EXECUTION COPY AMENDED AND RESTATED EMPLOYMENT AGREEMENT

Exhibit 10.1

EXECUTION COPY

AMENDED AND RESTATED EMPLOYMENT AGREEMENT

THIS Amended and Restated Employment Agreement (this “Agreement”) is made and entered into effective as of March 10, 2014 (the “Effective Date”) between TCF FINANCIAL CORPORATION, a Delaware corporation (the “Company”) and WILLIAM A. COOPER (“Cooper”).

RECITALS:

WHEREAS, the Company is a bank holding company and Cooper is now and has been Chief Executive Officer and Chairman of the Board of the Company;

WHEREAS, Cooper and the Company entered into an Employment Agreement effective January 1, 2013 (the “2013 Agreement”);

WHEREAS, Cooper and the Company wish to enter into this Agreement effective as of the Effective Date to amend certain terms of the 2013 Agreement;

NOW, THEREFORE, in consideration of the mutual promises and agreements set forth herein, the parties agree as follows:

1.            Employment and Duties.  For the periods described in this paragraph and in paragraph 2 below, Cooper shall be employed as Chief Executive Officer of the Company with overall responsibility for the business and affairs of the Company and Cooper’s powers and authority shall be superior to those of any other officer or employee of the Company or its subsidiaries.  Prior to December 31, 2015, the Board of Directors of the Company may choose to elect a successor to Cooper as Chief Executive Officer, and Cooper shall thereafter continue as an employee of the Company and Chairman of the Board of Directors.  If elected, Cooper also agrees to continue to serve as Chairman of the Board of Directors of the Company.  In discharging such duties and responsibilities, Cooper may also serve as an executive officer and/or director of any direct or indirect subsidiary of the Company, including but not limited to TCF Inventory Finance, Inc., Winthrop Resources Corporation, TCF Equipment Finance, Inc., and Gateway One Lending & Finance, LLC, (collectively, the “TCF Subsidiaries”).  During the term of his employment as Chief Executive Officer under this Agreement, Cooper shall apply on a substantially full-time basis (allowing for usual vacations and sick leave) all of his skill and experience to the performance of his duties in his positions with the Company and the TCF Subsidiaries.  When serving solely as an employee and Chairman of the Board of Directors, Cooper shall spend such time as is necessary to fulfill his responsibilities in such position.  It is understood that Cooper may have other business investments and participate in other business ventures which shall not interfere or be inconsistent with his duties under this Agreement.  Cooper shall perform his duties at the Company’s principal executive offices in Wayzata, Minnesota or at such other location as may be mutually agreed upon by Cooper and the Company; provided that Cooper shall travel to other locations at such times as may be necessary for the performance of his duties under this Agreement.

2.            Term of Employment.  This Agreement shall commence on the Effective Date and shall continue through December 31, 2017, as further set forth below.

3.            Compensation and Benefits.  During the term of this Agreement, Cooper shall be entitled to the following compensation and benefits:

(a)          Base Salary, Bonus.  Cooper shall receive:

(i)           Through December 31, 2015 or through such later date as Cooper shall continue to serve as Chief Executive Officer if he serves as Chief Executive Officer after December 31, 2015, an Annual Base Salary of One Million Five Hundred Thousand Dollars ($1,500,000.00) or such greater amount as the Board of Directors of the Company may from time to time determine, payable in accordance with the Company’s customary payroll practices;

(ii)          Effective January 1, 2016 or, if later, such date that Cooper ceases to serve as Chief Executive Officer of the Company, through December 31, 2017, an Annual Base Salary of Five Hundred Thousand Dollars ($500,000); and

(iii)         Through the later of December 31, 2015, or the date which Cooper ceases to serve as Chief Executive Officer, such bonus as may be awarded from time to time by the Board of Directors or Compensation Committee of the Company under any applicable management incentive plan.

Cooper shall not receive director’s fees paid to non-employee directors or an annual fee for serving as Chairman during the period of this Agreement.

