Exchange Agreement, dated March 26, 2012



 Exhibit 10.1 
 EXCHANGE AGREEMENT 
 This Exchange Agreement (this
“Agreement”) is made and entered into as of this 26th day of March, 2012 by and between Taylor Capital Group, Inc., a Delaware corporation (the “Company”), and Prairie Capital IV, L.P. (“Prairie
IV”) and Prairie Capital IV QP, L.P. (“Prairie IV QP,” each of Prairie IV and Prairie IV QP, a “Holder” and, together, the “Holders”). 

RECITALS 

WHEREAS, each of the Holders is the beneficial owner of such number of shares of the Company’s Nonvoting Convertible Preferred
Stock, Series D (the “Series D Preferred”), and Non-Voting Convertible Preferred Stock, Series G (the “Series G Preferred”), as is set forth on Exhibit A hereto; 

WHEREAS, the Company and each of the Holders desire to exchange all such shares of Series D Preferred and Series G Preferred beneficially
owned by such Holder for an equal number of shares of the Company’s Nonvoting Convertible Preferred Stock (the “Nonvoting Preferred”), all upon the terms and conditions set forth in this Agreement (the “Exchange
Transaction”); 
 WHEREAS, the Exchange Transaction is being made in reliance upon the exemption from registration
provided by Section 3(a)(9) of the Securities Act of 1933, as amended (the “Securities Act”); and 

WHEREAS, following the Closing (as defined herein), the Company will file a Registration Statement on Form S-3 with the Securities and
Exchange Commission (the “SEC”) pursuant to which the resale of all of the shares of Nonvoting Preferred issued in the Exchange Transaction, as well as all Conversion Shares (as defined herein) issuable upon conversion thereof, will
be registered under the Securities Act; 
 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 
 Exchange 

Section 1.1 Exchange of Series D Preferred and Series G Preferred. Upon the terms and subject to the satisfaction or waiver
of the conditions set forth in this Agreement, at the Closing (as defined herein), the Company shall issue to each of the Holders, and each of the Holders severally and not jointly agrees to acquire from the Company, one share of Nonvoting Preferred
(such Holder’s “Nonvoting Preferred Shares”) in exchange for each share of Series D Preferred and/or Series G Preferred beneficially owned by such Holder (such Holder’s “Exchanged Preferred Shares”).








 Section 1.2 Closing. Subject to the terms and conditions hereof, the closing of
the transactions contemplated by this Agreement (the “Closing”) shall take place on the third business day after the conditions to the Closing have been duly satisfied or waived (other than those conditions that by their terms are
to be satisfied at the Closing), or on such other date as the parties may agree in writing (the “Closing Date”). The Closing shall take place at the offices of Barack Ferrazzano Kirschbaum & Nagelberg LLP, 200 West Madison
Street, Suite 3900, Chicago, Illinois 60606, or at such other place as the parties may agree in writing. At the Closing: (a) each Holder shall deliver or cause to be delivered to the Company all of such Holder’s right, title and interest
in and to all of such Holder’s Exchanged Preferred Shares, together with such other documents or instruments of conveyance or transfer as may be necessary or desirable to transfer to and confirm in the Company all right, title and interest in
and to such Holder’s Exchanged Preferred Shares; and (b) the Company shall issue to each Holder such Holder’s Nonvoting Preferred Shares. The parties agree that: (x) delivery of the Exchanged Preferred Shares, in each case, to
the Company shall satisfy any obligations hereunder that the Holders have to pay for such Holder’s Nonvoting Preferred Shares; and (y) delivery of such Holder’s Nonvoting Preferred Shares shall satisfy any obligations hereunder that
the Company has to deliver securities to the Holders. 
 Section 1.3 Conditions to Closing. 

