Document:

Employment Agreement for Samuel J. Simon

 Exhibit 10.22 
  
 EMPLOYMENT AGREEMENT 
  

THIS EMPLOYMENT AGREEMENT (the “Agreement”) is made and entered into this 8th of March, 2005, between Infinity Property and Casualty
Corporation, an Ohio corporation (the “Company”) and Samuel J. Simon (the “Executive”). 
  
 RECITALS 
  
 A. It is the desire of the Company to continue to retain the services of the Executive as an executive officer and General Counsel as described in this Agreement. 
  
 B. The Executive desires to continue to provide his services to the Company on the terms set forth in this Agreement.

  
 C. This agreement supercedes the Employment Agreement entered
into between the Company and the Executive on December 18, 2003. 
  
 NOW, THEREFORE, in consideration of the foregoing, and of the respective covenants and agreements set forth below, the parties hereto agree as follows: 
  
 ARTICLE I. 
 SERVICES AND TERM 
  
 1.1 Term. The Company
hereby employs the Executive and the Executive accepts employment with the Company for a period commencing on the date hereof (the “Effective Date”) and expiring December 31, 2007 (the “Term”). 
  
 1.2 Services. During the Term the Executive will serve as the
Company’s Senior Vice President and General Counsel and will be primarily responsible for overseeing the implementation of the Company’s business strategy and such other duties, commensurate with his position and authority, as are
reasonably determined, from time to time, by the Company’s Chief Executive Officer. The Executive shall devote his full business time and effort to the performance of his duties hereunder and will render his services at the Company’s
offices in Birmingham, Alabama (“Work Location”), except that the Executive agrees to travel from time to time to the extent required for the performance of his duties. 
  
 ARTICLE II. 
 COMPENSATION PACKAGE 
  
 2.1 Cash Compensation.

  
 (a) Base Salary. During the Term, the Company will
pay the Executive an annual base salary of at least $400,000.00 for each twelve-month period of the Term. 
  
 The Executive’s base salary shall be payable in accordance with the normal payroll procedures of the Company. 

 (b) Bonus Opportunity. The Company shall maintain an incentive bonus compensation plan similar to
the Company’s 2005 Annual Bonus Plan. Such plan will include an annual bonus target amount equal to 50% of the Executive’s annual base salary; if any amount of such bonus is payable under the terms of a plan, it shall be in addition to
Executive’s annual base salary. The actual amount of any bonus payable to Executive in any year shall be determined by the Board based upon performance criteria set forth in advance under the bonus plan and Executive’s achievement of such
performance criteria. 
  
 (c) Withholding and Deferrals.
All base salary and bonus payable under this Section 2.1 shall be reduced by (i) any income tax or other legally required withholding by the Company, (ii) any elective deferrals of such amounts as contributions to qualified and non-qualified
retirement plans or deferred compensation plans of the Company, if any, and (iii) contributions payable by Executive with respect to his participation in Company welfare benefit and retirement and savings plans. 
  
 2.2 Benefits and Fringes and Other Fringe Benefits. 
  
 (a) Benefit Plans. During the Term, the Executive shall be eligible
to participate in such medical, dental, health, retirement, savings, welfare and life and disability insurance plans (including supplemental retirement and savings plans) generally made available from time to time to senior executives of the Company
(subject to their terms), and to receive other fringe benefits on terms and conditions that are at least as favorable as the fringe benefits generally provided to other senior executives of the Company at the time such other fringe benefits, if any,
are made available to them. 
  
 (b) Vacation and Other Paid
Leave. During the Term, the Executive shall be entitled to paid vacation time and other paid leaves, whether for holidays, illnesses or similar purposes, in accordance with the plans, practices, policies and programs applicable to other senior
executives of the Company. 
  
 (c) Business Expenses. The
Company will promptly pay or reimburse the Executive for all reasonable business-related expenses incurred by him in connection with the performance of his duties hereunder upon presentation of written documentation, subject, however, to the
Company’s reasonable policies relating to business-related expenses as then in effect from time to time. 
  
 (d) Date of Hire. For determination of benefits to which the Executive is entitled, including but not limited to those described in Sections
2.2(a) and 2.2(b), the Executive’s Date of Hire shall be the first date of his employment with a subsidiary of either the Company or American Financial Group, Inc. 
  
 2.3 Indemnification. The Company shall indemnify Executive (and his successors), to the extent
permitted by applicable law and the Company’s regulations. 
  
 2.4 Current Incentive Plan Nothing contained herein shall reduce in any way payments to which Executive may be entitled under annual bonus plans and/or long term incentive plans sponsored by the Company or its
subsidiaries. 

 ARTICLE III. 
 TERMINATION OF SERVICES 
  
 3.1 Termination. Executive’s employment with the Company hereunder may be terminated by the Company or the Executive, as applicable, at any time prior to the end of the Term for any of the following reasons: 
  
 (a) Disability. Upon the failure of the Executive to render services
to the Company for a continuous period of six (6) months because of the Executive’s physical or mental disability or illness (“Disability”), the Company may terminate the Executive’s employment hereunder, provided such
termination does not otherwise violate applicable law. If there should be a dispute between the parties as to the Executive’s physical or mental disability, such dispute shall be settled by the opinion of an impartial reputable physician agreed
upon for such purpose by the parties or their representatives. The certificate of such physician as to the matter in dispute shall be final and binding on the parties. 
  