(b)          Stock Incentives.  Cooper has received stock options and restricted stock under the terms and conditions set forth in such agreements between the Company and Cooper pursuant to the TCF Financial Incentive Stock Program (as amended and restated, the “TCF Incentive Stock Program”).  In addition, as partial consideration for Cooper to make the changes contained in this Agreement, including those to the post-employment non-competition covenant, the Company is making an award of 500,000 shares of performance-based restricted stock pursuant to the restricted stock agreement attached hereto as Exhibit A (All of the foregoing awards are referred to herein collectively as the “Award Agreements”).  Additional awards, if any, of stock options, restricted stock and stock appreciation rights would be made under any stock based plan from time to time adopted by the Company as from time to time determined by the Board of Directors or Compensation Committee of the Company.

(c)          Reimbursement of Expenses.  The Company shall reimburse Cooper for all business expenses properly documented, including without limitation, Cooper’s legal fees incurred in the preparation of this Agreement.  Any such payments shall be made no later than 2½ months after the end of the calendar year in which the expense was incurred.

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(d)          Aircraft.  During the term of this Agreement, Cooper shall be entitled to use of the Company’s corporate aircraft at the Company’s expense, provided that Cooper shall be responsible for all individual income taxes resulting from his use of the aircraft for non-business travel.

(e)          Other Benefits.  Cooper shall be entitled to participate in and shall be included in any employee benefit plan, pension plan, supplemental employee retirement plan, fringe benefit programs or similar plan of the Company now existing or established hereafter to the extent that he is eligible under the general provisions thereof.

(f)           Perquisites.  During the term of this Agreement, Cooper shall be entitled to other perquisites provided to executive officers, subject to annual review by the Compensation Committee of the Board of Directors.  Payment of perquisites, if any, shall be made no later than 2½ months after the end of the calendar year in which Cooper was entitled to such payments.

(g)          Return of Compensation under Section 304 of the Sarbanes-Oxley Act. Notwithstanding anything in this Agreement to the contrary, in the event of a restatement of financial results by the Company, the Audit Committee of the Board of Directors shall determine (after reasonable notice to Cooper and an opportunity for Cooper, together with his legal counsel, to be heard before the Audit Committee) whether or not repayment of any compensation is required under Section 304 of the Sarbanes-Oxley Act.  If the Audit Committee determines that such repayment is required, the Committee shall make a demand for repayment by Cooper of any bonus or other incentive-based or equity-based compensation, and any profits realized from the sale of TCF stock or other TCF securities, which are required to be returned to the Company as a result of Section 304 of the Sarbanes-Oxley Act.  Cooper shall promptly tender such repayment unless he disputes the findings of the Audit Committee.

4.            Termination of Employment.

(a)          Termination without Cause.  The Company may terminate Cooper’s employment without Cause at any time and for any lawful reason upon thirty (30) days advance written notice to Cooper.  In the event Cooper’s employment with the Company is terminated by the Company without Cause during the term of this Agreement prior to a Change of Control and subject to Cooper having executed and delivered to the Company a general release in the Company’s customary form, Cooper shall be entitled to a lump sum amount equal to three times Annual Base Salary then in effect (as set forth in paragraph 3) payable within thirty (30) days after the date of termination. In the event Cooper’s employment with the Company is terminated by the Company without Cause upon or after a Change of Control and subject to Cooper having executed and delivered to the Company a general release in the Company’s customary form, Cooper shall be entitled to a lump sum amount equal to three times Annual Base Salary then in effect (as set forth in paragraph 3) plus (if such termination occurs prior to the later of December 31, 2015, or the date which Cooper ceases to serve as Chief Executive Officer) three times the annual bonus (which annual bonus shall be equal to the Annual Base Salary for purposes of this calculation) payable within thirty (30) days after the date of termination. In addition to the above payments, in the event of a termination of Cooper’s employment by the Company without Cause

