Document:

First Amendment to the Reinsurance Pooling Agreement

 Exhibit 10.66 
 FIRST AMENDMENT TO THE 
 REINSURANCE POOLING AGREEMENT 
 AMENDED AND RESTATED AS OF JANUARY 1, 2005 
 This First Amendment (this “First Amendment”) to the Reinsurance Pooling Agreement Amended and Restated as of January 1, 2005 (the “2005 Pooling Agreement”), is made as of April 1, 2007, by and among State
Automobile Mutual Insurance Company (“State Auto Mutual”), State Auto Property and Casualty Insurance Company (“State Auto P&C”), Milbank Insurance Company (“Milbank”), State Auto Insurance Company of Wisconsin
(“SA WI”), Farmers Casualty Insurance Company (“Farmers Casualty”), State Auto Insurance Company of Ohio (“SA OH”), State Auto Florida Insurance Company (“SA FL”), Meridian Security Insurance Company
(“Meridian Security”), and Meridian Citizens Mutual Insurance Company (“Meridian Citizens Mutual”) (collectively, the “Pooled Companies”). This First Amendment shall be effective and operative as set forth in
Section 9 of this First Amendment. 
 Background Information 
 The 2005 Pooling Agreement excludes premiums, losses, loss expenses, underwriting expenses and administrative expenses attributable to the State Auto Mutual Reinsurance Book. 
 With this First Amendment, State Auto intends to (i) exclude from the 2005 Pooling Agreement the voluntary assumption of reinsurance by State Auto
Mutual, regardless of whether the ceding company is affiliated with State Auto Mutual, from and after the Effective Date, and (ii) clarify certain matters between the State Auto P&C Catastrophe Assumption Agreement and the 2005 Pooling
Agreement. 
 The Independent Committee of the Board of Directors of each of State Auto Mutual and State Auto Financial Corporation has
approved the matters set forth in this Amendment. 
 Statement of Agreement 
 In consideration of the mutual covenants set forth herein and INTENDING TO BE LEGALLY BOUND HEREBY, the Pooled Companies agree to amend the 2005 Pooling
Agreement as follows: 
  

	 1.
	 Capitalized terms used in this First Amendment (including the Background Information) which are not otherwise defined herein shall have the meanings ascribed
such terms in the 2005 Pooling Agreement. 

  

	 2.
	 Section 1(d) of the 2005 Pooling Agreement is amended in its entirety to read as follows: 

  

	 	 (d)
	 “State Auto Mutual Reinsurance Book” means (i) premiums, losses, underwriting and administrative expenses attributable to
State Auto Mutual’s voluntary assumption of reinsurance from third parties which are unaffiliated with State 

  

 1 

	 	 
Auto Mutual, which voluntary assumed reinsurance contracts/treaties initially commenced on or after January 1, 2005, and (ii) premiums, losses,
underwriting and administrative expenses attributable to State Auto Mutual’s voluntary assumption of reinsurance from affiliates of State Auto Mutual, which voluntary assumed reinsurance contracts/treaties initially commenced on or
after January 1, 2007. 

  

	 3.
	 Section 1 of the 2005 Pooling Agreement is amended to add the following subsection (f): 

  

	 	 (f)
	 “State Auto Insurance Ceding Companies” means State Auto Mutual and each insurance company, present and future, in the State Auto Mutual insurance
holding company system, other than State Auto P&C, which cede reinsurance to State Auto P&C under the State Auto P&C Catastrophe Assumption Agreement. 

  

	 4.
	 The definition of the “State Auto P&C Catastrophe Assumption Agreement” set forth in Section 7(a) of the 2005 Pooling Agreement is deleted in
its entirety. In its place, Section 1 of the 2005 Pooling Agreement is amended to add the following subsection (g): 

  

	 	 (g)
	 “State Auto P&C Catastrophe Assumption Agreement” means any agreement pursuant to which State Auto P&C provides catastrophe reinsurance to any
of the State Auto Insurance Ceding Companies. 

  

	 5.
	 In subsections 7(a) through 7(h), the sentence “Accounts shall be rendered at quarterly intervals and shall be settled within sixty (60) days
thereafter.” is hereby deleted and replaced by the following sentence: “Subject to the offset provision in Section 8 hereof, all amounts due under this Agreement shall be due and payable by the respective Pooled Company within sixty
(60) days after the end of each calendar quarter.” 

  

	 6.
	 Section 1 of the 2005 Pooling Agreement is amended to add the following subsection (h): 

  

	 	 (h)
	 “State Auto Traditional Cat Program” means the then current amount of State Auto’s catastrophe loss retention ($55 million as of the Effective
Date of this First Amendment) plus the then current amount of catastrophe reinsurance available to State Auto ($80 million as of the date of this First Amendment). 