 (b) Cause. The Company may terminate this Agreement and the Executive’s employment hereunder for Cause. For
purposes of this Agreement, “Cause” shall mean: (i) the Executive’s failure or refusal to materially perform his duties under this Agreement; (ii) the Executive’s failure or refusal to follow material lawful directions of the
Board or any other act of material insubordination on the part of Executive; (iii) the engaging by the Executive in misconduct, including but not limited to any type of sexual harassment which is materially and demonstrably injurious to the Company
or any of its divisions, subsidiaries or affiliates, monetarily or otherwise; (iv) any conviction of, or plea of guilty or nolo contendere to, the Executive with respect to a felony (other than a traffic violation); or (v) the
commission (or attempted commission) of any act of fraud or dishonesty by the Executive which is materially detrimental to the business or reputation of the Company or any of its divisions, subsidiaries or affiliates. 
  
 (c) Without Cause. 
  
 (i) The Company may terminate the Executive’s
employment hereunder without Cause upon thirty (30) days written notice to the Executive. 
  
 (ii) The Executive may terminate his employment upon thirty (30) days notice for Good Reason, as defined as follows: 
  
 “Good Reason” for termination by the Executive of
the Executive’s employment shall mean the occurrence (without the Executive’s express written consent), of any one of the following acts by the Company, or failures by the Company to act: 
  

	 	(I)	the assignment to the Executive of any duties inconsistent with the Executive’s status as an executive officer of the Company (including by reason of the Company becoming a
subsidiary, or under the control, of a company not an 

	 	(II)	affiliate of the Company as of the date hereof) or an adverse alteration or diminution in the nature or status of the Executive’s title or his responsibilities or authority
from those in effect as of the date hereof; 

  

	 	(III)	a reduction by the Company in the Executive’s annual base salary or target annual bonus opportunity as set forth in the Agreement or as the same may thereafter be increased
from time to time, or a failure to provide the Executive with participation in any stock option or other equity-based plan in which other employees of the Company (and any parent, surviving or acquiring company) participate on a basis that does not
unreasonably discriminate against the Executive as compared to such other employees who have similar levels of responsibility and compensation; 

  

	 	(IV)	the relocation of the Executive’s principal place of employment to a location other than Birmingham, Alabama and more than 50 miles from the Executive’s principal place of
employment as of the date hereof, except for required travel on the Company’s business to an extent substantially consistent with the Executive’s business travel obligations as of the date hereof; 

  

	 	(V)	any material breach by the Company of its obligations under this Agreement. 

  
 The Executive’s right to terminate the Executive’s employment for Good Reason shall not be affected by the Executive’s incapacity due to
physical or mental illness. Except as provided above, the Executive’s continued employment shall not constitute consent to, or a waiver of rights with respect to, any act or failure to act constituting Good Reason hereunder. The Executive may
resign for Good Reason only if such Executive provides Notice of Termination to the Company within three months of the Executive becoming aware that the basis for such Good Reason exists. 
  
 (d) Death. The Executive’s employment hereunder shall automatically terminate on the death of the Executive.

  
 3.2 Payment on Termination with Cause. In the event
that Executive’s employment is terminated by the Company with Cause, Executive shall be entitled to receive the following payments not later than twenty business days after the date of termination: 
  
 (a) payment of any earned but unpaid salary accrued through and including
the date of termination; 
  
 (b) payment of accrued, but unused,
vacation time; and 

 (c) reimbursement of any unreimbursed business expenses incurred prior to the date of termination.

  
 3.3 Payment on Termination Without Cause. Subject to
the Executive’s continuing compliance with the covenants contained in Article IV of this Agreement (the “Covenants”) and the execution by the Executive of a customary binding general waiver and release of claims (the
“Release”), in the event that the Executive’s employment is terminated by the Company without Cause or by the Executive for Good Reason, then the Executive, or the Executive’s estate in the event of his death, shall be entitled
to receive the following less any required withholdings: 
  
 (a)
payment of any earned, but unpaid salary accrued through and including the date of termination; 
  
 (b) payment of (i) any earned but unpaid annual bonus from a previous calendar year and (ii) any earned but unpaid amounts that may be paid under any
company long term incentive plans to be paid according to the terms of such plans; 
  
 (c) (i) payment of the Executive’s target annual bonus amounts pursuant to Section 2.1(b), pro-rated based on the actual number of days elapsed in the year in which Executive’s termination takes place; and
(ii) payment of two times the target annual bonus amount, such payments to be made in a lump sum subject to federal, state and applicable withholding taxes and payments; 
  
 (d) a lump sum payment equal to two time his current base salary; 
  
 (e) payment of accrued, but unused, vacation time; 
  