(a) The obligations of each Holder hereunder to consummate the transactions contemplated hereby at the Closing are subject to the
satisfaction, at or before the Closing Date, of each of the following conditions; provided that these conditions are for each Holder’s sole benefit and may be waived by such Holder at any time in its sole discretion by providing the Company
with prior written notice thereof: 
 (i) The Company shall have duly executed and delivered to each of the Holders each of the
Transaction Documents (as defined herein); 
 (ii) The Company shall have executed and delivered to each Holder such
Holder’s Nonvoting Preferred Shares; 
 (iii) The representations and warranties of the Company in this Agreement shall be
true and correct on and as of the Closing Date with the same effect as if made on the Closing Date and the Company shall have performed, satisfied and complied with all of the covenants, agreements and conditions on its part to be performed,
satisfied or complied with at or prior to the Closing Date; 
 (iv) The Certificate of Designations of the Nonvoting Preferred
of the Company (the “Certificate of Designations”) shall have been duly filed with the Secretary of State of the State of Delaware and shall be in full force and effect and shall not have been amended; 

(v) The Company shall have submitted to the NASDAQ Stock Market, to the extent required, a Notification: Listing of Additional Shares
form (the “NASDAQ Application”) (along with any required supporting documentation) for the Conversion Shares issuable upon conversion of all of the Nonvoting Preferred Shares issued to the Holders and, if the NASDAQ Application is
submitted, received acceptance of such NASDAQ Application from the NASDAQ Listing Department; 

  
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 (vi) There is no condition or requirement being imposed on the Holders by any Bank
Regulatory Authority (as defined herein) in connection with the transactions contemplated hereby other than those that the parties have specifically agreed to as of the date of this Agreement; 

(vii) There is no condition or requirement being imposed on any other party by any Bank Regulatory Authority in connection with the
transactions contemplated hereby that could have a materially adverse consequence for the Holders or any of their affiliates; 

(viii) All material governmental consents, orders and approvals legally required for the consummation of the transactions contemplated
hereby, if any, shall have been obtained and be in full force and effect, including any Bank Regulatory Approvals; and 
 (ix)
No court or other Governmental Authority (as defined below) having jurisdiction over the Company or any of its subsidiaries or any Holder shall have instituted, enacted, issued, promulgated, enforced or entered any Requirement of Law (as defined
herein), whether temporary, preliminary or permanent, that is then in effect and that: (i) has the effect of making illegal or otherwise prohibiting or invalidating consummation of any of the transactions contemplated hereby or by any other
Transaction Document (collectively, the “Transactions”) or any provision of this Agreement or any other Transaction Document; or (ii) seeks to restrain, prohibit or invalidate the consummation of any of the Transactions or to
invalidate any provision of this Agreement or any other Transaction Document. For purposes hereof, “Governmental Authority” means any government or political subdivision or department thereof, any governmental or regulatory body,
commission, board, bureau, agency or instrumentality, or any court or arbitrator or alternative dispute resolution body, in each case whether federal, state, local, foreign or supranational. 

(b) The obligations of the Company hereunder to consummate the transactions contemplated hereby at the Closing are subject to the
satisfaction, at or before the Closing Date, of each of the following conditions, provided that these conditions are for the Company’s sole benefit and may be waived by the Company at any time in its sole discretion by providing each Holder
with prior written notice thereof: 
 (i) Each of the Holders shall have duly executed and delivered to the Company each of the
Transaction Documents to which it is a party; 
 (ii) Each of the Holders shall have delivered, or caused to be delivered, to
the Company such Holder’s Exchanged Preferred Shares; 
 (iii) All material governmental consents, orders and approvals
legally required for the consummation of the transactions contemplated hereby, if any, shall have been obtained and be in full force and effect, including any Bank Regulatory Approvals; and 

(iv) No court or other Governmental Authority having jurisdiction over the Company or any of its subsidiaries or any Holder shall have
instituted, enacted, issued, promulgated, enforced or entered any Requirement of Law, whether temporary, preliminary or 

  
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permanent, that is then in effect and that: (A) has the effect of making illegal or otherwise prohibiting or invalidating consummation of any of the Transactions or any provision of this
Agreement or any other Transaction Document; or (B) seeks to restrain, prohibit or invalidate the consummation of any of the Transactions or to invalidate any provision of this Agreement or any other Transaction Document. 

ARTICLE II 

Representations and Warranties of the Holders 
 Each of the Holders, severally and not jointly, does hereby make the following representations and warranties, each of which is true and correct on the date hereof and the Closing Date and shall survive
the Closing Date and the transactions contemplated hereby to the extent set forth herein. 
 Section 2.1 Existence and
Power. 
 (a) Such Holder is duly organized, validly existing and in good standing under the laws of the jurisdiction of its
organization and has the power, authority and capacity to execute and deliver this Agreement, to perform its obligations hereunder, and to consummate the transactions contemplated hereby. 

