Document:

Exhibit 10.6

 

SHAREHOLDER INDEMNIFICATION AGREEMENT

 

This INDEMNIFICATION AGREEMENT, dated as
of May 10, 2016 (this “Agreement”), is between Turning Point Brands, Inc., a Delaware corporation
(the “Company”), and Standard General Master Fund L.P., a limited partnership organized under the laws
of the Cayman Islands (“Standard General”).

 

RECITALS

 

A.               
The Company intends to effect an initial public offering (the “IPO”) of its common stock, pursuant
to a registration statement on Form S-1 filed with the U.S. Securities and Exchange Commission; and

 

B.                
The parties hereto recognize the possibility that claims might be made against, and liabilities incurred by, Standard General
or related Persons or Affiliates under applicable securities laws or otherwise in connection with the IPO, and the parties hereto
accordingly wish to provide for Standard General and related Persons and Affiliates to be indemnified in respect of any such claims
and liabilities.

 

NOW, THEREFORE, in consideration of the
foregoing premises, and the mutual agreements and covenants and provisions herein set forth, the parties hereto hereby agree as
follows:

 

1.                 
Definitions.

 

(a)               
“Affiliate” means, with respect to any Person, (i) any other Person directly or indirectly
Controlling, Controlled by or under common Control with, such Person (ii) any Person directly or indirectly owning or Controlling 10%
or more of any class of outstanding voting securities of such Person or (iii) any officer, director, general partner, special
limited partner or trustee of any such Person described in clause (i) or (ii).

 

(b)              
“Claim” means (i) any threatened, asserted, pending or completed claim, demand, action, suit
or proceeding, whether civil, criminal, administrative, arbitrative, investigative or other, and whether made pursuant to federal,
state or other law; and (ii) any inquiry or investigation, whether made, instituted or conducted, by the Company or any other
Person, including without limitation any federal, state or other governmental entity, that Indemnitee determines might lead to
the institution of any such claim, demand, action, suit or proceeding. For the avoidance of doubt, the Company intends indemnity
to be provided hereunder in respect of acts or failure to act prior to, on or after the date hereof.

 

(c)               
“Commission” means the United States Securities and Exchange Commission or any successor entity
thereto.

 

(d)               
 “Company Group” means the Company and each of its subsidiaries.

 

    	 

    	 

    

 

(e)              
“Control” of any Person means the power to direct the management and policies of such Person (whether
through the ownership of voting securities, by contract, as trustee or executor, as general partner, or otherwise).

 

(f)               
“Exchange Act” means the Securities Exchange Act of 1934, as amended, and the rules and regulations
promulgated thereunder.

 

(g)              
“Expenses” means all attorneys’ and experts’ fees and expenses and all other costs
and expenses paid or payable in connection with investigating, defending, being a witness in or participating in (including on
appeal), or preparing to investigate, defend, be a witness in or participate in (including on appeal), any Claim.

 

(h)               
“Indemnifiable Claim” means, with respect to any Indemnitee, any Claim by or against
such Indemnitee involving any Losses with respect to which such Indemnitee may be entitled to be indemnified by the Company under
this Agreement.

 

(i)               
“Indemnitee” means Standard General, its Affiliates (other than any member of the Company Group),
and the directors, officers, partners, members, employees, agents, advisors, consultants, representatives and controlling persons
(within the meaning of the Securities Act) of each of them, in each case irrespective of the capacity in which such person acts.

 

(j)              
“Losses” means any and all Expenses, damages, losses, liabilities, judgments, fines, penalties
(whether civil, criminal or other), ERISA excise taxes or penalties and amounts paid or payable in settlement, including without
limitation all interest, assessments and other charges paid or payable in connection with or in respect of any of the foregoing.

 

(k)              
“Person” means any individual, entity, or group, within the meaning of Section 13(d)(3) or 14(d)(2)
of the Securities Exchange Act.

