Exhibit 10.1


 


EXECUTION VERSION


 


AGREEMENT


 


THIS AGREEMENT (the “Agreement”),
dated this 22nd day of May, 2017, is by and between Berkshire Hills Bancorp, Inc. (“Berkshire Hills”), and David
G. Massad, an individual (the “Shareholder”).


 


RECITALS


 


WHEREAS, the respective Boards of Directors
of Berkshire Hills and Commerce Bancshares Corp. have approved a proposed Agreement and Plan of Merger by and between Berkshire
Hills and Commerce Bancshares Corp., dated as of May 22, 2017 (as executed and delivered, the “Merger Agreement”);
and


 


WHEREAS, as an inducement to Berkshire
Hills to enter into the Merger Agreement and to the Shareholder to enter into a Voting Agreement (as defined in the Merger
Agreement), Berkshire Hills and the Shareholder agree to the terms and conditions of this Agreement.


 


NOW THEREFORE, in consideration of the
recitals and the representations, warranties, covenants and agreements contained herein and other good and valuable consideration,
and intending to be legally bound hereby, the parties hereto agree as follows:


 


1.           Representations
and Warranties of the Shareholder. The Shareholder represents and warrants to Berkshire Hills, as follows:


 


(a)          The
Shareholder has fully disclosed in Exhibit A to this Agreement the total number of shares of common stock of Commerce Bancshares
Corp., a Massachusetts corporation, par value $0.01 per share thereof (the “Commerce Bancshares Stock”), for which
the Shareholder is the beneficial owner;


 


(b)          The
Shareholder has full power and authority to enter into and perform his obligations under this Agreement. This Agreement constitutes
a valid and binding obligation of the Shareholder and the performance of its terms will not constitute a violation of any agreement
or any instrument to which the Shareholder is a party.


 


2.           Representations
and Warranties of Berkshire Hills.


 


Berkshire Hills hereby represents and warrants
to the Shareholder that Berkshire Hills has full power and authority to enter into and perform its obligations under this Agreement
and that the execution and delivery of this Agreement by Berkshire Hills has been duly authorized by the Board of Directors of
Berkshire Hills. This Agreement constitutes a valid and binding obligation of Berkshire Hills and the performance of its terms
will not constitute a violation of any agreement or instrument to which Berkshire Hills is a party.


 


3.           Covenants.


 


(a)          The
Shareholder covenants and agrees not to do the following, directly or indirectly, alone or in concert the Acting in Concert Group
(as defined in the Series B Non-


 




     


     


    

 


Voting Preferred Stock Certificate of Designations, attached hereto
as Exhibit B), from and after the Effective Time (as defined in the Merger Agreement) and through the date that this Agreement
terminates in accordance with Section 5:


 


(i)          acquire,
offer or propose to acquire or agree to acquire, whether by purchase, tender or exchange offer, or through the acquisition of control
of another person or entity (including by way of merger or consolidation) any shares of Berkshire Hills Bancorp, Inc. common stock,
par value $0.01 per share (“Berkshire Hills Common Stock”) or any other class of Berkshire Hills Bancorp, Inc. stock
that has voting rights (“Berkshire Hills Voting Stock”), any additional shares of the Commerce Bancshares Stock, any
rights to vote or direct the voting of any additional shares of Berkshire Hills Common Stock, Berkshire Hills Voting Stock or Commerce
Bancshares Stock, or any securities convertible into Commerce Bancshares Stock, Berkshire Hills Common Stock or Berkshire Hills
Voting Stock (except (A) as to any Berkshire Hills Common Stock issued by Berkshire Hills in exchange for Commerce Bancshares Stock
pursuant to the terms of the Merger Agreement, (B) by way of stock splits, stock dividends, stock reclassifications or other distributions
or offerings made available and, if applicable, exercised on a pro rata basis, to holders of the Berkshire Hills Common Stock generally,
or (C) that number of shares of Berkshire Hills Common Stock, the purchase by the Shareholder of which would cause the Shareholder
to beneficially own, in the aggregate with the Acting in Concert Group, no more than 9.9% of the then-outstanding shares of Berkshire
Hills Common Stock, as calculated pursuant to 12 C.F.R. § 225.41 of Regulation Y;


 


(ii)         convert
the Berkshire Hills Preferred Stock Consideration received pursuant to the Merger Agreement to Berkshire Hills Common Stock pursuant
to the terms of the Series B Non-Voting Preferred Stock Certificate of Designation, except that nothing in this sentence shall
(A) prohibit one or more of the following transfers by the Shareholder to effectuate a conversion of the Berkshire Hills Preferred
Stock Consideration to Berkshire Hills Common Stock: (i) to an affiliate of the Shareholder or to Berkshire Hills, provided
that the affiliate would not be deemed part of the Shareholder’s Acting in Concert Group; (ii) in a widespread public distribution
with the prior written consent of Berkshire Hills; (iii) in transfers in which no transferee (or group of associated transferees)
would receive two percent (2%) or more of any class of voting securities of Berkshire Hills; or (iv) to a transferee that would
control more than fifty percent (50%) of the voting securities of Berkshire Hills without any transfer from the Shareholder; and
(B) prohibit the Shareholder from initiating a conversion of the Berkshire Hills Preferred Stock Consideration to Berkshire Hills
Common Stock if after giving effect to such conversion, the Shareholder would beneficially own, in the aggregate with the
Acting in Concert Group, no more than 9.9% of the then-outstanding shares of Berkshire Hills Common Stock, as calculated
pursuant to 12 C.F.R. § 225.41 of Regulation Y;


 


(iii)        without
Berkshire Hills’ prior written consent and Berkshire Hills’ review of the Shareholder’s proposed sale or transfer
of such shares, which consent and review shall not be unreasonably withheld or delayed, directly or indirectly sell or transfer
any Shareholder’s shares of Commerce Bancshares Stock or shares of Berkshire Hills Common Stock; additionally, any proposed
sale by Shareholder of Berkshire Hills Common Stock shall first be offered to Berkshire Hills under the same terms and conditions
as the proposed sale, which Berkshire Hills shall have five (5) business days following the date Shareholder first presents in
writing the


