Document:

Relinquishment of Rights Agreement

 Exhibit 10.1 
 RELINQUISHMENT OF RIGHTS AGREEMENT 
 This
Relinquishment of Rights Agreement (this “Agreement”) is made and entered into as of this
3rd day of April, 2012, by and among the various
stockholders identified on the signature page hereto (collectively, the “Stockholders”) and Taylor Capital Group, Inc., a Delaware corporation (the “Company”). 

RECITALS 

WHEREAS, each of the Stockholders and the Company are subject to that certain Share Restriction Agreement, dated November 30, 1998,
as amended (the “Share Restriction Agreement”), which such Share Restriction Agreement provides for certain restrictions on the transfer of any equity securities of the Company (the “Company Stock”) held by the
Stockholders; 
 WHEREAS, pursuant to the Share Restriction Agreement, any Stockholder receiving a Bona Fide Offer (as such term
is defined in the Share Restriction Agreement) to purchase his, her or its shares of Company Stock must first offer to sell such shares to the other Stockholders, and, if such other Stockholders do not exercise their options to purchase the shares,
the Company may at its option, for a period of fifteen (15) days, elect to purchase such shares at the same price and on the same terms as contained in the Bona Fide Offer (such option, the “Company Option”); 

WHEREAS, Section 2.9 of the Company’s Third Amended and Restated By-laws, as such document may be amended or restated from time
to time (the “By-laws”), grants certain of the Stockholders the right to collectively nominate two directors to the Company’s Board of Directors so long as they beneficially own in the aggregate fifteen percent (15%) or
more, and the right to nominate one additional director so long as they beneficially own in the aggregate twenty-five percent (25%) or more, of the total voting power of the outstanding stock entitled to vote generally in the election of the
Company’s directors (the “Nomination Rights”); and 
 WHEREAS, the Company and the Stockholders believe it
to be in their respective best interests for the Stockholders to relinquish their Nomination Rights and any other rights pursuant to a written agreement between any such Stockholder and the Company that may exist granting the Stockholders, in their
capacity as Stockholders, structural rights with respect to the corporate governance of the Company (collectively, the “Governance Rights”) in exchange for the Company’s relinquishment of the Company Option under the Share
Restriction Agreement, upon the terms and conditions set forth in this Agreement; provided, that such Governance Rights shall not include rights of any Stockholder as a stockholder of the Company under the law, the By-laws or other constitutional
documents of the Company that are generally applicable to other stockholders or to any registration rights that may be held by such Stockholders; 
 NOW, THEREFORE, in consideration of the premises and the agreements set forth below, and for other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the
parties agree as follows: 

 ARTICLE I 
 Covenants, Representations and Warranties of the Stockholders 
 Section 1.1
Waiver of Governance Rights. Each of the Stockholders hereby forever waives the Governance Rights to which such Stockholder or any of such Stockholder’s affiliates, heirs, assigns, or successors is otherwise entitled. Each of the
Stockholders acknowledges that, upon execution of this Agreement, he, she or it will forfeit, on his, her or its behalf and that of any of his, her or its affiliates, heirs, assigns, or successors, any and all Governance Rights. 

Section 1.2 Sufficiency of Waiver. Each of the Stockholders hereby represents and warrants to the Company that the Stockholders
party hereto collectively: (a) represent all members of the Taylor Family as such term is defined in Section 2.9 of the Company’s By-laws; and (b) have the requisite power and authority to enter into and perform their respective
obligations under this Agreement such that this Agreement constitutes a legal, valid and binding obligation of each of the Stockholders enforceable in accordance with its terms, subject to general principles of equity. 