 

(l)                
“Related Document” means any agreement, certificate, instrument or other document to which any
member of the Company Group may be a party or by which it or any of its properties or assets may be bound or affected from time
to time relating in any way to the Offering or any of the transactions contemplated thereby, including without limitation, in each
case as the same may be amended from time to time, (i) any registration statement filed by or on behalf of any member of the Company
Group with the Commission in connection with the Offering, including all exhibits, financial statements and schedules appended
thereto, and any submissions to the Commission in connection therewith, (ii) any prospectus, preliminary, final, free writing or
otherwise, included in such registration statements or otherwise filed by or on behalf of any member of the Company Group in connection
with the Offering, (iii) any private placement or offering memorandum or circular, information statement or other information or
materials distributed by or on behalf of any member of the Company Group or any placement agent or underwriter in connection with
the Offering, (iv) any federal, state or foreign securities law or other governmental or regulatory filings or applications made
in connection with any Offering or any of the transactions contemplated thereby, (v) any dealer-manager, underwriting, subscription,
purchase, stockholders, option or registration rights agreement or plan entered into or adopted by any member of the Company Group
in connection with the Offering, or (vi) any quarterly, annual or current reports or other filing filed, furnished or supplementally
provided by any member of the Company Group with or to the Commission or any securities exchange, including all exhibits, financial
statements and schedules appended thereto, and any submission to the Commission or any securities exchange in connection therewith.

 

    	2

    	 

    

 

(m)                
“Securities Act” means the Securities Act of 1933, as amended, and the rules and regulations
promulgated thereunder.

 

2.                 
Indemnification.

 

(a)               
The Company agrees to indemnify, defend and hold harmless each Indemnitee, to the fullest extent permitted by law, from
and against any and all Losses in any way resulting from, arising out of or in connection with, based upon or relating to (i) the
Securities Act, the Exchange Act or any other applicable securities or other laws, in connection with the IPO, any Related Document
or any of the transactions contemplated thereby, (ii) any other action or failure to act of any member of the Company Group
or any of their predecessors, whether such action or failure has occurred or is yet to occur, (iii) the fact that such Indemnitee
is or was a stockholder of any member of the Company Group, (iv) any breach or alleged breach by such Indemnitee of any duty
imposed on a stockholder, officer or director, or (v) any transaction described in the registration statement on Form S-1 for the
IPO under the heading “Certain Relationships and Transactions” to which Standard General or any Affiliate thereof is
a party; provided, however, that no Indemnitee shall have a right to indemnification, advancement of expenses or exculpation from
liability hereunder in respect of the Company Group’s rights or remedies under any Indemnitee’s contractual obligation
to the Company Group.

 

(b)              
Without in any way limiting the foregoing Section 2(a), the Company agrees to indemnify, defend and hold harmless each
Indemnitee from and against any and all Losses resulting from, arising out of or in connection with, based upon or relating to
liabilities under the Securities Act, the Exchange Act or any other applicable securities or other laws, rules or regulations in
connection with (i) the inaccuracy or breach of or default under any representation, warranty, covenant or agreement in any
Related Document, or any allegation thereof, (ii) any untrue statement or alleged untrue statement of a material fact contained
in any Related Document or (iii) any omission or alleged omission to state in any Related Document a material fact required
to be stated therein or necessary to make the statements therein not misleading. Notwithstanding the foregoing, the Company shall
not be obligated to indemnify such Indemnitee from and against any such Losses to the extent that such Losses arise out of or are
based upon an untrue statement or omission made in any Related Document in reliance upon and in conformity with written information
furnished to the Company by such Indemnitee in an instrument duly executed by such Indemnitee and specifically stating that it
is for use in the preparation of any Related Document.

 

(c)               
Subject to Section 2(d), without in any way limiting the foregoing, in the event that any Claim is initiated by an
Indemnitee, any member of the Company Group or any other Person to enforce or interpret this Agreement, any rights of such Indemnitee
to indemnification or advancement of Expenses (or related obligations of such Indemnitee) under any member of the Company Group’s
certificate of incorporation or bylaws or other similar organizational document (collectively, the “Constituent Documents”),
any other agreement to which Indemnitee and any member of the Company Group are party, any vote of directors of any member of the
Company Group, the Delaware General Corporation Law or any other applicable law or any liability insurance policy, the Company
shall indemnify such Indemnitee against all Expenses incurred by such Indemnitee or on such Indemnitee’s behalf in connection
with such Claim, whether or not such Indemnitee is successful in such Claim, except to the extent that the Person presiding over
such Claim determines that material assertions made by such Indemnitee in such proceeding were in bad faith or were frivolous.