 (f) reimbursement of any unreimbursed business expenses, or automobile
expenses incurred prior to the date of termination; 
  
 (g) for
twenty-four (24) months (the “Post-Termination Period”), the Company shall continue to provide, at its sole cost and expense, Executive and his eligible dependents with all benefit plans and other fringe benefits as described in Section
2.2(a) that were being provided to the Executive immediately prior to his termination of employment upon the same terms and conditions as provided to other senior executives; during the Post-Termination Period, Executive and his eligible dependents
shall be eligible for COBRA benefits for eighteen (18) months; 
  
 (h) immediate, 100% vesting of all stock options issued to the Executive under the Company’s 2002 Stock Option Plan and an allowance that such options may be exercised within three (3) years of his termination date; and 
  
 (i) immediate, 100% vesting of all restricted shares awarded pursuant to the
Company’s Restricted Stock Plan; and 

 (j) immediate conversion to cash of all Performance Units issued under the 2005 Long Term Incentive
Compensation Plan, without proration, and at a value equal to the base case target established under the LTIC Matrix. 
  
 3.4 Payment on Termination Due to Death or Disability. Company shall make the following payments in the event of Executive’s Death (to his
estate) or Disability (as defined in Section 3.1(a) of this Agreement): the payments set forth in Sections 3.3(a), (b), (c) (d), (e) and (f). In the event of Death following Disability, amounts remaining to be paid under this section shall be paid
to Executive’s estate. 
  
 ARTICLE IV. 
 COVENANTS 
  
 4.1 No Diversion. The Executive covenants and agrees that (i) during the Term and (ii) the Post-Termination Period, he shall not divert or attempt
to divert or take advantage of or attempt to take advantage of any actual or potential business opportunities of the Company (e.g., writing, issuing, underwriting, selling, distributing or re-insuring personal property and casualty insurance
products, investment opportunities, and other similar opportunities) which the Executive became aware of during his employment with the Company. 
  
 4.2 Non-Recruitment. The Executive agrees that the Company has invested substantial time and effort in assembling its present workforce.
Accordingly, the Executive covenants and agrees that during the Term and the Post-Termination Period, he shall not directly or indirectly entice or solicit (other than pursuant to general, non-targeted public media advertisements) or seek to induce
or influence any of the Company’s Employees to leave their employment. 
  
 4.3 Non-Disclosure. Prior to and in connection with this Agreement, Executive has learned and will continue to learn trade secrets and confidential information of Company, including but not limited to (i)
financial information, (ii) business methods and techniques, including but not limited to sales methods, prospecting methods, methods of presentation, programs and other materials used or to be used by Company in managing, marketing or furthering
it’s business, (iii) insureds and agent’s names, addresses and contact and other information, (iv) all other information about Company’s business that is not known to the public and gives Company an opportunity to obtain an advantage
over competitors (“Confidential Information”). Executive acknowledges that Company has invested substantial sums in the development of its Confidential Information. 
  
 During the term of this Agreement, and after the termination of Executive’s employment for any reason, Executive
covenants and agrees that he will not, directly or indirectly, disclose or communicate to any person or entity or otherwise use any Confidential Information of Company (“Non-Disclosure Covenant”) for any purpose other than for the direct
benefit of Company. Upon termination of Executive’s employment, he shall promptly return to Company all documents, records, notebooks, manuals, disks, software, hardware and other information of Company. 

 This Non-Disclosure Covenant has no temporal, geographic or territorial restrictions or limitations and
applies no matter where Executive may be located in the future. 
  
 4.4 Termination for Cause. Executive agrees that if his employment is terminated pursuant to Section 3.1 (b), he shall be bound to the covenants set forth in Sections 4.1, 4.2 and 4.3 for the duration of the Post-Termination Period.

  
 4.5 Remedies. The Executive acknowledges that should
he violate any of the Covenants, it will be difficult to determine the resulting damages to the Company and, in addition to any other remedies it may have, and notwithstanding the provisions of Section 5.4, the Company shall be entitled to temporary
injunctive relief without being required to post a bond and permanent injunctive relief without the necessity of proving actual damage. The Company may elect to seek one or more of these remedies at its sole discretion on a case by case basis.
Failure to seek any or all remedies in one case does not restrict the Company from seeking any remedies in another situation. Such action by the Company shall not constitute a waiver of any of its rights. 
  
 4.6 Severability and Modification of Any Unenforceable Covenant. It
is the parties’ intent that each of the Covenants be read and interpreted with every reasonable inference given to its enforceability. However, without limiting the generality of Section 5.5 herewith, it is also the parties’ intent that if
any term, provision or condition of the Covenants is held to be invalid, void or unenforceable, the remainder of the provisions thereof shall remain in full force and effect and shall in no way be affected, impaired or invalidated. Finally, it is
also the parties’ intent that if it is determined any of the Covenants are unenforceable because of over breadth, then the covenant shall be modified so as to make it reasonable and enforceable under the prevailing circumstances. 
  