(b) The execution by such Holder of this Agreement and any other Transaction Documents to which such Holder is a party and the
consummation by such Holder of the transactions contemplated hereby and thereby do not and will not: (i) conflict with, or constitute a default (or an event which with notice or lapse of time or both would become a default) under, or give to
others any rights of termination, amendment, acceleration or cancellation of, any agreement, indenture or instrument to which such Holder is a party; or (ii) subject to receipt of any Bank Regulatory Approvals, result in a violation of any
Requirement of Law applicable to such Holder, except, in the case of clauses (i) and (ii) above, where such defaults, terminations, amendments, accelerations, cancellations, or violations would not, individually or in the aggregate,
reasonably be expected to have a material adverse effect (A) on the transactions contemplated by this Agreement or any other Transaction Document or (B) on the authority or ability of such Holder to enter into and perform its obligations
under this Agreement and any other Transaction Document. For purposes hereof, “Bank Regulatory Approvals” means the approvals and consents of each of the Bank Regulatory Authorities which are required to be obtained by any party
hereto (or deemed advisable by any party hereto in its sole discretion) prior to consummation of the Transactions; “Bank Regulatory Authorities” means the Federal Reserve Board, the Federal Deposit Insurance Corporation, and the
Illinois Department of Financial and Professional Regulation; and “Requirement of Law” means any judgment, order (whether temporary, preliminary or permanent), writ, injunction, decree, statute, rule, regulation, notice, law or
ordinance and shall also include any rules, regulations and interpretations of any applicable self-regulatory organizations. 

Section 2.2 Valid and Enforceable Agreement; Authorization. This Agreement has been duly executed and delivered by such Holder
and constitutes a legal, valid and binding obligation of such Holder, enforceable against such Holder in accordance with its terms, except as such enforcement may be subject to: (a) bankruptcy, insolvency, reorganization, moratorium


  
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or other similar laws affecting or relating to enforcement of creditors’ rights generally; and (b) general principles of equity. As of the Closing Date, any other Transaction Documents
to which such Holder is a party will have been duly executed and delivered by such Holder and will constitute legal, valid and binding obligations of such Holder, enforceable against such Holder in accordance with their terms, except as such
enforcement may be subject to: (x) bankruptcy, insolvency, reorganization, moratorium or other similar laws affecting or relating to enforcement of creditors’ rights generally; and (y) general principles of equity. 

Section 2.3 Title to Exchanged Preferred Shares. Such Holder is a beneficial owner of and has the investment power, including
the power to dispose of, and has good and valid title to, such Holder’s Exchanged Preferred Shares being exchanged by such Holder as set forth on Exhibit A attached hereto, free and clear of any mortgage, lien, pledge, charge, security
interest, encumbrance, title retention agreement, option, equity or other adverse claim thereto. Such Holder has not, at any time, in whole or in part: (a) assigned, transferred, hypothecated, pledged or otherwise disposed of such Holder’s
Exchanged Preferred Shares or its rights in such Holder’s Exchanged Preferred Shares being exchanged by such Holder hereby; or (b) given any Person any transfer order, power of attorney or other authority of any nature whatsoever with
respect to such Holder’s Exchanged Preferred Shares. For purposes hereof, “Person” means an individual, a limited liability company, a partnership, a joint venture, a corporation, a trust, an unincorporated organization or a
government or any department or agency thereof or any other legal entity. 
 Section 2.4 No Public Market. Such
Holder understands that no public market now exists for the Nonvoting Preferred Shares, and that the Company has made no assurance that a public market will ever exist for the Nonvoting Preferred Shares. 

ARTICLE III 

Representations, Warranties and Covenants of the Company 
 The Company hereby makes the following representations, warranties and covenants, each of which is true and correct on the date hereof and the Closing Date and shall survive the Closing Date and the
transactions contemplated hereby to the extent set forth herein. 
 Section 3.1 Existence and Power. 

(a) The Company is a corporation duly organized, validly existing and in good standing under the laws of the State of Delaware and has the
power, authority and capacity to own its properties, to carry on its business as currently conducted and proposed to be conducted, to execute and deliver this Agreement and any other agreements entered into by the Company in connection with the
transactions contemplated by this Agreement (collectively, the “Transaction Documents”), to perform the Company’s obligations hereunder and thereunder, and to consummate the transactions contemplated hereby and thereby.