 

    	3

    	 

    

 

(d)              
Notwithstanding the foregoing, indemnification shall not be available to the extent that it is finally determined by a court,
in a final judgment from which no further appeal may be taken, that such Losses arises out of, or is primarily based upon, the
gross negligence or willful misconduct of the Indemnitee.

 

(e)               
Notwithstanding anything in this Section 2 to the contrary, it is understood and agreed that nothing in this Agreement
is intended to provide for indemnification in respect of taxes imposed on the basis of income of an Indemnitee.

 

3.                 
Contribution.

 

(a)               
If for any reason the indemnity specifically provided for in Section 2 is unavailable or is insufficient to hold harmless
any Indemnitee from any Losses covered by such indemnity, then the Company, shall contribute to the amount paid or payable by such
Indemnitee as a result of such Losses in such proportion as is appropriate to reflect (i) the relative fault of each of the
members of the Company Group, on the one hand, and such Indemnitee, on the other, in connection with the state of facts giving
rise to such Losses, (ii) the relative benefits received by the members of the Company Group, on the one hand, and such Indemnitee,
on the other, from the IPO or other circumstances giving rise to such Losses and (iii) if required by applicable law, any
other relevant equitable considerations.

 

(b)              
For purposes of Section 3(a), the relative fault of each member of the Company Group, on the one hand, and of an Indemnitee,
on the other, shall be determined by reference to, among other things, (i) their respective relative intent, knowledge, access
to information and opportunity to correct the state of facts giving rise to such Losses, (ii) in the case of Section 2(b),
whether the information whose inclusion in or omission from any Related Document resulted in the actual or alleged inaccuracy or
breach of or default under any representation, warranty, covenant or agreement therein, or which is or is alleged to be untrue,
required to be stated therein or necessary to make the statements therein not misleading, was supplied or should have been supplied
by the members of the Company Group, on the one hand, or by such Indemnitee, on the other, and (iii) applicable law, and the
relative benefits received by each member of the Company Group, on the one hand, and an Indemnitee, on the other, shall be determined
by weighing the direct monetary proceeds to the Company Group, on the one hand, and such Indemnitee, on the other, from the IPO
or other circumstances giving rise to such Losses.

 

(c)               
The parties hereto acknowledge and agree that it would not be just and equitable if the Company’s contributions pursuant
to Section 3 were determined by pro rata allocation or by any other method of allocation that does not take into account the
equitable considerations referred to in such Section. No Indemnitee shall be entitled to contribution from the Company with respect
to any Losses covered by the indemnity specifically provided for in Section 2(b) in the event that such Indemnitee is finally
determined to be guilty of fraudulent misrepresentation (within the meaning of Section 11(f) of the Securities Act) in connection
with such Losses and the Company is not guilty of such fraudulent misrepresentation.

 

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4.                 
Indemnification Procedures.

 