 4.7 Tolling. In the event of the breach by Executive of any Covenant
the running of the period of restriction shall be automatically tolled and suspended for the amount of time that the breach continues, and shall automatically recommence when the breach is remedied so that the Company shall receive the benefit of
Executive’s compliance with the Covenants. This paragraph shall not apply to any period for which the Company is awarded and receives actual monetary damages for breach by the Executive of a Covenant with respect to which this paragraph
applies. 
  
 ARTICLE V. 
 MISCELLANEOUS 
  
 5.1 Successors. This Agreement shall inure to the benefit of the Company and its successors and assigns, as applicable and to the benefit of
Executive’s personal or legal representatives, executors, administrators or heirs. If the Company shall merge or consolidate with or into, or transfer substantially all of its assets, including goodwill, to another corporation or other form of
business organization, this Agreement shall be binding on, and run to the benefit of, the successor of the Company resulting from such merger, consolidation, or transfer. The Executive shall not assign, pledge, or encumber his interest in this
Agreement, or any part 

 thereof, without the prior written consent of the Company, and any such attempt to assign, pledge or encumber any
interest in this Agreement shall be null and void and shall have no effect whatsoever. 
  
 5.2 Governing Law. This Agreement is being made and executed in and is intended to be performed in the State of Ohio and shall be governed, construed, interpreted and enforced in accordance with the substantive
laws of the State of Ohio, without regard to the conflict of laws principles thereof. 
  
 5.3 Entire Agreement. This Agreement comprises the entire agreement between the parties hereto relating to the subject matter hereof and as of the Commencement Date, supersedes, cancels and annuls all previous
agreements between the Company (and/or its predecessors) and the Executive, as the same may have been amended or modified, and any right of the Executive thereunder other than for compensation accrued thereunder as of the date hereof, and
supersedes, cancels and annuls all other prior written and oral agreements between the Executive and the Company or any predecessor to the Company. The terms of this Agreement are intended by the parties to be the final expression of their agreement
with respect to the employment of the Executive by the Company and may not be contradicted by evidence of any prior or contemporaneous agreement. 
  
 5.4 Disputes. 
  
 (a) Any dispute or controversy arising under, out of, in connection with or in relation to this Agreement, including any claims for discrimination or
other similar violation of federal law, shall be finally determined and settled by arbitration in Jefferson County, Alabama, in accordance with the rules and procedures of the American Arbitration Association, and judgment upon the award may be
entered in any court having jurisdiction thereof. 
  
 (b) If any
arbitration or other proceeding is brought for the enforcement of this Agreement, or because of an alleged dispute, breach, default or misrepresentation in connection with any of the provisions of this Agreement, the prevailing party shall be
entitled to recover reasonable attorneys’ fees and other costs incurred in that action or proceeding, in addition to any other relief that may be granted. 
  

5.5 Severability; Enforceability. If any provision of this Agreement, or the application thereof to any person, place, or circumstance, shall be
held to be invalid, unenforceable, or void by the final determination of a court of competent jurisdiction in any jurisdiction and all appeals therefrom shall have failed or the time for such appeals shall have expired, as to that jurisdiction and
subject to this Section 5.5, such clause or provision shall be deemed eliminated from this Agreement but the remaining provisions shall nevertheless be given full force and effect. In the event this Agreement or any portion hereof is more
restrictive than permitted by the law of the jurisdiction in which enforcement is sought, this Agreement or such portion shall be limited in that jurisdiction only, and shall be enforced in that jurisdiction as so limited to the maximum extent
permitted by the law of that jurisdiction. 

 5.6 Counterparts. This Agreement may be executed by facsimile and in several counterparts, each of
which shall be deemed to be an original, but all of which together will constitute one and the same Agreement. 
  
 5.7 Amendments; Waivers. This Agreement may not be modified, amended, or terminated except by an instrument in writing, approved by the Board and
signed by the Executive and the Company. By an instrument in writing similarly executed, the Executive or the Company may, with the approval of the Board, waive compliance by the other party or parties with any provision of this Agreement that such
other party was or is obligated to comply with or perform; provided, however, that such waiver shall not operate as a waiver of, or estoppel with respect to, any other or subsequent failure. No failure to exercise and no delay in exercising
any right, remedy or power hereunder shall preclude any other or further exercise of any other right, remedy or power provided herein or by law or in equity. 
  
 5.8 No Inconsistent Actions. The parties hereto shall not voluntarily undertake any action inconsistent with, or voluntarily undertake or fail to
undertake any action or course of action to avoid or evade, the provisions or essential intent of this Agreement. Furthermore, it is the intent of the parties hereto to act in a fair and reasonable manner with respect to the interpretation and
application of the provisions of this Agreement. 
  
 IN WITNESS
WHEREOF, the parties have executed this Agreement as of the date and year first above written. 
  