Section 1.3 Share Ownership and Voting Covenant. Each of the Stockholders hereby: (a) represents and warrants that such
Stockholder is the record or beneficial owner (other than shares held in a fiduciary capacity for others) of that number of shares of Company Stock set forth in the Stockholder’s signature block on the signature page hereto (the
“Shares”); and (b) agrees to vote (or cause to be voted) all of such Shares in favor of any proposal considered at a meeting of the Company’s stockholders to (i) amend Section 2.9 of the By-laws to remove the
Nomination Rights (such proposal, the “By-laws Amendment”), (ii) amend Paragraph A of Article SEVENTH of the Company’s Third Amended and Restated Certificate of Incorporation, as such document may be amended or restated
from time to time, to remove the requirement that any amendment to the By-laws affecting the Nomination Rights receive the affirmative vote of eighty-five percent (85%) of the Company’s stockholders (such proposal, the “Certificate
Amendment”), (iii) approve the Company’s Fourth Amended and Restated Certificate of Incorporation, substantially in the form attached as Appendix A to the Company’s preliminary proxy statement filed with the Securities and
Exchange Commission on March 30, 2012 and (iv) approve the Company’s Fourth Amended and Restated By-laws, substantially in the form attached as Appendix B to the Company’s preliminary proxy statement filed with the Securities and
Exchange Commission on March 30, 2012; provided, however, that nothing in this Agreement shall prevent the Stockholder (or any representative of the Stockholder) from discharging his, her or its fiduciary duties as a member of the Board
of Directors of the Company. 
 Section 1.4 Further Assurances. Each of the Stockholders hereby agrees: (a) to
furnish upon request to the Company such further information; (b) to execute and deliver to the Company such other documents; and (c) to do such other acts and things; all as the Company may reasonably request for the purpose of carrying
out the intent of this Agreement and the documents referred to in this Agreement. 
 Section 1.5 Release. Each of the
Stockholders hereby knowingly and voluntarily releases, waives and forever discharges the Company, its affiliates, assigns, successors, subsidiaries, directors and officers, of and from any and all claims, known or unknown, which such Stockholder
had, has or may have against the Company pursuant to the Share Restriction Agreement. 

  
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 ARTICLE II 
 Covenants, Representations and Warranties of the Company 
 Section 2.1
Relinquishment of Company Option. The Company hereby agrees to cause its authorized representative to execute, on behalf of the Company, Amendment Number Two to the Share Restriction Agreement, in the form attached hereto as Exhibit A
(the “Share Restriction Agreement Amendment”), to remove the Company Option from the Share Restriction Agreement, immediately following the execution of this Agreement. 

Section 2.2 Release. The Company hereby knowingly and voluntarily releases, waives and forever discharges each of the Stockholders
and all affiliates, heirs, assigns, or successors of each of the Stockholders from any and all claims, known or unknown, which the Company had, has or may have against the Stockholders pursuant to the Share Restriction Agreement. 

Section 2.3 Further Assurances. The Company hereby agrees: (a) to furnish upon request of the Stockholders such further
information; (b) to execute and deliver to the Stockholders such other documents; and (c) to do such other acts and things; all as the Stockholders may reasonably request for the purpose of carrying out the intent of this Agreement and the
documents referred to in this Agreement. 
 ARTICLE III 

Termination 
 Section 3.1 Termination. This Agreement will terminate effective upon the earlier of: (a) such time as (i) the Share Restriction Agreement Amendment has become effective, (ii) the
By-laws Amendment has become effective under the General Corporation Law of the State of Delaware or the applicable law of any such other jurisdiction under which the Company may be organized at the time the By-laws Amendment receives approval of
its stockholders, and (iii) no Stockholder holds any Governance Rights; and (b) such other time as may be mutually agreed upon in writing by the Company and the Stockholders. 

Section 3.2 Effect of Termination. In the event that this Agreement shall be terminated pursuant to Section 3.1, all further
obligations of the parties under this Agreement shall terminate without further liability of any party to another. A termination under Section 3.1 shall not relieve any party of any liability for a breach of this Agreement, or be deemed to
constitute a waiver of any available remedy (including specific performance if available) for any such breach. Nothing in this Section 3.2 shall relieve either party to this Agreement of liability for a breach of a covenant or obligation under
this Agreement prior to the termination of this Agreement pursuant to Section 3.1. 