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whether before, upon or after a Change of Control and such termination occurs after the end of the Company’s fiscal year but prior to the payment of any annual bonus payable to Cooper under the bonus program applicable to such fiscal year, the Company shall pay Cooper the annual bonus earned by Cooper under such bonus program when bonuses are paid to other recipients under such bonus program, but not later than 2½ months after the end of the calendar year in which the termination occurs.  If Cooper timely elects to continue Cooper’s group health and dental insurance coverage pursuant to applicable COBRA/continuation law and the terms of the respective benefit plans, the Company shall pay, on Cooper’s behalf, the monthly premiums for such coverage for the lesser of twelve (12) months or such time as Cooper’s COBRA/continuation rights expire.

(b)          Termination for Good Reason by Cooper.  By following the procedure set forth in paragraph 4(d), Cooper shall have the right to terminate his employment with the Company for “Good Reason” in the event: (i) there is any material diminution in the scope of Cooper’s authority and responsibility from those provided in paragraph 1 above, including, without limitation, as a result of a reallocation of Cooper’s job duties, other than as permitted pursuant to the terms of this Agreement, without the prior written consent of Cooper (provided, however, in the event of any illness or injury which disables Cooper from performing his duties, the Company may reassign Cooper’s duties to one or more other employees until Cooper is able to perform such duties); (ii) Cooper is not elected Chairman of the Board of Directors of the Company; (iii) there is a material diminution in Cooper’s compensation (salary, bonus opportunity, benefits or perquisites) from the compensation provided for in paragraph 3 above; (iv) there is a material change in geographic location at which Cooper must perform the services; (v) Cooper is required to report to a supervisor other than the Company’s Board of Directors; or (vi) any other action or inaction that constitutes a material breach by the Company of this Agreement.  If Cooper terminates his employment for Good Reason prior to a Change of Control, and subject to Cooper having executed and delivered to the Company a general release in the Company’s customary form, Cooper shall be entitled to a lump sum amount equal to three times Annual Base Salary then in effect (as set forth in paragraph 3) payable within thirty (30) days after the date of termination. If Cooper terminates his employment for Good Reason upon or after a Change of Control and subject to Cooper having executed and delivered to the Company a general release in the Company’s customary form, Cooper shall be entitled to a lump sum amount equal to three times Annual Base Salary then in effect (as set forth in paragraph 3) plus (if such termination occurs prior to the later of December 31, 2015 or the date which Cooper ceases to serve as Chief Executive Officer) three times the annual bonus (which annual bonus shall be equal to such Annual Base Salary for purposes of this calculation) payable within thirty (30) days after the date of termination. In addition to the above payments, in the event of a termination of Cooper’s employment by Cooper for Good Reason whether before, upon or after a Change of Control and such termination occurs after the end of the Company’s fiscal year but prior to the payment of any annual bonus payable to Cooper under the bonus program applicable to such fiscal year, the Company shall pay Cooper the annual bonus earned by Cooper under such bonus program when bonuses are paid to other recipients under such bonus program, but not later than 2½ months after the end of the calendar year in which the termination occurs.  If Cooper timely elects to continue Cooper’s group health and dental insurance coverage pursuant to applicable COBRA/continuation law and the terms of the respective benefit plans, the Company shall pay, on Cooper’s behalf, the monthly premiums for such coverage for the lesser

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of twelve (12) months or such time as Cooper’s COBRA/continuation rights expire.

(c)          Termination for Cause by the Company.  Termination for “Cause” shall include the following: (i) engaging in willful and recurring misconduct in not following the legitimate and legal directions of the Board of Directors of the Company after fair and specific written warning; (ii) conviction of a felony and all appeals from such conviction have been exhausted; (iii) engaging in habitual drunkenness after fair written warning; (iv) excessive absence from work which absence is not related to disability, illness, sick leave or vacations after fair written warning; or (v) engaging in continuous conflicts of interest between his personal interests and the interests of the Company after fair written warning.