							
	 INFINITY PROPERTY AND CASUALTY
 CORPORATION
	 	 	 	EXECUTIVE
				
	By:	 	 /s/ James R. Gober

	 	 	 	 /s/ Samuel J. Simon

	Name:	 	James R. Gober	 	 	 	Samuel J. Simon
	Title:	 	Chief Executive Officer	 	 	 	Senior Vice President and General CounselEmployment Agreement for Roger Smith

 Exhibit 10.23 
  
 EMPLOYMENT AGREEMENT 
  

THIS EMPLOYMENT AGREEMENT (the “Agreement”) is made and entered into this 8th of March, 2005, between Infinity Property and Casualty
Corporation, an Ohio corporation (the “Company”) and Roger Smith (the “Executive”). 
  
 RECITALS 
  
 A. It is the desire of the Company to continue to retain the services of the Executive as an executive officer and Chief Financial Officer as described in this Agreement. 
  
 B. The Executive desires to continue to provide his services to the Company on the terms set forth in this Agreement.

  
 C. This agreement supercedes the Employment Agreement entered
into between the Company and the Executive on December 18, 2003. 
  
 NOW, THEREFORE, in consideration of the foregoing, and of the respective covenants and agreements set forth below, the parties hereto agree as follows: 
  

ARTICLE I. 
 SERVICES AND TERM

  
 1.1 Term. The Company hereby employs the Executive
and the Executive accepts employment with the Company for a period commencing on the date hereof (the “Effective Date”) and expiring December 31, 2007 (the “Term”). 
  
 1.2 Services. During the Term the Executive will serve as the
Company’s Senior Vice President and Chief Financial Officer and will be responsible for such other duties, commensurate with his position and authority, as are reasonably determined, from time to time, by the Company’s Chief Executive
Officer. The Executive shall devote his full business time and effort to the performance of his duties hereunder and will render his services at the Company’s offices in Birmingham, Alabama (“Work Location”), except that the Executive
agrees to travel from time to time to the extent required for the performance of his duties. 
  
 ARTICLE II. 
 COMPENSATION PACKAGE 
  
 2.1 Cash Compensation. 
  
 (a) Base Salary. During the Term, the Company will pay the Executive an annual base salary of at least $300,000.00 for each twelve-month period of
the Term. 
  
 The Executive’s base salary shall be payable in
accordance with the normal payroll procedures of the Company. 

 (b) Bonus Opportunity. The Company shall maintain an incentive bonus compensation plan similar to
the Company’s 2005 Annual Bonus Plan. Such plan will include an annual bonus target amount equal to 50% of the Executives annual base salary; if any amount of such bonus is payable under the terms of a plan, it shall be in addition to
Executive’s annual base salary. The actual amount of any bonus payable to Executive in any year shall be determined by the Board based upon performance criteria set forth in advance under the bonus plan and Executive’s achievement of such
performance criteria. 
  
 (c) Withholding and Deferrals.
All base salary and bonus payable under this Section 2.1 shall be reduced by (i) any income tax or other legally required withholding by the Company, (ii) any elective deferrals of such amounts as contributions to qualified and non-qualified
retirement plans or deferred compensation plans of the Company, if any, and (iii) contributions payable by Executive with respect to his participation in Company welfare benefit and retirement and savings plans. 
  
 2.2 Benefits and Fringes and Other Fringe Benefits. 
  
 (a) Benefit Plans. During the Term, the Executive shall be eligible
to participate in such medical, dental, health, retirement, savings, welfare and life and disability insurance plans (including supplemental retirement and savings plans) generally made available from time to time to senior executives of the Company
(subject to their terms), and to receive other fringe benefits on terms and conditions that are at least as favorable as the fringe benefits generally provided to other senior executives of the Company at the time such other fringe benefits, if any,
are made available to them. 
  
 (b) Vacation and Other Paid
Leave. During the Term, the Executive shall be entitled to paid vacation time and other paid leaves, whether for holidays, illnesses or similar purposes, in accordance with the plans, practices, policies and programs applicable to other senior
executives of the Company. 
  
 (c) Business Expenses. The
Company will promptly pay or reimburse the Executive for all reasonable business-related expenses incurred by him in connection with the performance of his duties hereunder upon presentation of written documentation, subject, however, to the
Company’s reasonable policies relating to business-related expenses as then in effect from time to time. 
  
 (d) Date of Hire. For determination of benefits to which the Executive is entitled, including but not limited to those described in Sections
2.2(a) and 2.2(b), the Executive’s Date of Hire shall be the first date of his employment with a subsidiary of either the Company or American Financial Group, Inc. 
  
 2.3 Indemnification. The Company shall indemnify Executive (and his successors), to the extent
permitted by applicable law and the Company’s regulations. 
  
 2.4 Current Incentive Plan Nothing contained herein shall reduce in any way payments to which Executive may be entitled under annual bonus plans and/or long term incentive plans sponsored by the Company or its
subsidiaries. 

 ARTICLE III. 
 TERMINATION OF SERVICES 
  
 3.1 Termination. Executive’s employment with the Company hereunder may be terminated by the Company or the Executive, as applicable, at any time prior to the end of the Term for any of the following reasons: 
  
 (a) Disability. Upon the failure of the Executive to render services
to the Company for a continuous period of six (6) months because of the Executive’s physical or mental disability or illness (“Disability”), the Company may terminate the Executive’s employment hereunder, provided such
termination does not otherwise violate applicable law. If there should be a dispute between the parties as to the Executive’s physical or mental disability, such dispute shall be settled by the opinion of an impartial reputable physician agreed
upon for such purpose by the parties or their representatives. The certificate of such physician as to the matter in dispute shall be final and binding on the parties. 
  