 (b) Subject to: (i) receipt of any Bank Regulatory Approvals, if any, to be obtained by any party hereto prior to
consummation of the transactions contemplated hereby; (ii) the filing with the Secretary of State of the State of Delaware of the Certificate of Designations prior to the issuance of the Nonvoting Preferred Shares; and (iii) the filings


  
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contemplated by Sections 3.5, 3.6 and 3.8, the execution, delivery and performance of this Agreement and any other Transaction Document by the Company and the consummation by the Company of the
transactions contemplated hereby and thereby, including the issuance of all of the Nonvoting Preferred Shares and shares of the Company’s common stock, $0.01 par value per share (the “Common Stock”), issuable upon conversion of
the Nonvoting Preferred Shares (the “Conversion Shares”), (A) does not require the consent, approval, authorization, order, registration or qualification of, or filing with, any governmental or self-regulatory authority or
court, or body or arbitrator having jurisdiction over the Company; (B) does not and will not conflict with or violate any provision of the Third Amended and Restated Certificate of Incorporation of the Company (the “Certificate of
Incorporation”) or the Company’s Third Amended and Restated Bylaws (the “Bylaws”); and (C) does not and will not conflict with, or constitute a default (or an event which with notice or lapse of time or both would
become a default) under, or give to others any rights of termination, amendment, acceleration or cancellation of, any agreement, indenture or instrument to which the Company or any of its subsidiaries is a party, or result in a violation of any
Requirement of Law applicable to the Company or any of its subsidiaries or any regulation of the NASDAQ Stock Market applicable to the Company; except, in the case of clauses (A) and (C) above, where the failure to make such filings or
obtain such consents, approvals, authorizations, orders, registrations or qualifications would not, and where such defaults, terminations, amendments, accelerations, cancellations, or violations would not, individually or in the aggregate,
reasonably be expected to have a material adverse effect: (I) on the business, condition (financial or otherwise), properties or results of operations of the Company and its subsidiaries, considered as one enterprise; (II) on the transactions
contemplated by this Agreement or any other Transaction Document; or (III) on the authority or ability of the Company to enter into and perform its obligations under this Agreement and any other Transaction Document. 

Section 3.2 Valid and Enforceable Agreement; Authorization. The execution, delivery and performance of this Agreement and any
other Transaction Document by the Company and the consummation by the Company of the Transactions, including the issuance of the Nonvoting Preferred Shares and the reservation for issuance and the issuance of the Conversion Shares upon conversion of
the Nonvoting Preferred Shares, as applicable, have been duly authorized by the Board of Directors of the Company (the “Board of Directors”), and no further consent, authorization or approval is required therefor by the Company or
the Board of Directors or the Company’s stockholders under the Certificate of Incorporation, the Bylaws, or applicable law. This Agreement has been duly executed and delivered by the Company and constitutes a legal, valid and binding obligation
of the Company, enforceable against the Company in accordance with its terms, except that such enforcement may be subject to: (a) bankruptcy, insolvency, reorganization, moratorium or other similar laws affecting or relating to enforcement of
creditors’ rights generally; and (b) general principles of equity. As of the Closing Date, any other Transaction Documents will have been duly executed and delivered by the Company and will constitute legal, valid and binding obligations
of the Company, enforceable against the Company in accordance with their terms, except as such enforcement may be subject to: (a) bankruptcy, insolvency, reorganization, moratorium or other similar laws affecting or relating to enforcement of
creditors’ rights generally; and (b) general principles of equity. 

  
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 Section 3.3 Valid Issuance of Securities. 