 




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terms of such proposed sale to Berkshire Hills, to accept such
offer, except that nothing in this sentence shall prohibit one or more of the following transfers by the Shareholder or any
Permitted Transferee (as defined below) that continues to be subject to this Agreement: (A) a transfer between members of
the Acting in Concert Group; (B) a transfer by will or by operation of law; (C) a transfer in connection with estate or charitable
planning purposes, including any transfer to one or more relatives of the Shareholder or any transfer to one or more trusts or
other entities that are beneficially owned exclusively by the Shareholder, one or more relatives of the Shareholder,
or any combination of them; and (D) a transfer to a charitable organization that is not controlled by the Shareholder
or one or more affiliates or relatives; provided that as a condition to each permitted transfer under (A)-(D) of this clause (iii),
each transferee (each a “Permitted Transferee”) shall deliver a written instrument to Berkshire Hills, in a form reasonably
acceptable to Berkshire Hills, agreeing to be bound by the restrictions set forth in this Agreement. Notwithstanding the first
sentence of this subsection, Shareholder may sell up to the Monthly Limit (as defined below) of Berkshire Hills Common
Stock on a monthly basis without Berkshire’s prior review and written consent solely to the extent those shares of
Berkshire Hills Common Stock are sold either (X) through a registered broker dealer on the open market and not through privately
negotiated transactions (an “Open Market Sale”), or (Y) as part of one or more “blocks” (as defined in
Rule 10b-18 promulgated under the Securities Exchange Act of 1934, as amended) of Berkshire Hills Common Stock through privately
negotiated transactions (a “Block Sale”); provided that during any calendar month the aggregate number of shares of
Berkshire Hills Common Stock that may be sold under this (Y) may not exceed one percent (1%) (the “Block Limit Percentage”)
of the shares of Berkshire Hills Common Stock then-outstanding, as shown by the most recent report or statement filed by
Berkshire Hills with the Securities and Exchange Commission; and provided further that if Shareholder dies prior to the expiration
of the term of this Agreement, the Monthly Limit shall remain in place for the Permitted Transferees. For avoidance of doubt,
shares of Berkshire Hills Common Stock covered by Hedging Transactions will be counted toward the Monthly Limit. Berkshire Hills
agrees that it will not unreasonably withhold or delay a request by the Shareholder to waive this clause (iii) with respect to
a distribution in a firm commitment underwriting to (or a placement facilitated by) one or more broker-dealers reasonably acceptable
to Berkshire Hills (a “Permitted Offering”); provided that the distribution is structured as or is similar in
all material respects to a confidentially marketed public offer primarily to institutional accredited investors, and the number
of shares of Berkshire Hill Common Stock offered and sold in such distribution does not exceed five percent (5%) of the shares
of Berkshire Hills Common Stock then outstanding. The sale of shares by the shareholder and each Permitted Transferee that
continues to be subject to this Agreement shall be aggregated for purposes of the Monthly Limit and the Block Limit Percentage.


 


(iv)        (A)
propose or seek to effect a merger, consolidation, recapitalization, reorganization, sale, lease, exchange or other disposition
of a majority of the assets of, or other business combination involving, or a tender or exchange offer for securities of, Berkshire
Hills or any material portion of Berkshire Hills’ business or assets or any type of transaction that would result in a change
in control of Berkshire Hills (any such transaction described in this clause (A) is a “Company Transaction” and any
proposal or other action seeking to effect a Company Transaction as described in this clause (A) is defined as a “Company
Transaction Proposal”), (B) seek to exercise any control or influence over the management of Berkshire Hills or the
Board of Directors of Berkshire Hills or any of the businesses, operations or policies of Berkshire Hills; provided that the Shareholder
shall not be prohibited from communicating with the executive officers and directors of Berkshire Hills in the Shareholder’s
capacity as a shareholder of Berkshire Hills, (C) present to Berkshire Hills, its shareholders or any third party


 




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any proposal constituting or that could reasonably be expected to
result in a Company Transaction, or (D) seek to effect a change in control of Berkshire Hills;


 


(v)         publicly
suggest or announce the Shareholder’s willingness or desire to engage in a transaction or group of transactions or have another
person engage in a transaction or group of transactions that would constitute or could reasonably be expected to result in a Company
Transaction or take any action that might require Berkshire Hills to make a public announcement regarding any such Company Transaction;


 


(vi)        initiate,
request, induce, encourage or attempt to induce or give encouragement (publicly or otherwise) to any other person to initiate any
proposal constituting or that can reasonably be expected to result in a Company Transaction Proposal, or otherwise provide assistance
to any person who has made or is contemplating making, or enter into discussions or negotiations with respect to, any proposal
constituting or that would reasonably be expected to result in a Company Transaction Proposal;


 


(vii)       solicit
proxies or written consents or assist or participate in any other way, directly or indirectly, in any solicitation of proxies
or written consents, or otherwise become a “participant” in a “solicitation,” or assist any “participant”
in a “solicitation” (as such terms are defined in Rule 14a-1 of Regulation 14A and Instruction 3 of Item 4 of Schedule
14A, respectively, under the Securities Exchange Act of 1934, as amended (the “Exchange Act”)) in opposition to any
recommendation or proposal of Berkshire Hills’ Board of Directors, or recommend or request or induce or attempt to induce
any other person to take any such actions, or seek to advise, encourage or influence any other person with respect to the voting
of (or the execution of a written consent in respect of) the Berkshire Hills Common Stock, or execute any written consent in lieu
of a meeting of the holders of the Berkshire Hills Common Stock or grant a proxy with respect to the voting of the capital stock
of Berkshire Hills to any person or entity other than the Board of Directors of Berkshire Hills; provided that the Shareholder
shall be permitted to grant a proxy to a representative of the Shareholder for the purpose of such representative voting the Shareholder’s
shares of Berkshire Hills Common Stock in accordance with the Shareholder’s instructions at a meeting of the Berkshire Hills
shareholders wherein such proxy is voted in the manner required by this Agreement;