(a)               
To obtain indemnification under this Agreement in respect of an Indemnifiable Claim or Loss, Indemnitee shall submit to
the Company a written request therefor, including a brief description (based upon information then available to Indemnitee) of
such Indemnifiable Claim or Loss. The failure by Indemnitee to timely notify the Company of any Indemnifiable Claim or Loss shall
not relieve the Company from any liability hereunder unless, and only to the extent that, the Company did not otherwise learn of
such Indemnifiable Claim or Loss and such failure results in forfeiture by the Company of substantial defenses, rights or insurance
coverage. The Company shall be entitled to participate in the defense of any Indemnifiable Claim or to assume or lead the defense
thereof with counsel reasonably satisfactory to the Indemnitee; provided that if Indemnitee determines, after consultation with
counsel selected by Indemnitee, that (i) the use of counsel chosen by the Company to represent Indemnitee would present such
counsel with an actual or potential conflict, (ii) the named parties in any such Indemnifiable Claim (including any impleaded
parties) include both the Company and Indemnitee and Indemnitee shall conclude that there may be one or more legal defenses available
to him or her that are different from or in addition to those available to the Company or (iii) Indemnitee has interests in
the claim or underlying subject matter that are different from or in addition to those of other Persons against whom the Indemnifiable
Claim has been made or might reasonably be expected to be made, then Indemnitee shall be entitled to retain separate counsel (but
not more than one law firm plus, if applicable, local counsel in respect of any particular Indemnifiable Claim for all indemnitees
in Indemnitee’s circumstances) at the Company’s expense. The Company shall not be liable to Indemnitee under this Agreement
for any amounts paid in settlement of any threatened or pending Indemnifiable Claim effected without the Company’s prior
written consent. The Company shall not, without the prior written consent of the Indemnitee, effect any settlement of any threatened
or pending Indemnifiable Claim which the Indemnitee is or could have been a party unless such settlement solely involves the payment
of money and includes a complete and unconditional release of the Indemnitee from all liability on any claims that are the subject
matter of such Indemnifiable Claim.

 

(b)              
Indemnitee shall have the right to advancement by the Company prior to the final disposition of any Indemnifiable Claim
of any and all Expenses relating to, arising out of or resulting from any Indemnifiable Claim paid or incurred by Indemnitee or
which Indemnitee determines in good faith are reasonably likely to be paid or incurred by Indemnitee and as to which Indemnitee’s
counsel provides supporting documentation. Without limiting the generality or effect of the foregoing, within 20 days
after any request by Indemnitee that is accompanied by supporting documentation for specific Expenses to be reimbursed or advanced,
the Company shall, in accordance with such request (but without duplication), (i) pay such Expenses on behalf of Indemnitee,
(ii) advance to Indemnitee funds in an amount sufficient to pay such Expenses, or (iii) reimburse Indemnitee for such
Expenses; provided that Indemnitee shall repay, without interest any amounts actually advanced to Indemnitee that, at the final
disposition of the Indemnifiable Claim to which the advance related, were in excess of amounts paid or payable by Indemnitee in
respect of Expenses relating to, arising out of or resulting from such Indemnifiable Claim. In connection with any such payment,
advancement or reimbursement, at the request of the Company, Indemnitee shall execute and deliver to the Company an undertaking,
which need not be secured and shall be accepted without reference to Indemnitee’s ability to repay the Expenses, by or on
behalf of the Indemnitee, to repay any amounts paid, advanced or reimbursed by the Company in respect of Expenses relating to,
arising out of or resulting from any Indemnifiable Claim in respect of which it shall have been determined, following the final
disposition of such Claim that Indemnitee is not entitled to indemnification hereunder.

 

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(c)               
Presumptions; Burden and Standard of Proof. In connection with any determination regarding the entitlement of any
Indemnitee to be indemnified, or any review of any such determination, by any Person:

 

(i)                
It shall be a presumption that such Indemnitee has met any applicable standard of conduct and that indemnification of such
Indemnitee is proper in the circumstances.

 

(ii)              
The burden of proof shall be on the Company to overcome the presumption set forth in the preceding clause (i), and
such presumption shall only be overcome only by the Company adducing clear and convincing evidence to the contrary.

 

(iii)            
The termination of any Claim by judgment, order, finding, award, settlement (whether with or without court approval) or
conviction, or upon a plea of nolo contendere, or its equivalent, shall not create a presumption that indemnification is not proper
or that an Indemnitee did not meet any applicable standard of conduct or that a court has determined that indemnification is not
permitted by this Agreement or otherwise.