(d)          Notice and Right to Cure.  In the event Cooper proposes to terminate his employment for Good Reason under paragraph (4)(b) above, Cooper shall first provide written notice to the Company of the existence of the condition described as Good Reason in paragraph 4(b) above not more than 90 days after the initial existence of the condition.  The Company will have an opportunity to correct any curable situation to the reasonable satisfaction of Cooper within the period of time specified in the notice which shall not be less than thirty (30) days.  If such correction is not so made or the circumstances or situation is such that it is not curable, Cooper may, within thirty (30) days after the expiration of the time so fixed within which to correct such situation (but not more than two years after the initial existence of the Good Reason), give written notice to the Company that his employment is terminated for Good Reason effective forthwith.

(e)          Definition of Change of Control. For the purposes of this Agreement a “Change of Control” shall be deemed to have occurred if

(i)           any “person” as defined in Sections 13(d) and 14(d) of the Securities Exchange Act of 1934 (the “Exchange Act”) is or becomes the “beneficial owner” as defined in Rule 13d-3 under the Exchange Act, directly or indirectly, of securities of the Company representing thirty percent (30%) or more of the combined voting power of the Company’s then outstanding securities. For purposes of this clause (a), the term “beneficial owner” does not include any employee benefit plan maintained by the Company that invests in the Company’s voting securities; or

(ii)          during any period of two (2) consecutive years there shall cease to be a majority of the Board comprised as follows: individuals who at the beginning of such period constitute the Board or new directors whose nomination for election by the Company’s stockholders was approved by a vote of at least two-thirds (2/3) of the directors then still in office who either were directors at the beginning of the period or whose election or nomination for election was previously so approved; or

(iii)         the stockholders of the Company approve a merger or consolidation of the Company with any other corporation, other than a merger or consolidation which would result in the voting securities of the Company outstanding immediately prior thereto continuing to represent (either by remaining

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outstanding or by being converted into voting securities of the surviving entity) at least 70% of the combined voting power of the voting securities of the Company or such surviving entity outstanding immediately after such merger or consolidation, or the stockholders of the company approve a plan of complete liquidation of the Company or an agreement for the sale or disposition by the Company of all or substantially all the Company’s assets; provided, however, that no change in control will be deemed to have occurred if such merger, consolidation, sale or disposition of assets, or liquidation is not subsequently consummated.

5.            Covenant Not to Compete; Non-Solicitation Covenant.

(a)          Covenant Not to Compete.  During Cooper’s employment under this Agreement, Cooper agrees that he will not directly or indirectly substantially compete with the Company, TCF National Bank or any of the TCF Subsidiaries in the Relevant Market.  The “Relevant Market” is the States within the United States and the Provinces in Canada where any of the TCF Companies are doing business or have done business during Cooper’s employment under this Agreement.

(b)          Post-Employment Covenant Not to Compete.  Commencing upon the termination of Cooper’s employment under this Agreement, regardless of the reason for such termination, and continuing for three (3) years thereafter, Cooper agrees that he will not directly or indirectly (i) engage in or assist any other person in engaging in the financial services industry, including banking, consumer and commercial lending, equipment leasing and inventory finance, in any part of the United States or Canada; (ii) have an interest in any person that engages directly or indirectly in the financial services industry, including banking, consumer and commercial lending, equipment leasing and inventory finance, in any part of the United States or Canada in any capacity, including as a partner, shareholder, equity holder, member, lender, employee, principal, agent, trustee or consultant; or (iii) offer to hire, entice away, or in any manner attempt to persuade any officer, employee, or agent of any of the TCF Subsidiaries to discontinue his or her relationship with any of the TCF Subsidiaries.

(c)          Exceptions to Covenant Not to Compete.  Notwithstanding the foregoing, Cooper may (i) be engaged with or assist C Financial Corporation, Cooper State Bank and their successors so long as such successors have less than $500 million in total assets (collectively “CSB”) and have an interest in CSB, including as a partner, shareholder, equity holder, member, lender, employee, principal, agent, trustee or consultant to CSB, (ii) own, directly or indirectly, any securities issued by the Company or any of the TCF Subsidiaries and their respective successors, and (iii) own, directly or indirectly, solely as an investment, securities of any person traded on any national securities exchange if Cooper does not, directly or indirectly, own 2% or more of any class of securities of such person.