 


(viii)      initiate,
propose, submit, encourage or otherwise solicit shareholders of Berkshire Hills for the approval of one or more shareholder proposals
or induce or attempt to induce any other person to initiate any shareholder proposal, or seek election to, or seek to place a representative
or other affiliate of Shareholder on, Berkshire Hills’ Board of Directors or seek removal of any member of Berkshire Hills’
Board of Directors or any executive officer of Berkshire Hills;


 


(ix)         form,
join in or in any other way (including by deposit of Berkshire Hills’ capital stock), participate in a partnership, pooling
agreement, syndicate, voting trust or other group with respect to Berkshire Hills Common Stock, or enter into any agreement or
arrangement or otherwise act in concert with any other person, for the purpose of acquiring, holding, voting or disposing of Berkshire
Hills Common Stock;


 




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(x)          (A)
join with or assist any person or entity, directly or indirectly, in opposing, or make any statement in opposition to, any proposal
or director nomination submitted by Berkshire Hills’ Board of Directors to a vote of Berkshire Hills’ shareholders,
or (B) join with or assist any person or entity, directly or indirectly, in supporting or endorsing (including supporting, requesting
or joining in any request for a meeting of shareholders in connection with), or make any statement in favor of, any proposal submitted
to a vote of Berkshire Hills’ shareholders that is opposed by Berkshire Hills’ Board of Directors;


 


(xi)         vote
for any proposal or any individual for election to the Board of Directors of Berkshire Hills, other than those proposals or nominations
recommended or supported by Berkshire Hills’ Board of Directors;


 


(xii)        except
in connection with the enforcement of this Agreement, initiate, participate as a named plaintiff, finance or otherwise encourage
any litigation against Berkshire Hills or any of its respective officers and directors, or any derivative litigation on behalf
of Berkshire Hills, based upon any act or omission relating to Berkshire Hills that occurs or is alleged to have occurred after
the Effective Time; provided, this clause shall not preclude or in any way restrict the Shareholder from (A) electing to participate
in any settlement or judgment resulting from a class action, or (B) submitting to witness interviews or providing testimony or
documentary evidence, whether voluntarily or in response to a subpoena;


 


(xiii)       request,
or induce or encourage any other person to request, that Berkshire Hills amend or waive any of the provisions of this Agreement;
and


 


(xiv)      advise,
assist, encourage or finance (or arrange, assist or facilitate financing to or for) any other person in connection with any of
the matters restricted by, or otherwise seek to circumvent the limitations of, this Agreement.


 


Notwithstanding any other provision in this
Agreement, Shareholder shall not convert any shares of Series B Non-Voting Preferred Stock if giving effect to such
conversion, the Acting in Concert Group beneficially would own more than 9.9% of the then-outstanding shares of Berkshire
Hills Common Stock and Berkshire Hills Voting Stock, if any, as calculated pursuant to 12 C.F.R. 225.41 of Regulation Y.


 


(b)          Shareholder
agrees to review and conclude, immediately before the Closing (as defined in the Merger Agreement), and thereafter during
the term of this Agreement on an annual basis (or more frequently as Berkshire Hills may reasonably request), and based
on the definition of “Acting in Concert” of Regulation Y, which individuals and entities constitute the Acting in
Concert Group, and provide written confirmation to Berkshire Hills that, to the knowledge of the Shareholder after
reasonable inquiry, the Acting in Concert Group beneficially owns no more than 9.9% of the then-outstanding shares of
Berkshire Hills Common Stock and Berkshire Hills Voting Stock, if any, as calculated pursuant to 12 C.F.R. § 225.41 of
Regulation Y.


 


(c)          During
the term of this Agreement, the Shareholder agrees not to disparage Berkshire Hills or any of its directors (including shareholders
supported by Berkshire Hills’


 




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Board of Directors), officers or employees in any public or quasi-public
forum, and Berkshire Hills agrees not to disparage the Shareholder in any public or quasi-public forum.


 


(d)          During
the term of this Agreement, at any Annual or Special Meeting of Shareholders of Berkshire Hills, to the extent that Shareholder
beneficially owns more than five percent (5.0%) of the then-outstanding shares of Berkshire Hills Common Stock, the Shareholder
covenants and agrees to vote all the shares of Berkshire Hills Common Stock beneficially owned by the Shareholder in excess of
five percent (5.0%) of the then-outstanding shares of Berkshire Hills Common Stock (i) in favor of the nominees for election or
re-election as directors of Berkshire Hills selected by the Board of Directors of Berkshire Hills; (ii) in favor of any proposal
which the Board of Directors of Berkshire Hills recommends a vote in favor to its shareholders; and (iii) against any proposal
which the Board of Directors of Berkshire Hills recommends a vote against to its shareholders. The Shareholder may vote up to five
percent (5.0%) of the then-outstanding shares of Berkshire Hills Common Stock in his discretion.