  
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 ARTICLE IV 
 Miscellaneous Provisions 
 Section 4.1 Notice. Any notices or other
communications required or permitted to be given under the terms of this Agreement must be in writing and will be deemed to have been delivered: (a) upon receipt, when delivered personally; (b) upon receipt, when sent by facsimile
(provided confirmation of transmission is mechanically or electronically generated and kept on file by the sending party); or (c) one business day after deposit with an overnight courier service, in each case addressed: (x) if to the
Company, to its office at 9550 West Higgins Road, Rosemont, Illinois 60018, Attention: Corporate Secretary; or (y) if to any Stockholder, to the applicable address for receipt of notice for such Stockholder as provided for in the Share
Restriction Agreement; or (z) to such other address as the Company or any such Stockholder, as the case may be, shall have designated by notice similarly given. 
 Section 4.2 Entire Agreement. This Agreement hereby embodies the entire agreement and understanding of the parties hereto with respect to the subject matter hereof and supersedes all prior and
contemporaneous oral or written agreements, representations, warranties, contracts, correspondence, conversations, memoranda and understandings between or among the parties or any of their agents, representatives or affiliates relative to such
subject matter, including any term sheets, emails or draft documents. 
 Section 4.3 Assignment; Binding Agreement. This
Agreement and the various rights and obligations arising hereunder shall inure to the benefit of and be binding upon the parties hereto and their successors and assigns. 
 Section 4.4 Counterparts. This Agreement may be executed in multiple counterparts, and on separate counterparts, each of which shall be deemed an original, but all of which taken together shall
constitute one and the same instrument. Any counterpart or other signature hereupon delivered by facsimile or other electronic transmission shall be deemed for all purposes as constituting good and valid execution and delivery of this Agreement by
such party. 
 Section 4.5 Specific Performance. The parties hereto agree that irreparable damage would occur in the
event that any of the provisions of this Agreement were not performed in accordance with their specific terms or were otherwise breached. It is accordingly agreed that the parties shall be entitled to specific performance of the terms and provisions
hereof, in addition to any other remedy to which they are entitled at law or in equity. 
 Section 4.6 Governing Law;
Jurisdiction; Jury Trial. All questions concerning the construction, validity, enforcement and interpretation of this Agreement shall be governed by the internal laws of the State of Delaware, without giving effect to any choice of law or
conflict of law provision or rule (whether of the State of Delaware or any other jurisdictions) that would cause the application of the laws of any jurisdictions other than the State of Delaware. Each party hereby irrevocably submits to the
exclusive jurisdiction of the state and federal courts sitting in the State of Delaware for the adjudication of any dispute hereunder or in connection herewith or with any transaction contemplated hereby or discussed herein, and hereby irrevocably
waives, and agrees not to assert in any suit, action or proceeding, any claim that it is not personally subject to the jurisdiction of any such court, that such suit, action or proceeding is 

  
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brought in an inconvenient forum or that the venue of such suit, action or proceeding is improper. Each party hereby irrevocably waives personal service of process and consents to process being
served in any such suit, action or proceeding by mailing a copy thereof to such party at the address for such notices to it under this Agreement and agrees that such service shall constitute good and sufficient service of process and notice thereof.
Nothing contained herein shall be deemed to limit in any way any right to serve process in any manner permitted by law. EACH PARTY HEREBY IRREVOCABLY WAIVES ANY RIGHT IT MAY HAVE, AND AGREES NOT TO REQUEST, A JURY TRIAL FOR THE ADJUDICATION OF
ANY DISPUTE HEREUNDER OR IN CONNECTION WITH OR ARISING OUT OF THIS AGREEMENT OR ANY TRANSACTION CONTEMPLATED HEREBY. 

Section 4.7 No Third Party Beneficiaries or Other Rights. Nothing herein shall grant to or create in any person not a party
hereto, or any such person’s dependents or heirs, any right to any benefits hereunder, and no such party shall be entitled to sue any party to this Agreement with respect thereto. 