(d)          Reasonableness and Reconstruction.  Cooper acknowledges that the restrictions contained in this paragraph are reasonable and necessary to protect the legitimate interests of the Company and constitute a material inducement for the Company to grant Cooper the restricted stock award.  In the event that any covenant contained in this paragraph should ever be

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adjudicated to exceed the time, geographic, product or service, or other limitations permitted by applicable Law in any jurisdiction, then any court is expressly empowered to reform such covenant, and such covenant shall be deemed reformed, in such jurisdiction to the maximum time, geographic, product or service, or other limitations permitted by applicable law.

(e)          Remedies.  If Cooper commits a breach, or threatens to commit a breach, of any of the provisions of this paragraph 5, the Company shall have the right of specific performance in addition to any rights and remedies otherwise available at law or in equity.

6.            Section 280G.

(a)          Certain Payment Reductions.  Anything to the contrary notwithstanding, the amount of any payment, distribution or benefit made or provided by the Company to or for the benefit of Cooper in connection with a change in control of the Company or the termination of Cooper’s employment with the Company, whether payable pursuant to this Agreement or any other agreement between Cooper and the Company or with any person constituting a member of an “affiliated group” (as defined in Section 280G(d)(5) of the Internal Revenue Code of 1986, as amended (the “Code”)) with the Company or with any person whose actions result in a change of control of the Company (such foregoing payments or benefits referred to collectively as the “Total Payments”), shall be reduced (but not below zero) by the amount, if any, necessary to prevent any part of the Total Payments from being treated as an “excess parachute payment” within the meaning of Section 280G(b)(1) of the Code, but only if and to the extent such reduction will also result in, after taking into account all applicable state and federal taxes (computed at the highest marginal rate) including Cooper’s share of F.I.C.A. and Medicare taxes and any taxes payable pursuant to Section 4999 of the Code, a greater after-tax benefit to Cooper than the after-tax benefit to Cooper of the Total Payments computed without regard to any such reduction.  For purposes of the foregoing, (i) no portion of the Total Payments shall be taken into account which in the opinion of tax counsel selected by the Company and acceptable to Cooper does not constitute a “parachute payment” within the meaning of Section 280G(b)(2) of the Code; (ii) any reduction in payments shall be computed by taking into account that portion of Total Payments which constitute reasonable compensation within the meaning of Section 280G(b)(4) of the Code in the opinion of such tax counsel; (iii) the value of any non-cash benefit or of any deferred cash payment included in the Total Payments shall be determined by the Company in accordance with the principles of Section 280G(d)(3)(iv) of the Code; and (iv) in the event of any uncertainty as to whether a reduction in Total Payments to Cooper is required pursuant to this paragraph, the Company shall initially make the payment to Cooper and Cooper shall be required to refund to the Company any amounts ultimately determined not to have been payable under the terms of this paragraph 6.

(b)          Determination of Certain Payment Reductions.  Cooper will be permitted to provide the Company with written notice specifying which of the Total Payments will be subject to reduction or elimination (the “Reduction Notice”).  But, if Cooper’s exercise of authority pursuant to the Reduction Notice would cause any Total Payments to become subject to any taxes or penalties pursuant to Section 409A of the Code or if Cooper fails to timely provide the Company with the Reduction Notice, then the Company will reduce or eliminate the Total Payments in the following order:

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(i)           first, by reducing or eliminating the portion of the Total Payments that are payable in cash and

(ii)          second, by reducing or eliminating the non-cash portion of the Total Payments, in each case, in reverse chronological order beginning with payments or benefits under the most recently dated agreement, arrangement or award.