 


(e)          During
the term of this Agreement, the Shareholder either individually or collectively with the Acting in Concert Group, and no member
of the Acting in Concert Group will, directly or indirectly:


 


		(i)	Exercise or attempt to exercise a controlling influence
over the management or policies of Berkshire Hills, Berkshire Bank or any of their subsidiaries;



 


		(ii)	Have or seek to have the Shareholder or any representative
of Shareholder serve on the board of directors of Berkshire Hills, Berkshire Bank or any of their subsidiaries;



 


		(iii)	Have or seek to have any employee or representative of
the Shareholder serve as an officer, agent, or employee of Berkshire Hills, Berkshire Bank or any of their subsidiaries;



 


		(iv)	Take any action that would cause Berkshire Hills, Berkshire
Bank or any of their subsidiaries to become a subsidiary of Shareholder;



 


		(v)	Own, control, or hold with power to vote securities that
represent twenty-five percent (25%) or more of any class of voting securities of Berkshire Hills, Berkshire Bank or any of their
subsidiaries;



 


		(vi)	Propose a director or slate of directors in opposition
to a nominee or slate of nominees proposed by the management or board of directors of Berkshire Hills, Berkshire Bank or any of
their subsidiaries;



 


		(vii)	Enter into any agreement with Berkshire Hills or any of
its subsidiaries that substantially limits the discretion of Berkshire Hills’ management over major policies and decisions,
including, but not limited to, policies or decisions about employing and compensating executive officers; engaging in new business
lines; raising additional debt or equity capital; merging or



 




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consolidating with another firm; or acquiring, selling,
leasing, transferring, or disposing of material assets, subsidiaries, or other entities;


 


		(viii)	Solicit or participate in soliciting proxies with respect
to any matter presented to the shareholders of Berkshire Hills, Berkshire Bank or any of their subsidiaries; or



 


		(ix)	Dispose or threaten to dispose (explicitly
                                         or implicitly) of equity interests of Berkshire Hills, Berkshire Bank or any of their
                                         subsidiaries in any manner as a condition or inducement of specific action or non-action
                                         by Berkshire Hills, Berkshire Bank or any of their subsidiaries; provided that the Shareholder
                                         shall not be prohibited from communicating with the executive officers and directors
                                         of Berkshire Hills in the Shareholder’s capacity as a shareholder of Berkshire
                                         Hills.



 


(f)           For
a period of three years from the Closing Date (as defined in the Merger Agreement), and in the event that either or both
of the New Board Members, as defined by the Merger Agreement, no longer serves as a member of the Berkshire Hills and Berkshire
Bank Board of Directors, the Shareholder shall have the right to consult with Berkshire Hills’ Corporate Governance
and Nominating Committee in its selection of a qualified nominee to serve on the Boards of Berkshire Hills and Berkshire Bank.
Such consultation shall include the then chair of the Berkshire Hills Corporate Governance and Nominating Committee consulting
with the Shareholder (or in the event of the Shareholder’s death, a representative of the Shareholder’s estate or
the Permitted Transferees) regarding the relative strengths of the leading candidates to be nominated to serve on the Boards of
Berkshire Hills and Berkshire Bank. Each such nominee shall, if elected or appointed to the Board of Berkshire Hills, qualify
as an “independent director” under then applicable rules of the New York Stock Exchange.


 


(g)          If
(i) in the reasonable opinion of counsel to the Shareholder, the Shareholder may not reasonably rely on the exemption from registration
under the Securities Act of 1933 (the “Securities Act”) provided by Rule 144 for sales by non-affiliates of Berkshire
Hills of shares of Berkshire Hills Common Stock that are not “restricted” within the meaning of such rule, and (ii) Berkshire
Hills then is eligible to file with the SEC a so-called “automatic shelf registration statement” on Form S-3 within
the meaning of Rule 462(e) under the Securities Act, Berkshire Hills, upon the written request of the Shareholder, will file with
the SEC, at the expense of Berkshire Hills, an automatic shelf registration statement registering the offer and resale
of all shares of Berkshire Hills Common Stock then beneficially owned by the Shareholder and each Permitted Transferee who continues
to be bound by this Agreement.


 


4.           Notice
of Breach and Remedies.


 


The parties expressly agree that an actual or
threatened breach of this Agreement by any party will give rise to irreparable injury that cannot adequately be compensated by
damages. Accordingly, in addition to any other remedy to which it may be entitled, each party shall be entitled to seek a temporary
restraining order or injunctive relief to prevent a breach of the provisions of this Agreement or to secure specific enforcement
of its terms and provisions.


 




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The Shareholder expressly agrees that he will
not be excused or claim to be excused from performance under this Agreement as a result of any material breach by Berkshire Hills
unless and until Berkshire Hills is given written notice of such breach and allowed thirty (30) business days either to cure such
breach or seek relief in court. If Berkshire Hills seeks relief in court, the Shareholder irrevocably stipulates that any failure
to perform by the Shareholder or any assertion by the Shareholder that he is excused from performing their obligations under this
Agreement because it would cause Berkshire Hills irreparable harm, then Berkshire Hills shall not be required to provide further
proof of irreparable harm in order to obtain equitable relief and that the Shareholder shall not deny or contest that such circumstances
would cause Berkshire Hills irreparable harm. If, after such thirty (30) business day period, Berkshire Hills has not either reasonably
cured such material breach or obtained relief in court, the Shareholder may terminate this Agreement by delivery of written notice
to Berkshire Hills.


 


Berkshire Hills expressly agrees that it will
not be excused or claim to be excused from performance under this Agreement as a result of any material breach by the Shareholder
unless and until the Shareholder is given written notice of such breach and allowed thirty (30) business days either to cure such
breach or seek relief in court. If the Shareholder seeks relief in court, Berkshire Hills irrevocably stipulates that any failure
to perform by Berkshire Hills or any assertion by Berkshire Hills that it is excused from performing his obligations under
this Agreement because it would cause the Shareholder irreparable harm, then the Shareholder shall not be required to provide
further proof of irreparable harm in order to obtain equitable relief and that Berkshire Hills shall not deny or contest that
such circumstances would cause the Shareholder irreparable harm. If, after such thirty (30) business day period, the Shareholder
has not either reasonably cured such material breach or obtained relief in court, Berkshire Hills may terminate this Agreement
by delivery of written notice to the Shareholder.


 


5.           Term.
This Agreement shall be effective upon the execution of this Agreement and will remain in effect until such time that
the Acting in Concert Group beneficially owns fewer than five percent (5%) of the shares of Berkshire Hills Common Stock then
outstanding for a period of 120 consecutive calendar days; provided that any Permitted Transferee may elect to
terminate this Agreement as to that Permitted Transferee if the Permitted Transferee beneficially owns less than one percent (1%)
of the shares of Berkshire Hills Common Stock then outstanding, and if a Permitted Transferee so terminates this Agreement, such
Permitted Transferee shall not be included in the Acting in Concert Group. Any transferee or assign in an Open Market Sale, a
Block Trade, or a Permitted Offering shall not be considered a “successor” or “assign” for purposes of
this Section and shall have no obligation under this Agreement.