Section 4.8 Waiver; Consent. This Agreement may not be changed, amended, terminated, augmented, rescinded or discharged (other
than in accordance with its terms), in whole or in part, except by a writing executed by the parties hereto. No waiver of any of the provisions or conditions of this Agreement or any of the rights of a party hereto shall be effective or binding
unless such waiver shall be in writing and signed by the party hereto claimed to have given such waiver or consented thereto. Except to the extent otherwise agreed in writing, no waiver of any term, condition or other provision of this Agreement, or
any breach thereof shall be deemed to be a waiver of any other term, condition or provision or any breach thereof, or any subsequent breach of the same term, condition or provision, nor shall any forbearance to seek a remedy for any noncompliance or
breach be deemed to be a waiver of a party’s rights and remedies with respect to such noncompliance or breach. 
 Section
4.9 Construction; Interpretation; Certain Terms. The headings contained in this Agreement are for reference purposes only and shall not affect in any way the meaning or interpretation of this Agreement. Section, recital and party references
are to this Agreement unless otherwise stated. The words “hereof,” “herein,” “hereunder” and words of similar import shall refer to this Agreement as a whole and not to any particular section or provision of this
Agreement, and reference to a particular section of this Agreement shall include all subsections thereof. The term “including” as used in this Agreement shall mean including, without limitation, and shall not be deemed to indicate an
exhaustive enumeration of the items at issue. All terms and words used in this Agreement, regardless of the number or gender in which they are used, shall be deemed to include any other number and any other gender as the context may require. No
party, nor its counsel, shall be deemed the drafter of this Agreement for purposes of construing the provisions of this Agreement. 
 Section 4.10 Severability. If any one or more of the provisions contained herein, or the application thereof in any circumstance, is held invalid, illegal or unenforceable, the validity, legality
and enforceability of any such provision in every other respect and of the remaining provisions contained herein shall not be affected or impaired thereby. 
 [Remainder of page intentionally left blank] 

  
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 IN WITNESS WHEREOF, each of the parties hereto has caused this Relinquishment of Rights
Agreement to be executed as of the date first above written. 
  

			
	COMPANY:
	
	TAYLOR CAPITAL GROUP, INC.
		
	By:	 	/s/ Mark A. Hoppe
	Name:	 	Mark A. Hoppe
	Title:	 	President and Chief Executive Officer
	
	STOCKHOLDERS:
	
	VOTING TRUST AGREEMENT DATED AS OF NOVEMBER 30, 1998,
AS AMENDED
	SHARES: 4,728,945
		
	By:	 	/s/ Jeffrey W. Taylor
	Name:	 	Jeffrey W. Taylor
	Title:	 	Trustee
		
	By:	 	/s/ Bruce W. Taylor
	Name:	 	Bruce W. Taylor
	Title:	 	Trustee
		
	By:	 	/s/ Cindy Taylor Robinson
	Name:	 	Cindy Taylor Robinson
	Title:	 	Trustee
	
	CINDY L. TAYLOR GIFT TRUST U/A/D 6/10/82
	SHARES: 39,780
		
	By:	 	/s/ Cindy Taylor Robinson
	Name:	 	Cindy Taylor Robinson
	Title:	 	Co-Trustee
		
	By:	 	/s/ Susan Taylor
	Name:	 	Susan Taylor
	Title:	 	Co-Trustee

 [Signature Page 1 to Relinquishment of Rights Agreement] 

			
	BRUCE W. TAYLOR GIFT TRUST U/A/D 6/10/82
	SHARES: 39,720
		
	By:	 	/s/ Bruce W. Taylor
	Name:	 	Bruce W. Taylor
	Title:	 	Co-Trustee
		
	By:	 	/s/ Cindy Taylor Robinson
	Name:	 	Cindy Taylor Robinson
	Title:	 	Co-Trustee
	
	JEFFREY W. TAYLOR GIFT TRUST U/A/D 6/10/82
	SHARES: 39,780
		
	By:	 	/s/ Jeffrey W. Taylor
	Name:	 	Jeffrey W. Taylor
	Title:	 	Co-Trustee
		
	By:	 	/s/ Brian Taylor
	Name:	 	Brian Taylor
	Title:	 	Co-Trustee

 [Signature Page 2 to Relinquishment of Rights Agreement] 

 EXHIBIT A 

AMENDMENT NUMBER TWO TO SHARE RESTRICTION
AGREEMENT 
 (See Exhibit 10.2)Amendment Number Two to Share Restriction Agreement

 Exhibit 10.2 
 AMENDMENT NUMBER TWO TO SHARE RESTRICTION AGREEMENT 
 WHEREAS, the various
persons identified on the signature page hereto (collectively, the “Stockholders”) and Taylor Capital Group, Inc., a Delaware corporation (the “Company”), represent all existing parties to that certain Share
Restriction Agreement, dated November 30, 1998, as subsequently amended by that certain Amendment Number One of Share Restriction Agreement, dated December 1, 1999 (the “Agreement”); and 