 

5.                 
Certain Covenants. The rights of each Indemnitee to be indemnified under any other agreement, document, certificate
or instrument, by-laws or other organizational agreement or instrument, insurance policy or applicable law (collectively, “Other
Indemnity Provisions”) are independent of and in addition to any rights of such Indemnitee to be indemnified under
this Agreement, provided that to the extent that an Indemnitee is entitled to be indemnified by the Company under this Agreement
and by any other Indemnitee under any other agreement, document, certificate, by-law or other organizational agreement or instrument,
or by any insurer under a policy maintained by any other Indemnitee, the obligations of the Company hereunder shall be primary,
and the obligations of such other Indemnitee or insurer secondary, and the Company shall not be entitled to contribution or indemnification
from or subrogation against such other Indemnitee or insurer. Notwithstanding the foregoing, any Indemnitee may choose to seek
indemnification from any potential source of indemnification regardless of whether such indemnitor is primary or secondary. An
Indemnitee’s election to seek advancement of indemnified sums from any secondary indemnifying party will not limit the right
of such Indemnitee, or any secondary indemnitor proceeding under subrogation rights or otherwise, from seeking indemnification
from the Company to the extent that the obligations of the Company are primary, and the Company agrees to indemnify each Indemnitee
from and against, and to pay to each Indemnitee, any amount paid or reimbursed by such Indemnitee to or on behalf of another indemnitee,
pursuant to indemnification arrangements or otherwise, in respect of the Losses referred to in Section 2. The rights of each
Indemnitee and the obligations of the Company hereunder shall remain in full force and effect regardless of any investigation made
by or on behalf of such Indemnitee. Following the Offering, each member of the Company Group, and each of their corporate successors,
shall implement and maintain in full force and effect any and all corporate charter and by-law (or similar organizational document
or instrument) provisions that may be necessary or appropriate to enable it to carry out its obligations hereunder to the fullest
extent permitted by applicable law, including without limitation a provision of its certificate of incorporation (or comparable
organizational document under its jurisdiction of incorporation) eliminating liability of a director for breach of fiduciary duty
to the fullest extent permitted by applicable law, as amended from time to time. The Company shall not seek or agree to any order
of any court or other governmental authority that would prohibit or otherwise interfere, and shall not take or fail to take any
other action if such action or failure would reasonably be expected to have the effect of prohibiting or otherwise interfering,
with the performance of the Company’s indemnification, advancement or other obligations under this Agreement.

 

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6.                 
No Duplication of Payments. The Company shall not be liable under this Agreement to make any payment to Indemnitee
in respect of any Losses to the extent Indemnitee has otherwise already actually received payment (net of Expenses incurred in
connection therewith) under any insurance policy, the Constituent Documents and Other Indemnity Provisions or otherwise in respect
of such Losses otherwise indemnifiable hereunder.

 

7.                 
Notices. For all purposes of this Agreement, all communications, including without limitation notices, consents,
requests or approvals, required or permitted to be given hereunder must be in writing and shall be deemed to have been duly given
when hand delivered or dispatched by electronic facsimile or other electronic transmission (with receipt thereof orally confirmed),
or one business day after having been sent for next day delivery by a nationally recognized overnight courier service as follows:

 

(a)               
If to the Company, to:

 

Turning Point Brands, Inc.

5201 Interchange Way

Louisville, Kentucky 40229

Attention: James Dobbins

Facsimile: (●)

Email: jdobbins@natcinc.net

 

with a copy to (which shall not constitute notice):

 

Milbank, Tweed, Hadley & McCloy LLP

28 Liberty Street

New York, New York 10005

Attention: David Zeltner

Facsimile: (212) 822-5003

Email: dzeltner@milbank.com

 

    	7

    	 

    

 

(b)              
If to Standard General, to:

 

         

 

or to such other address as either party
may have furnished to the other in writing and in accordance herewith, except that notices of changes of address will be effective
only upon receipt.

 

8.                 
Governing Law. The validity, interpretation, construction and performance of this Agreement shall be governed by
and construed in accordance with the substantive laws of the State of Delaware, without giving effect to the principles of conflict
of laws of such State. The Company and Indemnitee each hereby irrevocably consent to the jurisdiction of the Chancery Court of
the State of Delaware for all purposes in connection with any action or proceeding which arises out of or relates to this Agreement,
waive all procedural objections to suit in that jurisdiction, including without limitation objections as to venue or inconvenience,
agree that service in any such action may be made by notice given in accordance with Section 7 and also agree that any action
instituted under this Agreement shall be brought only in the Chancery Court of the State of Delaware.