 


6.           Publicity.
The Shareholder acknowledges that Berkshire Hills may be required to disclose the existence and terms of this Agreement pursuant
to securities and banking laws. In addition, during the term of this Agreement, the Shareholder shall provide to Berkshire Hills
for Berkshire Hills’ prior review and approval any disclosure proposed to be made by the Shareholder concerning this Agreement,
which review and approval shall not be unreasonably delayed or withheld; provided that the Shareholder may make any disclosure
which the Shareholder determines in good faith, based upon the advice of counsel, is required under applicable law.


 




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7.           Notices.
All notices, communications and deliveries required or permitted by this Agreement shall be made in writing signed by the party
making the same, shall specify the section of this Agreement pursuant to which it is given or being made and shall be deemed given
or made (a) on the date delivered if delivered by telecopy, by facsimile or in person, (b) on the third Business Day after it is
mailed if mailed by registered or certified mail (return receipt requested) (with postage and other fees prepaid) or (c) on the
day after it is delivered, prepaid, to an overnight express delivery service that confirms to the sender delivery on such day,
as follows:


 


	Shareholder:	David G. Massad
	 	P.O. Box 788
	 	Westboro, MA 01581
	 	 
	With a copy (which shall	 
	not constitute notice) to:	Pamela A. Massad, Esq.
	 	Tilton Fletcher PC
	 	The Guarantee Building
	 	370 Main Street
	 	12th Floor
	 	Worcester, Massachusetts 01608
	 	 
	Berkshire Hills	 
	Bancorp, Inc.	Michael P. Daly
	 	Chief Executive Officer
	 	Berkshire Hills Bancorp, Inc.
	 	24 North Street
	 	Pittsfield, Massachusetts 01201
	 	 
	With copies (which shall	 
	not constitute notice) to:	Wm. Gordon Prescott
	 	Senior Vice President and General Counsel
	 	Berkshire Hills Bancorp, Inc.
	 	24 North Street
	 	Pittsfield, Massachusetts 01201
	 	 
	 	Lawrence Spaccasi, Esq.
	 	Marc Levy, Esq.
	 	Luse Gorman, PC
	 	5335 Wisconsin Avenue, NW
	 	Suite 780
	 	Washington, DC 20015


 


8.           Governing
Law and Choice of Forum. Unless applicable federal law or regulation is deemed controlling, Delaware law shall govern the construction
and enforceability


 




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of this Agreement. Any and all actions concerning any dispute arising
hereunder shall be filed and maintained in the Business Litigation Session of the Superior Court of the Commonwealth of Massachusetts
or, if under applicable law, exclusive jurisdiction over such matters is vested in the Federal courts, the United States District
Court for the District of Massachusetts. Each of the parties to this Agreement, including each Permitted Transferee who becomes
a party to this Agreement, agrees that the Business Litigation Session of the Superior Court of the Commonwealth of Massachusetts
and the United States District Court for the District of Massachusetts may exercise personal jurisdiction over such parties in
any such action.


 


9.           Severability.
If any term, provision, covenant or restriction of this Agreement is held by any governmental authority or a court of competent
jurisdiction to be invalid, void or unenforceable, the remainder of the terms, provisions, covenants and restrictions of this Agreement
shall remain in full force and effect and shall in no way be affected, impaired or invalidated.


 


10.         Successors
and Assigns. This Agreement shall be binding upon and shall inure to the benefit of the parties to this Agreement, as well
as their respective representatives, successors, permitted assigns, heirs and estates.


 


11.         Amendments.
This Agreement may not be modified, amended, altered or supplemented except by a written agreement executed by all of the parties.


 


12.         Definitions.
As used in this Agreement, the following terms shall have the meanings indicated, unless the context otherwise requires:


 


(a)          The
term “acquire” means every type of acquisition, whether effected by purchase, exchange, operation of law or otherwise.


 


(c)          The
term “affiliate” means, with respect to any person, a person or entity that directly, or indirectly through one or
more intermediaries, controls or is controlled by, or is under common control with such other person.


 


(d)          The
term “beneficial owner” has the meaning ascribed to it in, and shall be determined in accordance with,
Rule 13d-3 of the Securities and Exchange Commission’s Rules and Regulations under the Exchange Act.


 


(e)          The
term “change in control” denotes circumstances under which: (i) any person or group becomes the beneficial owner of
shares of capital stock of Berkshire Hills representing twenty-five percent (25%) or more of the total number of
votes that may be cast for the election of the Board of Directors of Berkshire Hills, (ii) the persons who were directors of Berkshire
Hills cease to be a majority of the Board of Directors, in connection with any tender or exchange offer (other than an offer by
Berkshire Hills), merger or other business combination, sale of assets or contested election, or combination of the foregoing,
or (iii) shareholders of Berkshire Hills approve a transaction pursuant to which substantially all of the assets of Berkshire
Hills will be sold.


 


(f)           The
term “control” (including the terms “controlling,” “controlled by,” and “under common
control with”) means the possession, direct or indirect, of the power to direct or


 




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cause the direction of the management, activities or policies of
a person or organization, whether through the ownership of capital stock, by contract, or otherwise.


 


(g)          The
term “group” has the meaning as defined in Section 13(d)(3) of the Exchange Act.


 


(h)          The
term “Hedging Transaction” means any short sale (whether or not against the box) and any sale or grant of any put
option or with respect to Berkshire Hills Common Stock but shall not include a broad-based market basket or index, including the
Nasdaq Bank Index and the KBW Regional Banking Index (or any successor index), that includes, relates to
or derives a portion of its value from Berkshire Hills Common Stock) that is conducted by the Shareholder from the Effective
Time and through the date this Agreement terminates in accordance with Section 5 hereto.