 (b) Cause. The Company may terminate this Agreement and the Executive’s employment hereunder for Cause. For
purposes of this Agreement, “Cause” shall mean: (i) the Executive’s failure or refusal to materially perform his duties under this Agreement; (ii) the Executive’s failure or refusal to follow material lawful directions of the
Board or any other act of material insubordination on the part of Executive; (iii) the engaging by the Executive in misconduct, including but not limited to any type of sexual harassment which is materially and demonstrably injurious to the Company
or any of its divisions, subsidiaries or affiliates, monetarily or otherwise; (iv) any conviction of, or plea of guilty or nolo contendere to, the Executive with respect to a felony (other than a traffic violation); or (v) the
commission (or attempted commission) of any act of fraud or dishonesty by the Executive which is materially detrimental to the business or reputation of the Company or any of its divisions, subsidiaries or affiliates. 
  
 (c) Without Cause. 
  
 (i) The Company may terminate the Executive’s
employment hereunder without Cause upon thirty (30) days written notice to the Executive. 
  
 (ii) The Executive may terminate his employment upon thirty (30) days notice for Good Reason, as defined as follows: 
  
 “Good Reason” for termination by the Executive of
the Executive’s employment shall mean the occurrence (without the Executive’s express written consent), of any one of the following acts by the Company, or failures by the Company to act: 
  

	 	(I)	the assignment to the Executive of any duties inconsistent with the Executive’s status as an executive officer of the Company (including by reason of the Company becoming a
subsidiary, or under the control, of a company not an affiliate of the Company as of the date hereof) or an 

 adverse alteration or diminution in the nature or status of the Executive’s title or his
responsibilities from those in effect as of the date hereof; 
  

	 	(II)	a reduction by the Company in the Executive’s annual base salary or target annual bonus opportunity as set forth in the Agreement or as the same may thereafter be increased
from time to time, or a failure to provide the Executive with participation in any stock option or other equity-based plan in which other employees of the Company (and any parent, surviving or acquiring company) participate on a basis that does not
unreasonably discriminate against the Executive as compared to such other employees who have similar levels of responsibility and compensation; 

  

	 	(III)	the relocation of the Executive’s principal place of employment to a location more than 50 miles from the Executive’s principal place of employment as of the date hereof,
except for required travel on the Company’s business to an extent substantially consistent with the Executive’s business travel obligations as of the date hereof; 

  

	 	(IV)	any material breach by the Company of its obligations under this Agreement. 

  
 The Executive’s right to terminate the Executive’s employment for Good Reason shall not be affected by the Executive’s incapacity due to
physical or mental illness. Except as provided above, the Executive’s continued employment shall not constitute consent to, or a waiver of rights with respect to, any act or failure to act constituting Good Reason hereunder. The Executive may
resign for Good Reason only if such Executive provides Notice of Termination to the Company within three months of the Executive becoming aware that the basis for such Good Reason exists. 
  
 (d) Death. The Executive’s employment hereunder shall automatically terminate on the death of the Executive.

  
 3.2 Payment on Termination with Cause. In the event
that Executive’s employment is terminated by the Company with Cause, Executive shall be entitled to receive the following payments not later than twenty business days after the date of termination: 
  
 (a) payment of any earned but unpaid salary accrued through and including
the date of termination; 
  
 (b) payment of accrued, but unused,
vacation time; and 
  
 (c) reimbursement of any unreimbursed
business expenses incurred prior to the date of termination. 

 3.3 Payment on Termination Without Cause. Subject to the Executive’s continuing compliance
with the covenants contained in Article IV of this Agreement (the “Covenants”) and the execution by the Executive of a customary binding general waiver and release of claims (the “Release”), in the event that the Executive’s
employment is terminated by the Company without Cause or by the Executive for Good Reason, then the Executive, or the Executive’s estate in the event of his death, shall be entitled to receive the following less any required withholdings:

  
 (a) payment of any earned, but unpaid salary accrued through
and including the date of termination; 
  
 (b) payment of (i) any
earned but unpaid annual bonus from a previous calendar year and (ii) any earned but unpaid amounts that may be paid under any company long term incentive plans to be paid according to the terms of such plans; 
  
 (c) (i) payment of the Executive’s target annual bonus amounts pursuant
to Section 2.1(b), pro-rated based on the actual number of days elapsed in the year in which Executive’s termination takes place; and (ii) payment of two times the target annual bonus amount, such payments to be made in a lump sum subject to
federal, state and applicable withholding taxes and payments; 
  
 (d) a lump sum payment equal to two time his current base salary; 
  
 (e) payment of accrued, but unused, vacation time; 
  
 (f) reimbursement for any unreimbursed business expenses, or automobile expenses incurred prior to the date of termination; 
  