 

9.                 
Severability. If any provision of this Agreement or the application of any provision hereof to any Person or circumstance
is held invalid, unenforceable or otherwise illegal, the remainder of this Agreement and the application of such provision to any
other Person or circumstance shall not be affected, and the provision so held to be invalid, unenforceable or otherwise illegal
shall be reformed to the extent, and only to the extent, necessary to make it enforceable, valid or legal. In the event that any
court or other adjudicative body shall decline to reform any provision of this Agreement held to be invalid, unenforceable or otherwise
illegal as contemplated by the immediately preceding sentence, the parties thereto shall take all such action as may be necessary
or appropriate to replace the provision so held to be invalid, unenforceable or otherwise illegal with one or more alternative
provisions that effectuate the purpose and intent of the original provisions of this Agreement as fully as possible without being
invalid, unenforceable or otherwise illegal.

 

10.             
Successors; Binding Effect. The Company shall require any successor (whether direct or indirect, by purchase, merger,
consolidation, reorganization or otherwise) to all or substantially all of the business or assets of the Company expressly to assume
and agree to perform this Agreement in the same manner and to the same extent the Company would be required to perform if no such
succession had taken place. This Agreement shall be binding upon and inure to the benefit of each party hereto and its successors
and permitted assigns, and each other Indemnitee, but neither this Agreement nor any right, interest or obligation hereunder shall
be assigned, by the Company without the prior written consent of Standard General. Insofar as any Indemnitee transfers all or substantially
all of its assets to a third party, such third party shall thereupon be deemed an additional Indemnitee for all purposes of this
Agreement, with the same effect as if it were a signatory to this Agreement in such capacity.

 

11.             
Miscellaneous. No provision of this Agreement may be waived, modified or discharged unless such waiver, modification
or discharge is agreed to in writing signed by such Indemnitee and the Company. No waiver by either party hereto at any time of
any breach by the other party hereto or compliance with any condition or provision of this Agreement to be performed by such other
party shall be deemed a waiver of similar or dissimilar provisions or conditions at the same or at any prior or subsequent time.
No agreements or representations, oral or otherwise, expressed or implied with respect to the subject matter hereof have been made
by either party that are not set forth expressly in this Agreement. This Agreement constitutes the entire agreement, and supersede
all prior agreements and understandings, both written and oral, between the parties hereto with respect to the subject matter of
this Agreement. Any prior agreements or understandings between the parties hereto with respect to indemnification are hereby terminated
and of no further force or effect. This Agreement may be executed in one or more counterparts, each of which will be deemed to
be an original but all of which together shall constitute one and the same agreement.

 

    	8

    	 

    

 

12.             
Certain Interpretive Matters. Unless the context of this Agreement otherwise requires, (a) “it” or “its”
or words of any gender include each other gender, (b) words using the singular or plural number also include the plural or
singular number, respectively, (c) the terms “hereof,” “herein,” “hereby” and derivative
or similar words refer to this entire Agreement, (d) the terms “Article,” “Section,” “Annex”
or “Exhibit” refer to the specified Article, Section, Annex or Exhibit of or to this Agreement, (e) the terms
“include,” “includes” and “including” will be deemed to be followed by the words “without
limitation” (whether or not so expressed), and (f) the word “or” is disjunctive but not exclusive. Whenever
this Agreement refers to a number of days, such number will refer to calendar days unless business days are specified and whenever
action must be taken (including the giving of notice or the delivery of documents) under this Agreement during a certain period
of time or by a particular date that ends or occurs on a non-business day, then such period or date will be extended until the
immediately following business day. As used herein, “business day” means any day other than Saturday, Sunday or a United
States federal holiday.

 

[SIGNATURES ON NEXT PAGE]

 

    	9

    	 

    

 

IN WITNESS WHEREOF, the parties hereto have
duly executed this Agreement by their authorized representatives as of the date first above written.