 


(i)           The
term “Monthly Limit” means, as of the Effective Time, 200,000 shares of Berkshire Hills Common Stock. The Monthly Limit
shall be increased (but not decreased) as of each December 31 after the Effective Time, which increase will be effective for the
following calendar year, to equal one hundred twenty percent (120% ) of ADTV for trailing three-month period ending as of that
December 31. As used in this Agreement, the term “ADTV” means the average daily trading volume of Berkshire Hills Common
Stock as reported by S&P Global Market Intelligence (formerly known as SNL Financial). If the Shareholder dies during the term
of this Agreement, the Monthly Limit shall increase automatically to the greater of 300,000 shares of Berkshire Hills Common Stock
or 200% of ADTV for trailing three-month period ended as of December 31 of the immediately preceding year.


 


(j)           The
term “person” includes an individual, group acting in concert, corporation, partnership, association, joint stock company,
trust, unincorporated organization or similar company, syndicate, or any other group formed for the purpose of acquiring, holding
or disposing of the equity securities of Berkshire Hills.


 


(k)          The
term “Shareholder” includes, if applicable, the estate of David G. Massad.


 


(l)           The
term “transfer” means, directly or indirectly, to sell, gift, assign, pledge, encumber, hypothecate or similarly dispose
of (by operation of law or otherwise), either voluntarily or involuntarily, or to enter into any contract, option or other arrangement
or understanding with respect to the sale, gift, assignment, pledge, encumbrance, hypothecation or similar disposition of (by
operation of law or otherwise), any Berkshire Hills Common Stock or any interest in any Berkshire Hills Common Stock; provided,
however, that a merger or consolidation in which Berkshire Hills or any of its Subsidiaries is a constituent corporation shall
not be deemed to be the transfer of any common stock beneficially owned by the Shareholder. The term “transfer”
shall not include a transfer of record (but not beneficial) ownership to transfer shares of Berkshire Hills Common Stock into
“street name” as part of a customary custody arrangement.


 


(m)         The
term “vote” means to vote in person or by proxy, or to give or authorize the giving of any consent as a shareholder
on any matter.


 




    	 	11	 



     


    

 


13.         Termination.
This Agreement shall cease, terminate and have no further force and effect upon the expiration of the term as set forth in Section
5, unless earlier terminated pursuant to Section 4 or Section 5 hereof or by mutual written agreement of the parties.


 


14.         Counterparts;
Facsimile. This Agreement may be executed in any number of counterparts and by the parties in separate counterparts, and signature
pages may be delivered by facsimile, each of which when so executed shall be deemed to be an original and all of which taken together
shall constitute one and the same agreement.


 


15.         Duty
to Execute. Each party agrees to execute any and all documents, and to do and perform any and all acts and things necessary
or proper to effectuate or further evidence the terms and provisions of this Agreement.


 


[Remainder of this page intentionally left
blank.]


 




    	 	12	 



     


    

 


IN WITNESS WHEREOF, this Agreement has been
duly executed by the undersigned and is effective as of the day and year first above written.


 


	BERKSHIRE HILLS BANCORP, INC.	 
	 	 	 
	By:	/s/ Michael P. Daly	 
	 	Michael P. Daly	 
	 	President and Chief Executive Officer	 
	 	 	 
	SHAREHOLDER	 
	 	 	 
	/s/ David G. Massad	 
	David G. Massad	 


 




    	 	13	 



     


    

 


EXHIBIT A


 


David G. Massad beneficially owns 5,807,052 shares of Commerce Common
Stock.


 




    	 	A-1	 



     


    

 


EXHIBIT B


DRAFT


 


CERTIFICATE OF DESIGNATIONS


 


OF


 


SERIES B NON-VOTING PREFERRED STOCK


 


OF


 


BERKSHIRE HILLS BANCORP, INC.


 





 



 


Pursuant to Section 151 of the General

Corporation Law of the State of Delaware


 





 



 


Berkshire Hills Bancorp,
Inc. (the “Corporation”), a corporation organized and existing under and by virtue of the General Corporation
Law of the State of Delaware (the “DGCL”), hereby certifies as follows:


 


FIRST: The Corporation’s
Certificate of Incorporation (as amended, supplemented and/or restated, the “Charter”) authorizes the issuance
of up to 1,000,000 shares of serial preferred stock, par value $0.01 per share (the “Authorized Preferred Stock”),
and further authorizes the Board of Directors of the Corporation (the “Board”) by resolution or resolutions
to provide for the issuance of Authorized Preferred Stock in series and to establish the number of shares to be included in each
such series and to fix the designation, powers, preferences and rights of each such series and any qualifications, limitations
or restrictions thereof; and


 


SECOND: On May 17, 2017,
the Board adopted the following resolution authorizing the creation and issuance of a series of said Authorized Preferred Stock
to be known as “Series B Non-Voting Preferred Stock”:


 


RESOLVED: that, pursuant
to authority conferred upon the Board by Article FOURTH of the Certificate of Incorporation of the Corporation, the Board hereby
designates a new series of preferred stock and the number of shares constituting such series and fixes the powers, preferences,
rights and the qualifications, limitations and restrictions relating to such series as set forth in Attachment A.


 


[Remainder of page intentionally left blank.
Signature page follows.]


 




    	 	B-1	 



     


    

 


IN WITNESS WHEREOF, the
Corporation has caused this Certificate of Designations to be executed by Michael P. Daly, its President and Chief Executive Officer,
this ___ day of ____, _____.


 


	 	BERKSHIRE HILLS BANCORP, INC.
	 	 	 
	 	By:	 
	 	Name:  	Michael P. Daly
	 	Title:  	President and Chief Executive Officer


 




    	 	B-2	 



     


    

 


ATTACHMENT A


 





 



 


Certificate of Designations of


the Series B Non-Voting Preferred Stock
of


Berkshire Hills Bancorp, Inc.