 (g) for twenty-four (24) months (the “Post-Termination Period”), the Company shall continue to provide, at its sole cost and expense, Executive
and his eligible dependents with all benefit plans and other fringe benefits as described in Section 2.2(a) that were being provided to the Executive immediately prior to his termination of employment upon the same terms and conditions as provided
to other senior executives; during the Post-Termination Period, Executive and his eligible dependents shall be eligible for COBRA benefits for eighteen (18) months; 
  
 (h) immediate, 100% vesting of all stock options issued to Executive under the Company’s 2002 Stock Option Plan and an
allowance that such options may be exercised within three (3) years of his termination date; and 
  
 (i) immediate, 100% vesting of all restricted shares awarded pursuant to the Company’s Restricted Stock Plan; and 
  
 (j) immediate conversion to cash of all Performance Units issued under the
2005 Long Term Incentive Compensation Plan, without proration, and at a value equal to the base case target established under the LTIC Matrix. 

 3.4 Payment on Termination Due to Death or Disability. Company shall make the following payments
in the event of Executive’s Death (to his estate) or Disability (as defined in Section 3.1(a) of this Agreement): the payments set forth in Sections 3.3(a), (b), (c) (d), (e) and (f). In the event of Death following Disability, amounts
remaining to be paid under this section shall be paid to Executive’s estate. 
  
 ARTICLE IV. 
 COVENANTS 
  
 4.1 No Diversion. The Executive covenants and agrees that (i) during the Term and (ii) the Post-Termination Period,
he shall not divert or attempt to divert or take advantage of or attempt to take advantage of any actual or potential business opportunities of the Company (e.g., writing, issuing, underwriting, selling, distributing or re-insuring personal property
and casualty insurance products, investment opportunities, and other similar opportunities) which the Executive became aware of during his employment with the Company. 
  
 4.2 Non-Recruitment. The Executive agrees that the Company has invested substantial time and effort in assembling
its present workforce. Accordingly, the Executive covenants and agrees that during the Term and the Post-Termination Period, he shall not directly or indirectly entice or solicit (other than pursuant to general, non-targeted public media
advertisements) or seek to induce or influence any of the Company’s Employees to leave their employment. 
  
 4.3 Non-Disclosure. Prior to and in connection with this Agreement, Executive has learned and will continue to learn trade secrets and
confidential information of Company, including but not limited to (i) financial information, (ii) business methods and techniques, including but not limited to sales methods, prospecting methods, methods of presentation, programs and other materials
used or to be used by Company in managing, marketing or furthering it’s business, (iii) insureds and agent’s names, addresses and contact and other information, (iv) all other information about Company’s business that is not known to
the public and gives Company an opportunity to obtain an advantage over competitors (“Confidential Information”). Executive acknowledges that Company has invested substantial sums in the development of its Confidential Information.

  
 During the term of this Agreement, and after the termination
of Executive’s employment for any reason, Executive covenants and agrees that he will not, directly or indirectly, disclose or communicate to any person or entity or otherwise use any Confidential Information of Company (“Non-Disclosure
Covenant”) for any purpose other than for the direct benefit of Company. Upon termination of Executive’s employment, he shall promptly return to Company all documents, records, notebooks, manuals, disks, software, hardware and other
information of Company. 
  
 This Non-Disclosure Covenant has no
temporal, geographic or territorial restrictions or limitations and applies no matter where Executive may be located in the future. 

 4.4 Termination for Cause. Executive agrees that if his employment is terminated pursuant to
Section 3.1 (b), he shall be bound to the covenants set forth in Sections 4.1, 4.2 and 4.3 for the duration of the Post-Termination Period. 
  
 4.5 Remedies. The Executive acknowledges that should he violate any of the Covenants, it will be difficult to determine the resulting damages to
the Company and, in addition to any other remedies it may have, and notwithstanding the provisions of Section 5.4, the Company shall be entitled to temporary injunctive relief without being required to post a bond and permanent injunctive relief
without the necessity of proving actual damage. The Company may elect to seek one or more of these remedies at its sole discretion on a case by case basis. Failure to seek any or all remedies in one case does not restrict the Company from seeking
any remedies in another situation. Such action by the Company shall not constitute a waiver of any of its rights. 
  
 4.6 Severability and Modification of Any Unenforceable Covenant. It is the parties’ intent that each of the Covenants be read and interpreted
with every reasonable inference given to its enforceability. However, without limiting the generality of Section 5.5 herewith, it is also the parties’ intent that if any term, provision or condition of the Covenants is held to be invalid, void
or unenforceable, the remainder of the provisions thereof shall remain in full force and effect and shall in no way be affected, impaired or invalidated. Finally, it is also the parties’ intent that if it is determined any of the Covenants are
unenforceable because of over breadth, then the covenant shall be modified so as to make it reasonable and enforceable under the prevailing circumstances. 
  