(a) Upon issuance to the Holders, the Nonvoting Preferred Shares will have been duly authorized and validly issued without violation of
the preemptive rights of any Person and will be fully paid and nonassessable, free and clear of any liens or encumbrances, taxes or charges with respect to the issuance thereof and shall be entitled to the rights and preferences set forth in the
Certificate of Designations. As of the Closing, a number of shares of Common Stock shall have been duly authorized and reserved for issuance which equals at least the maximum number of Conversion Shares then issuable upon conversion of the Nonvoting
Preferred Shares. Upon issuance or conversion in accordance with the Certificate of Designations, the Conversion Shares will be validly issued, fully paid and nonassessable and free from all preemptive or similar rights, taxes, liens or encumbrances
or charges with respect to the issuance thereof, with the holders being entitled to all rights accorded to a holder of Common Stock. 
 (b) Subject to the accuracy of the representations and warranties of the Holders in this Agreement, the issuance by the Company of the Nonvoting Preferred Shares is, and the issuance of the Conversion
Shares issuable upon conversion of the Nonvoting Preferred Shares will be, exempt from registration under the Securities Act and state securities laws pursuant to the exemption from registration set forth in Section 3(a)(9) of the Securities
Act and similar exemptions under state law. 
 Section 3.4 Legal Proceedings. There is no suit, action, proceeding
(including any compliance, enforcement or disciplinary proceeding), arbitration, formal or informal inquiry, audit, inspection, investigation or formal order of investigation of complaint, to which the Company or any of its subsidiaries is a party
pending or, to the knowledge of the Company, threatened or contemplated, before any court, administrative or regulatory body, governmental authority, arbitrator, mediator or similar body that challenges the validity or propriety of any of the
transactions contemplated hereby. 
 Section 3.5 Blue Sky. The Company shall, on or before the Closing Date, take
such action, at the Company’s sole expense, as the Company shall reasonably determine is necessary in order to obtain an exemption for or to qualify the Nonvoting Preferred Shares for offer and sale to the Holders at the Closing pursuant to
this Agreement under applicable securities or “Blue Sky” laws of the states of the United States (or to obtain an exemption from such qualification) and shall provide evidence of any such action so taken to the Holders on or prior to the
Closing Date at the Holders’ request. At the Company’s sole expense, the Company shall make all filings and reports relating to the offer and sale of the Securities required under applicable securities or “Blue Sky” laws of the
states of the United States following the Closing Date. 
 Section 3.6 Disclosure of Transactions and Other Material
Information. As soon as reasonably practicable, but in no event later than the fourth business day following the date of this Agreement, the Company shall issue a press release and file a Current Report on Form 8-K describing the terms of the
transactions contemplated by the Transaction Documents in the form required by the Securities Exchange Act of 1934, as amended, and attaching any material Transaction Documents as exhibits to such filing. 

  
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 Section 3.7 Delivery of Certificates. Whenever any Holder Transfers (as defined
in the Certificate of Designations) any shares of Nonvoting Preferred pursuant to a Widely Dispersed Offering or Conversion Event (as defined in the Certificate of Designations), the Company shall use reasonable best efforts to cause the timely
preparation and delivery of certificates (which shall not bear any restrictive legends as a result of the registration contemplated by Section 3.8) representing Conversion Shares issued upon conversion of any shares of Nonvoting Preferred, or
upon the sale of any shares of Nonvoting Preferred pursuant to a Widely Dispersed Offering or Conversion Event, and enable such securities to be in such denominations and registered in such names as such transferring Holders may request. Such
reasonable best efforts shall include, but not be limited to, using its reasonable best efforts to cause the Company’s counsel to deliver any legal opinions required by the transfer agent or managing underwriter in order to prepare and deliver
such certificates and reflect such transfer and conversion as well as taking such other actions as reasonably requested by a Holder in order to give effect to the provisions of this Section 3.7. No Holder shall be required to deliver or cause
to be delivered any legal opinion in connection with getting such securities properly certificated (without any restrictive legends) in accordance with this Section 3.7. 
 Section 3.8 Registration of Shares. The Company shall prepare and file with the SEC a Registration Statement on Form S-3 (the “Registration Statement”) covering the resale of
all of the Nonvoting Preferred Shares, as well as any Conversion Shares issuable upon conversion thereof, pursuant to Rule 415 promulgated under the Securities Act, on a non-underwritten basis, as soon as practicable following the Closing but in no
event later than April 30, 2012. The Registration Statement will be deemed to be the “Registration Statement” referred to in Section 1.2 of that certain Registration Rights Agreement by and among the Company and each of the
Holders dated as of October 21, 2010 (the “Registration Rights Agreement”) and, regardless of the difference in the timing of the filing of the Registration Statement and the inclusion of the Nonvoting Preferred Shares issued
in exchange for 220,000 shares of the Series G Preferred (and the Conversion Shares issuable upon conversion thereof), all of the terms of the Registration Rights Agreement that apply to a registration statement filed pursuant to the Company’s
obligations in Section 1.2 of the Registration Rights Agreement shall apply to the Registration Statement. Nothing in this Agreement shall otherwise alter or limit the Holders’ rights under the Registration Rights Agreement. 