 





 



 


1.           Designation,
Number and Rank. A series of preferred stock is hereby created out of the authorized and unissued shares of preferred stock
of the Corporation. The shares of such series shall be designated as the Series B Non-Voting Preferred Stock, par value $0.01 per
share (the “Series B Non-Voting Preferred Stock”). The number of shares initially constituting the Series B
Non-Voting Preferred Stock shall be [_________]. The Series B Non-Voting Preferred Stock shall be subordinate and junior to all
indebtedness of the Corporation and to all other series of preferred stock of the Corporation, other than any series of preferred
stock the terms of which provide that such series is subordinate or junior to the Series B Non-Voting Preferred Stock in any
respect, and shall rank on parity with the Common Stock of the Corporation (the “Common Stock”) with respect
to the declaration and payment of dividends, except as provided in Section 2, and with respect to distributions upon
the liquidation, dissolution or winding up of the Corporation.


 


2.           Dividends.
The holders of Series B Non-Voting Preferred Stock shall be entitled to receive ratable dividends as provided herein only if and
when dividends are concurrently declared and payable on the shares of Common Stock, out of any assets legally available therefor,
which dividends shall be payable when, as and if declared by the Board of Directors of the Corporation; provided, that no
dividend may be declared or paid on the Common Stock unless a dividend equal to two hundred percent (200%) of the amount declared
or paid on the Common Stock is also concurrently declared or paid, as applicable, on the Series B Non-Voting Preferred Stock.


 


3.           Liquidation.


 


(a)          Upon
the occurrence of a Liquidation Event (as defined below), the assets of the Corporation or proceeds thereof (whether capital or
surplus) remaining available for distribution to shareholders of the Corporation after payment, or provision for payment,
in full of all claims of creditors of the Corporation and all amounts due on any preferred stock or other securities of the Corporation
that are superior and prior in rank to the Common Stock and the Series B Non-Voting Preferred Stock shall be distributed
to the holders of the Common Stock and the Series B Non-Voting Preferred Stock pro rata based, respectively, on the number of
shares of Common Stock outstanding at such time and the number of shares of Common Stock into which the Series B Non-Voting Preferred
Stock outstanding at such time is then convertible.


 


(b)          For
purposes of this Section 3, a “Liquidation Event” means a liquidation, dissolution or winding up of the
Corporation.


 




    	 	B-3	 



     


    

 


4.           Voting.
The Series B Non-Voting Preferred Stock shall not be entitled to vote on any matter except as required by the DGCL. As to all matters
for which voting by class is specifically required by the DGCL, each outstanding share of Series B Non-Voting Preferred Stock shall
be entitled to one vote.


 


5.           Optional
Conversion and Transfer Rights.


 


(a)          Conversion.
Each share of Series B Non-Voting Preferred Stock may convert, at the discretion of the holder and under the Conversion Procedures
set forth on Section 5(d), into two (2) fully paid and nonassessable shares of Common Stock and may be transferred to any person
other than a member of the Acting in Concert Group pursuant to clause (iii), (iv) or (v) of the following sentence. Except as set
forth in clause (b) below, the shares of Series B Non-Voting Preferred Stock are not convertible into Common Stock by a member
of the Acting in Concert Group and may only be transferred by a member of the Acting in Concert Group (i) to another member
of the Acting in Concert Group, (ii) to the Corporation, (iii) in a widespread public distribution, (iv) in a transfer in
which no transferee (or group of associated transferees) would receive two percent (2%) or more of the shares of Common Stock then
outstanding (or two percent (2%) any other class of voting securities of the Corporation), or (v) to a transferee that would control
more than fifty percent (50%) of the voting securities of the Corporation without any transfer from a member of the Acting in Concert
Group.


 


(b)          Less
than 9.9% Shareholder Conversion. Each share of Series B Non-Voting Preferred Stock may convert, at the discretion of the
member of the Acting in Concert Group holding such share and under the Conversion Procedures set forth on Section 5(d), into two
(2) fully paid and nonassessable shares of Common Stock provided that the Acting in Concert Group’s beneficial ownership
in the Corporation, after giving effect to such conversion, would constitute no more than 9.9% of the shares of Common Stock then
outstanding (and no more than 9.9% of the shares of all classes of voting securities of the Corporation when aggregated with any
voting securities of the Corporation held by the members of the Acting in Concert Group), as calculated pursuant to 12 C.F.R. §
225.41 of Regulation Y. Notwithstanding the foregoing Section 5, subsections (a) and (b), the Corporation may restrict such conversion
to the extent it would be inconsistent with, or in violation of, the requirements of any Regulator (as defined below) with respect
to the restrictions on the transfer of the Series B Non-Voting Preferred Stock that are required in order to preserve the “non-voting”
classification of the Series B Non-Voting Preferred Stock for regulatory purposes. Any such restriction shall be imposed and deemed
effective immediately upon the transmittal by the Corporation of written notice to such holder specifying in reasonable detail
the reason for such restriction; and in the event such notice is transmitted after the event giving rise to such automatic conversion,
the restriction shall be deemed to have been imposed and effective retroactively to the time of such event, and such conversion
shall be deemed not to have occurred, so long as such notice is transmitted within ninety (90) days after the event giving rise
to such conversion. Such notice may be dispatched by first class mail, by electronic transmission, or by any other means reasonably
designed and in good faith intended to provide prompt delivery to an executive officer (or equivalent) of, or legal counsel to,
such holder.


 




    	 	B-4	 



     


    

 


(c)          Certain
Definitions. For purposes of this Certificate of Designations and the Corporation’s Certificate of Incorporation as amended
hereby:


 


(i)          the
term “Acting in Concert Group” shall mean the Initial Holder, the Initial Holder's Affiliates, and the Initial
Holder's Immediate Family.