 4.7 Tolling. In the event of the breach by Executive of any Covenant the running of the period of restriction shall be automatically tolled and
suspended for the amount of time that the breach continues, and shall automatically recommence when the breach is remedied so that the Company shall receive the benefit of Executive’s compliance with the Covenants. This paragraph shall not
apply to any period for which the Company is awarded and receives actual monetary damages for breach by the Executive of a Covenant with respect to which this paragraph applies. 
  
 ARTICLE V. 
 MISCELLANEOUS 
  
 5.1 Successors. This
Agreement shall inure to the benefit of the Company and its successors and assigns, as applicable and to the benefit of Executive’s personal or legal representatives, executors, administrators or heirs. If the Company shall merge or consolidate
with or into, or transfer substantially all of its assets, including goodwill, to another corporation or other form of business organization, this Agreement shall be binding on, and run to the benefit of, the successor of the Company resulting from
such merger, consolidation, or transfer. The Executive shall not assign, pledge, or encumber his interest in this Agreement, or any part thereof, without the prior written consent of the Company, and any such attempt to assign, pledge or encumber
any interest in this Agreement shall be null and void and shall have no effect whatsoever. 

 5.2 Governing Law. This Agreement is being made and executed in and is intended to be performed in
the State of Ohio and shall be governed, construed, interpreted and enforced in accordance with the substantive laws of the State of Ohio, without regard to the conflict of laws principles thereof. 
  
 5.3 Entire Agreement. This Agreement comprises the entire agreement
between the parties hereto relating to the subject matter hereof and as of the Commencement Date, supersedes, cancels and annuls all previous agreements between the Company (and/or its predecessors) and the Executive, as the same may have been
amended or modified, and any right of the Executive thereunder other than for compensation accrued thereunder as of the date hereof, and supersedes, cancels and annuls all other prior written and oral agreements between the Executive and the Company
or any predecessor to the Company. The terms of this Agreement are intended by the parties to be the final expression of their agreement with respect to the employment of the Executive by the Company and may not be contradicted by evidence of any
prior or contemporaneous agreement. 
  
 5.4 Disputes.

  
 (a) Any dispute or controversy arising under, out of, in
connection with or in relation to this Agreement, including any claims for discrimination or other similar violation of federal law, shall be finally determined and settled by arbitration in Jefferson County, Alabama, in accordance with the rules
and procedures of the American Arbitration Association, and judgment upon the award may be entered in any court having jurisdiction thereof. 
  
 (b) If any arbitration or other proceeding is brought for the enforcement of this Agreement, or because of an alleged dispute, breach, default or
misrepresentation in connection with any of the provisions of this Agreement, the prevailing party shall be entitled to recover reasonable attorneys’ fees and other costs incurred in that action or proceeding, in addition to any other relief
that may be granted. 
  
 5.5 Severability; Enforceability.
If any provision of this Agreement, or the application thereof to any person, place, or circumstance, shall be held to be invalid, unenforceable, or void by the final determination of a court of competent jurisdiction in any jurisdiction and all
appeals therefrom shall have failed or the time for such appeals shall have expired, as to that jurisdiction and subject to this Section 5.5, such clause or provision shall be deemed eliminated from this Agreement but the remaining provisions shall
nevertheless be given full force and effect. In the event this Agreement or any portion hereof is more restrictive than permitted by the law of the jurisdiction in which enforcement is sought, this Agreement or such portion shall be limited in that
jurisdiction only, and shall be enforced in that jurisdiction as so limited to the maximum extent permitted by the law of that jurisdiction. 
  
 5.6 Counterparts. This Agreement may be executed by facsimile and in several counterparts, each of which shall be deemed to be an original, but all
of which together will constitute one and the same Agreement. 

 5.7 Amendments; Waivers. This Agreement may not be modified, amended, or terminated except by an
instrument in writing, approved by the Board and signed by the Executive and the Company. By an instrument in writing similarly executed, the Executive or the Company may, with the approval of the Board, waive compliance by the other party or
parties with any provision of this Agreement that such other party was or is obligated to comply with or perform; provided, however, that such waiver shall not operate as a waiver of, or estoppel with respect to, any other or subsequent
failure. No failure to exercise and no delay in exercising any right, remedy or power hereunder shall preclude any other or further exercise of any other right, remedy or power provided herein or by law or in equity. 
  
 5.8 No Inconsistent Actions. The parties hereto shall not voluntarily
undertake any action inconsistent with, or voluntarily undertake or fail to undertake any action or course of action to avoid or evade, the provisions or essential intent of this Agreement. Furthermore, it is the intent of the parties hereto to act
in a fair and reasonable manner with respect to the interpretation and application of the provisions of this Agreement. 
  
 IN WITNESS WHEREOF, the parties have executed this Agreement as of the date and year first above written. 
  

									
	 INFINITY PROPERTY AND CASUALTY
 CORPORATION
	 	 	 	 	 	 EXECUTIVE

					
	 By:
	 	 /s/ James R. Gober

	 	 	 	 	 	 /s/ Roger Smith

	 Name:
	 	 James R. Gober
	 	 	 	 	 	 Roger Smith

	 Title:
	 	 Chief Executive Officer
	 	 	 	 	 	 Senior Vice President and Chief Financial
 Officer

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