Except as set forth in this paragraph 6(b), any Reduction Notice will take precedence over the provisions of any other plan, arrangement or agreement governing Cooper’s rights and entitlements to any benefits or compensation.

7.            Section 409A of the Internal Revenue Code.  The arrangements described in this Agreement and the Award Agreements are intended to comply with Section 409A of the Internal Revenue Code to the extent such arrangements are subject to that law.  Only to the extent the payments set forth in paragraphs 4(a) and 4(b) of this Agreement are subject to Code Section 409A, and only to the further extent Cooper is a “specified employee” (within the meaning of Section 409A), payments of Base Salary or annual bonus as provided in those paragraphs shall not be made until the date which is six (6) months and one day after Cooper incurs a “separation of service” (within the meaning of Section 409A) and on such pay date, the Company shall pay Cooper all payments that otherwise would have been paid during such six-month period but for Cooper’s status as a “specified employee.”  The parties agree that they will negotiate in good faith regarding amendments necessary to bring this Agreement into compliance with the terms of that Section or an exemption therefrom as interpreted by guidance issued by the Internal Revenue Service.  The parties further agree that to the extent any part of this Agreement fails to qualify for exemption from or satisfy the requirements of Section 409A, the affected arrangement may be operated in compliance with Section 409A pending amendment to the extent authorized by the Internal Revenue Service.  In such circumstances the Company will administer this Agreement in a manner which adheres as closely as possible to the existing terms and intent of the Agreement while complying with Section 409A.  This paragraph does not restrict the Company’s rights (including, without limitation, the right to amend or terminate) with respect to this Agreement to the extent such rights are reserved under the terms of this Agreement.

8.            Attorney’s Fees.  In the event of a dispute between the Company and Cooper relating to Cooper’s services hereunder or the terms or performance of this Agreement, including, but not limited to, paragraphs 3(g) and 4(d) of this Agreement, the Company shall promptly pay Cooper’s reasonable expenses of attorney’s fees and expenses in connection with such dispute upon delivery of periodic billings for same, provided that (i) Cooper shall promptly repay all amounts paid under this paragraph 8 at the conclusion of such dispute if the resolution thereof includes a finding that Cooper did not act in good faith in the matter in dispute or in the dispute proceeding itself, and (ii) no claim for expenses of representation shall be submitted by Cooper unless made in writing to the Board of Directors within 90 days after receipt of billing for such representation.  Any such payment shall be made promptly, and in any event no later than the end of the calendar year following the year in which the expense was incurred.

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9.            Other Benefits.  The benefits provided under this Agreement shall, except to the extent otherwise specifically provided herein, be in addition to, and not in derogation or diminution of, any benefits that Cooper or his beneficiary may be entitled to receive under any other plan or program now or hereafter maintained by the Company or TCF Subsidiaries.

10.         Successors.  The Company shall require any successor (whether direct or indirect, by purchase, merger, consolidation, or otherwise) to all or substantially all of the business and/or assets of the Company, to expressly assume and agree to perform its obligations under this Agreement in the same manner and to the same extent that the Company would be required to perform them if no succession had taken place unless, in the opinion of legal counsel mutually acceptable to the Company and Cooper, such obligations have been assumed by the successor as a matter of law.  Cooper’s rights under this Agreement shall inure to the benefit of, and shall be enforceable by, Cooper’s legal representative or other successors in interest, but shall not otherwise be assignable or transferable.

11.         Other Agreements.  This Agreement supersedes and replaces as of the Effective Date all prior agreements or understandings relating to the terms of Cooper’s service with the Company, including the 2013 Agreement, except as set forth herein.  This Agreement does not supersede or replace any agreement between the Company and Cooper pursuant to any plans or programs of the Company, including any stock option agreement, restricted stock agreement or supplemental retirement agreement.

12.         Governing Law.  This Agreement shall be governed by and construed in accordance with the laws of the State of Minnesota.

[Signature page follows]

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IN WITNESS WHEREOF, the parties have duly executed this Agreement as of the day and year first written above.

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