 

	 	TURNING POINT BRANDS, INC.
	 	 	 	 
	 	By:	/s/ James Dobbins
	 	 	Name: James Dobbins
	 	 	Title: Senior Vice President, General Counsel and Secretary
	 	 
	 	STANDARD GENERAL MASTER FUND L.P.
	 	 	 	 
	 	By:	/s/ Soohyung Kim
	 	 	Name: Soohyung Kim
	 	 	Title: Managing Partner

 

[Signature Page to Shareholder Indemnification
Agreement]

 

    	10Exhibit 10.8

 

AMENDMENT NO.1 TO

AMENDED AND RESTATED EMPLOYMENT
AGREEMENT

 

THIS AMENDMENT NO.1, dated December
4, 2015 (this “Amendment”), amends the Amended and Restated Employment Agreement (the
“Employment Agreement”) entered into as of April 22, 2008 by and among Turning Point Brands, Inc. (f/k/a
North Atlantic Holding Company, Inc.), a Delaware corporation (“TPB”), North Atlantic Trading Company,
Inc., a Delaware corporation (“NATC”), and Thomas F. Helms, Jr. (the “Executive”).

 

W I T N E S S E T H

 

WHEREAS, TPB intends to effect an initial
public offering (the “IPO”) of its common stock, pursuant to a registration statement on Form S-1 filed with
the U.S. Securities and Exchange Commission; and

 

WHEREAS, in furtherance of the IPO, TPB, NATC
and the Executive wish to amend the Employment Agreement to provide for certain payments to the Executive and to provide for the
termination of the Employment Agreement immediately prior to the closing of the IPO (the “Closing”) but contingent
upon the Closing.

 

NOW, THEREFORE, in consideration of the foregoing
premises and the mutual covenants and agreements hereinafter contained, the Employment Agreement is hereby amended as follows:

 

		1.	Payment. Following the Closing, TPB shall pay (or cause a subsidiary of TPB to pay) to the Executive the aggregate amount
of $596,625 as follows: (i) $298,312.50 within three business days after the Closing and (ii) $298,312.50 on the three month anniversary
of the Closing, in each case, less such deductions or amounts to be withheld as shall be required by applicable law.

 

		2.	Termination. Immediately prior to the Closing, but contingent on the Closing, the Employment Agreement and the Executive’s
employment with TPB and its subsidiaries shall terminate and none of TPB, NATC or the Executive shall have any further rights,
obligations or duties under the Employment Agreement (other than any rights the Executive has thereunder to indemnification by
TPB and/or NATC, which shall survive termination of the Employment Agreement).

 

		3.	Amendment. This Amendment shall not be altered, modified or changed except by an amendment approved in writing by each
of TPB, NATC and the Executive. 

 

		4.	Counterparts This Amendment may be executed in several counterparts, all of which together shall constitute one agreement
binding on all parties hereto, notwithstanding that all the parties have not signed the same counterpart.

 

		5.	Effect of Amendment. Except as amended by this Amendment, the Employment Agreement remains in full force and effect
in accordance with its terms.

 

[Remainder of page intentionally left blank]

 

    	 

    	 

    

 

IN WITNESS WHEREOF, the parties have executed
and delivered this Amendment No. 1 as of the date first written above.

 

	 	TURNING POINT BRANDS, INC.	 
	 	 	 	 
	 	By:	/s/ James Dobbins	 
	 	 	Name: James Dobbins	 
	 	 	Title: Senior Vice President, General Counsel and Secretary	 
	 	 	 	 
	 	NORTH ATLANTIC TRADING COMPANY, INC.	 
	 	 	 	 
	 	By:	/s/ James Dobbins	 
	 	 	Name: James Dobbins	 
	 	 	Title: Senior Vice President, General Counsel and Secretary	 
	 	 	 	 
	 	By:	/s/ Thomas F. Helms, Jr.	 
	 	 	Name:Thomas F. Helms, Jr.	 
	 	 	 	 

 

[Signature Page to Amendment No.1 to

Amended and Restated Employment Agreement]

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