ARTICLE IV 

Termination 

Section 4.1 Termination by Mutual Consent. This Agreement may be terminated at any time prior to the Closing by mutual written
consent of the Company and the Holders. 
 Section 4.2 Termination by Either Company or Holders. This Agreement may
be terminated by either the Company or the Holders at any time prior to Closing if the Closing has not occurred on or before May 30, 2012 (the “Outside Date”); provided, however, that the right to terminate this Agreement under
this clause will not be available to any party to this Agreement whose failure to fulfill any of its obligations under this Agreement has been a principal cause of, or resulted in, the failure of the Closing to have occurred by such date.


  
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 Section 4.3 Effect of Termination. In the event that this Agreement shall be
terminated pursuant to Section 4.1 or Section 4.2, all further obligations of the parties under this Agreement shall terminate without further liability of any party to another. A termination under Section 4.1 or Section 4.2
shall not relieve any party of any liability for a breach of, or for any misrepresentation under this Agreement, or be deemed to constitute a waiver of any available remedy (including specific performance if available) for any such breach or
misrepresentation. Nothing in this Section 4.3 shall relieve either party to this Agreement of liability for a breach of a covenant or obligation under this Agreement prior to the Closing. 

ARTICLE V 

Miscellaneous Provisions 
 Section 5.1 Notice. Any notices, consents, waivers 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
Holder, to such Holder at the address of such Holder as listed in the stock record books of the Company (which may include the records of the transfer agent for the Company’s capital stock); or (z) to such other address as the Company or
any such Holder, as the case may be, shall have designated by notice similarly given. 
 Section 5.2 Entire
Agreement. This Agreement, the Registration Rights Agreement and any other Transaction Documents hereby embody the entire agreement and understanding of the parties hereto with respect to the subject matter hereof and supersede 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 5.3 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 5.4 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 5.5 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. 

  
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 Section 5.6 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 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 5.7 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 5.8 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 5.9 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, schedule, exhibit, 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. 

  
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 Section 5.10 No Broker. Each party hereto represents and warrants that it has
not engaged any third party as broker or finder or incurred or become obligated to pay any broker’s commission or finder’s fee in connection with the transactions contemplated by this Agreement other than such fees and expenses for which
it shall be solely responsible. 
 Section 5.11 Reasonable Best Efforts; Further Assurances. Each party hereto shall
use its reasonable best efforts to timely satisfy each of the conditions to be satisfied by it as provided in Section 1.3 of this Agreement, except where such party is entitled to act in its sole discretion. Each of the Holders and the Company
hereby agree to execute and deliver, or cause to be executed and delivered, such other documents, instruments and agreements, and take such other actions, as either party may reasonably request in connection with the transactions contemplated by
this Agreement. Notwithstanding the foregoing or anything to the contrary herein, no Holder shall be required to take any action pursuant to this Section 5.11 that is materially adverse to such Holder (as determined by such Holder in its sole
discretion). 
 Section 5.12 Headings. The headings in this Agreement are for convenience of reference only and shall
not limit or otherwise affect the meaning hereof. 
 Section 5.13 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. 
 * * * * * * 

  
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 IN WITNESS WHEREOF, each of the parties hereto has caused this Exchange 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:	 	Chief Executive Officer
	
	HOLDERS:
	
	PRAIRIE CAPITAL IV, L.P.
		
	By:	 	Daniels & King Capital IV, L.L.C.
	Its:	 	General Partner
		
	By:	 	/s/ Stephen V. King
	Name:	 	Stephen V. King
	Title:	 	Managing Member
	
	PRAIRIE CAPITAL IV QP, L.P.
		
	By:	 	Daniels & King Capital IV, L.L.C.
	Its:	 	General Partner
		
	By:	 	/s/ Steven V. King
	Name:	 	Stephen V. King
	Title:	 	Managing Member


 [Signature Page to Exchange Agreement] 







 Exhibit A 

 

							
	 HOLDER
	  	SHARES OF
SERIES D
PREFERRED
BENEFICIALLY
OWNED	  	SHARES OF
SERIES G
PREFERRED
BENEFICIALLY
OWNED	  	SHARES OF
EXCHANGED
PREFERRED
SHARES TO
BE ISSUED
	 Prairie Capital IV, L.P.
	  	202,665	  	438,672	  	641,337
	 Prairie Capital IV QP, L.P.
	  	202,665	  	438,672	  	641,337
	 Total
	  	405,330	  	877,344	  	1,282,674