WHEREAS, pursuant to the terms of that certain Relinquishment of Rights Agreement, dated April 3, 2012, between the Stockholders and
the Company, the parties desire to amend the Agreement to remove the Company as a party to, and any and all rights granted to the Company pursuant to Paragraph 4 of, the Agreement; 

NOW, THEREFORE, the parties hereto do hereby amend the Agreement as follows: 

FIRST: Subparagraph (a) of Paragraph 4 of the Agreement shall be amended by replacing the same with the following: 

“(a) If any Stockholder shall receive a Bona Fide Offer to purchase any of his, her or its Shares, which Bona Fide Offer is
acceptable to such Stockholder (herein “the Seller”), then in such event the Seller shall promptly give written notice to the other Stockholders of the Seller’s intention to sell the subject Shares, which notice shall include a
photocopy of such Bona Fide Offer, a copy of the check representing the earnest money deposit of the purchase price, and an offer by the Seller to sell the subject Shares to the other Stockholders in accordance with the terms hereof.”

 SECOND: Subparagraph (b)(3) of Paragraph 4 of the Agreement shall be amended by replacing the same with the following:

 “(3) [Reserved]” 
 THIRD: Subparagraph (b)(4) of Paragraph 4 of the Agreement shall be amended by replacing the same with the following: 
 “(4) Notwithstanding the foregoing, the exercise of any option provided for in subparagraph 4(b)(1) or 4(b)(2) above shall be void and of no force or effect unless such options, in the aggregate,
shall have been exercised with respect to all of the Shares proposed to be sold by Seller.” 
 FOURTH: Upon the
effectiveness of this Amendment, the Company shall no longer be a party to the Agreement. 
 FIFTH: In all other respects the
parties do hereby affirm and ratify the Agreement. 
 [Remainder of page intentionally left blank] 

 IN WITNESS WHEREOF, the parties have executed this Amendment as of the 3rd day of April,
2012. 
  

			
	COMPANY:
	
	TAYLOR CAPITAL GROUP, INC.
		
	By:	 	/s/ Mark A. Hoppe
		 	  

	Name:	 	Mark A. Hoppe
	Title:	 	President and Chief Executive Officer
	
	STOCKHOLDERS:
	
	VOTING TRUST AGREEMENT DATED AS OF NOVEMBER 30, 1998,
AS AMENDED
		
	By:	 	/s/ Jeffrey W. Taylor
		 	  

	Name:	 	Jeffrey W. Taylor
	Title:	 	Trustee
		
	By:	 	/s/ Bruce W. Taylor
		 	  

	Name:	 	Bruce W. Taylor
	Title:	 	Trustee
		
	By:	 	/s/ Cindy Taylor Robinson
		 	  

	Name:	 	Cindy Taylor Robinson
	Title:	 	Trustee
	
	CINDY L. TAYLOR GIFT TRUST U/A/D 6/10/82
		
	By:	 	/s/ Cindy Taylor Robinson
		 	  

	Name:	 	Cindy Taylor Robinson
	Title:	 	Co-Trustee
		
	By:	 	/s/ Susan Taylor
		 	  

	Name:	 	Susan Taylor
	Title:	 	Co-Trustee

 [Signature Page 1 to Amendment Number Two to Share Restriction Agreement] 

			
	BRUCE W. TAYLOR GIFT TRUST U/A/D 6/10/82
		
	By:	 	/s/ Bruce W. Taylor
		 	  

	Name:	 	Bruce W. Taylor
	Title:	 	Co-Trustee
		
	By:	 	/s/ Cindy Taylor Robinson
		 	  

	Name:	 	Cindy Taylor Robinson
	Title:	 	Co-Trustee
	
	JEFFREY W. TAYLOR GIFT TRUST U/A/D 6/10/82
		
	By:	 	/s/ Jeffrey W. Taylor
		 	  

	Name:	 	Jeffrey W. Taylor
	Title:	 	Co-Trustee
		
	By:	 	/s/ Brian Taylor
		 	  

	Name:	 	Brian Taylor
	Title:	 	Co-Trustee

 [Signature Page 2 to Amendment Number Two to Share Restriction Agreement]

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