      


    


    

 


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


 





	 	RUMBLEON, INC.
	 	 
	 	By:	/s/ Marshall Chesrown
	 	 	Name: Marshall Chesrown
	 	 	Title:   President and Chief Executive Officer
	 	 	 
	 	WILMINGTON TRUST, NATIONAL ASSOCIATION, as Trustee
	 	 
	 	By:	/s/ Sarah Vilhauer
	 	 	Name: Sarah Vilhauer
	 	 	Title:   Banking Officer


 



      


    


    

 





The
foregoing First Supplemental Indenture is consented and agreed to as of the date of the foregoing First Supplemental Indenture:


 


	 	Silverback Opportunistic Credit Master Fund Limited, as a beneficial owner of the Notes
	 	 
	 	By:	/s/ Robert Barron
	 	 	Name: Robert Barron
	 	 	Title:   Portfolio Manager
	 	 
	 	Silverback Opportunity Master Fund Limited,  as a beneficial owner of the Notes
	 	 
	 	By:	/s/ Robert Barron
	 	 	Name: Robert Barron
	 	 	Title:   Portfolio Manager
	 	 
	 	KASAD 2, LP, as a beneficial owner of the Notes
	 	 
	 	By:	/s/ Robert Barron
	 	 	Name: Robert Barron
	 	 	Title:   Portfolio Manager
	 	 
	 	Blackwell Partners LLC Series B, as a beneficial owner of the Notes
	 	 
	 	By:	/s/ Robert Barron
	 	 	Name: Robert Barron
	 	 	Title:   Portfolio Manager
	 	 
	 	Nineteen77 Global Multi-Strategy Alpha Master Limited, as a beneficial owner of the Notes
	 	 
	 	By:	/s/ Connor Burke
	 	 	Name: Connor Burke
	 	 	Title:   Director
	 	 	 
	 	By:	/s/ James Del Medico
	 	 	Name: James Del Medico
	 	 	Title:   Executive Director
	 	 	 
	 	WILMINGTON TRUST, NATIONAL ASSOCIATION, as Convertible Notes Collateral Agent
	 	 
	 	By:	 
	 	 	Name: [NAME]
	 	 	Title: [TITLE]