 


(ii)         the
term “Affiliate” shall mean any person or entity that directly or indirectly controls, is controlled by, or
is under common control with a person or entity or any person or entity that is “acting in concert” with a person or
entity as such term is defined by 12 C.F.R. §225.41 of Regulation Y. For purposes of this definition, the term “control”
means the ability, directly or indirectly, to direct or influence the direction of the management and policies of the person in
question, whether such ability arises by virtue of ownership interest, contract right or otherwise. Without limiting the generality
of the foregoing, a person is an Affiliate of another person if the first person (A) is an executive officer (as such term is defined
in Rule 405 of the Securities Act of 1933, as amended) of the second person; (B) is a director of the second person where such
second person is a corporation; (C) is a manager (or an executive officer, director, general partner or manager of an entity that
is a manager) of the second person where such second person is a limited liability company; (D) is a general partner (or an executive
officer, director, general partner or manager of an entity that is a general partner) of the second person where such second person
is a partnership; or (E) directly or indirectly has or shares the power to vote, or direct the voting of, or to dispose of, or
direct the disposition of, securities representing more than ten percent (10%) of the combined voting power of the securities of
the second person.


 


(iii)        the
term "Immediate Family" includes a person's father, mother, stepfather, stepmother, brother, sister, stepbrother,
stepsister, son, daughter, stepson, stepdaughter, grandparent, grandson, granddaughter, father-in-law, mother-in-law, brother-in-law,
sister-in-law, son-in-law, daughter-in-law, the spouse of any of the foregoing, and the person's spouse.


 


(iv)        the
term “Initial Holder” shall mean David G. Massad, in his capacity as a shareholder of the Corporation as of
the Effective Time, and if applicable, any personal representative of, or the estate of, David G. Massad.


 


(v)         the
term “Regulator” shall mean any of (A) the Board of Governors of the Federal Reserve System (whether acting
directly or by or through the Federal Reserve Bank of Boston in such bank’s regulatory capacity); (B) the Federal Deposit
Insurance Corporation; (C) the Massachusetts Division of Banks; (D) any successor agency to any of the foregoing; or
(E) any other federal regulatory authority, whether in existence as of the date hereof or hereafter established, having jurisdiction
over the Corporation or its banking subsidiary.


 


(d)          Conversion
Procedure. To exercise any right of conversion under this Section 5, the holder must surrender the certificate or certificates
evidencing the shares of Series B Non-Voting Preferred Stock to be converted, duly endorsed, at the registered office of the Corporation,
together with a written notice to the Corporation stating that the holder elects to convert all or a specified whole number of
such shares (“Conversion Notice”) in accordance with this Section 5, along with any appropriate documentation that
may be reasonably required by the Corporation. Effective upon the Corporation’s receipt of a Conversion Notice and accompanying


 




    	 	B-5	 



     


    

 


documentation as required above, the shares
of Series B Non-Voting Preferred Stock will be deemed converted into shares of Common Stock as provided for in this Section 5 and,
as soon as practicable thereafter, the Corporation will issue and deliver to the holder of such Series B Non-Voting Preferred Stock
a certificate or certificates representing the number of shares of Common Stock into which the Series B Non-Voting Preferred Stock
was converted. Upon the conversion of any Series B Non-Voting Preferred Stock, such shares will cease to be outstanding for any
purpose, subject to the rights of the holders to receive any unpaid dividends which were declared on such shares as of a record
date preceding the date of conversion (but without any amount in respect of dividends that have not been declared prior to such
conversion date). Unless and until converted, shares of Series B Non-Voting Preferred Stock will not entitle holders thereof to
any rights with respect to Common Stock or other securities issuable upon conversion.


 


6.           Adjustments
for Certain Events.


 


(a)          Changes
in Capitalization. In the event of any stock dividend, stock split, recombination or other similar event affecting the Common
Stock, each share of Series B Non-Voting Preferred Stock shall be adjusted by multiplying such share by a fraction, (i) the numerator
of which is the number of shares of Common Stock outstanding immediately after the effective time of such event (excluding for
such purpose shares of Common Stock issuable upon the conversion of the Series B Non-Voting Preferred Stock but including any other
securities convertible into or exchangeable for shares of Common Stock), and (ii) the denominator of which is the number of shares
of Common Stock outstanding immediately prior to the effective time of such event (excluding for such purpose shares of Common
Stock issuable upon the conversion of the Series B Non-Voting Preferred Stock but including any other securities convertible into
or exchangeable for shares of Common Stock).


 


(b)          Certain
Corporate Transactions. In the event of (i) the acquisition by any person (including a group of related persons within
the meaning of Rule 13d-2 of the Securities Exchange Act of 1934, as amended, whether or not such regulation shall then be applicable
to the Corporation or its securities) of (A) more than fifty percent (50%) of the outstanding capital stock of the Corporation,
or (B) all or substantially all of the assets of the Corporation; or (ii) a merger of the Corporation with or into any
person, or of any person with or into the Corporation, immediately after which the shareholders of the Corporation (as
measured immediately prior to completion of the transaction) own less than a majority of the combined capital stock or membership
interests of the surviving entity, then, in each such case, proper provision shall be made so that the holders of the Series B
Non-Voting Preferred Stock shall be entitled to receive in exchange for or in respect of their shares of Series B Non-Voting Preferred
Stock the same form and amount of consideration, if any, as the holders of the Common Stock receive in exchange for or in respect
of their shares of Common Stock, with the amount of such consideration, if any, to be received for or in respect of each share
of Series B Non-Voting Preferred Stock to be equal to the amount that would be received by a holder of the number of shares of
Common Stock into which one share of Series B Non-Voting Preferred Stock would then be convertible if an event specified in Section
5 had occurred simultaneously therewith.


 


7.           Amendment.
This Certificate of Designations constitutes an agreement between the Corporation and the holders of the Series B Non-Voting Preferred
Stock and may be amended only by the affirmative vote of the Board of Directors of the Corporation and, in addition to any


 




    	 	B-6	 



     


    

 


other vote of shareholders
then required by the DGCL, the holders of a majority of the outstanding shares of Series B Non-Voting Preferred Stock.


 




    	 	B-7