  

	 7.
	 Section 10 of the 2005 Pooling Agreement is hereby deleted in its entirety and replaced by the following: 

  

	 	 10.
	 Losses Excluded: Notwithstanding any of the foregoing, the Pooled Companies agree that the 2005 Pooling Agreement, as amended from time to time,
shall not apply to catastrophe losses and loss expenses to the extent such losses and loss expenses are covered by the State Auto P&C Catastrophe Assumption Agreement. Once the limit of coverage available under the State Auto P&C Catastrophe
Assumption Agreement is exhausted by loss expenses and loss payments on behalf of any of the State Auto Insurance Ceding Companies or directly by State Auto P&C, all parties 

  

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understand and agree that catastrophe losses and loss expenses in excess of the sum of the State Auto Traditional Cat Program and the amount of coverage
under the State Auto P&C Catastrophe Assumption Agreement shall once again be ceded and assumed under the terms of the 2005 Pooling Agreement, as amended from time to time. All premiums attributable to the State Auto P&C Catastrophe
Assumption Agreement are to be paid to State Auto P&C outside of the 2005 Pooling Agreement, as amended from time to time. All premiums, losses, loss expenses, underwriting expenses and administrative expenses attributable to either State Auto
Middle Market Insurance from and after 12:01 a.m. EST January 1, 2005, or the State Auto Mutual Reinsurance Book are outside the 2005 Pooling Agreement, as amended from time to time. In addition, this 2005 Pooling Agreement, as amended from
time to time, is subject to the Reserve Guaranty Agreement. 

  

	 8.
	 It is agreed that the home office address of State Auto P&C is 1300 Woodland Drive, West Des Moines, Iowa, and the home office address of SA FL is 2955 North
Meridian Street, Indianapolis, Indiana. 

  

	 9.
	 This First Amendment shall be effective as of 12:01 a.m. Columbus, Ohio time, on January 1, 2007 (the “Effective Date”). Notwithstanding the
foregoing, this First Amendment shall only become operative when this First Amendment has been approved, or deemed approved, by any insurance regulator with jurisdiction over any of the Pooled Companies. If this First Amendment is not approved as
indicated, this First Amendment shall be deemed null and void and shall not become operative to amend the 2005 Pooling Agreement in any manner whatsoever. 

  

	 10.
	 This document is an amendment to the 2005 Pooling Agreement. In the event of any inconsistencies between the provisions of the 2005 Pooling Agreement and this
First Amendment, the provisions of this First Amendment shall control. Except as expressly amended hereby, the 2005 Pooling Agreement shall continue in full force and effect without change for the balance of the term thereof.

  

			
	 State Automobile Mutual Insurance Company

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President
	
	 State Auto Property & Casualty Insurance Company

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President
	
	 Milbank Insurance Company

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President

  

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	 State Auto Insurance Company of Wisconsin

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President
	
	 Farmers Casualty Insurance Company

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President
	
	 State Auto Insurance Company of Ohio

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President
	
	 State Auto Florida Insurance Company

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President
	
	 Meridian Security Insurance Company

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President
	
	 Meridian Citizens Mutual Insurance Company

		
	 By:
	 	/S/    ROBERT P. RESTREPO,
JR.        
		 	Robert P. Restrepo, Jr., President

  

 4First Amendment to Management and Operations Agreement

 Exhibit 10.67 
 FIRST AMENDMENT 
 to 
 MANAGEMENT AND OPERATIONS AGREEMENT 
 AMENDED AND RESTATED 
 As of January 1, 2005 
 This First
Amendment (this “First Amendment”) to the Management and Operations Agreement Amended and Restated as of January 1, 2005 (the “2005 Management Agreement”), is made as of April 1, 2007, by and among State Automobile
Mutual Insurance Company (“State Auto Mutual”), State Auto Financial Corporation (“STFC”), State Auto Property and Casualty Insurance Company (“State Auto P&C”), State Auto National Insurance Company
(“National”), Milbank Insurance Company (“Milbank”), State Auto Insurance Company of Ohio (“SA OH”), Meridian Security Insurance Company (“Meridian Security”), Meridian Citizens Mutual Insurance Company
(“Meridian Citizens Mutual”), Meridian Insurance Group, Inc. (“MIGI”), Farmers Casualty Insurance Company (“Farmers Casualty”), Stateco Financial Services, Inc. (“Stateco”), Strategic Insurance Software, Inc.
(“S.I.S.”), 518 Property Management and Leasing, LLC (“518 PML”), State Auto Florida Insurance Company (“SA FL”), Beacon National Insurance Company (“Beacon”), Beacon Lloyds, Inc. (“BLI”) and Beacon
Lloyds Insurance Company (“Beacon Lloyds”), First Preferred Insurance Company (“First Preferred”), and Petrolia Insurance Company (“Petrolia”) (Beacon, BLI, Beacon Lloyds, First Preferred, and Petrolia are collectively
referred to herein as the “Beacon Insurers”). This First Amendment shall be effective and operative as set forth in Sections 11 and 12 of this First Amendment. 
 Background Information 
 The 2005 Management Agreement describes the operating relationship
among substantially all of the affiliates of State Auto Mutual and State Auto Mutual, the ultimate controlling person in the State Auto Mutual insurance holding company system. 
 SA FL is a wholly owned subsidiary of State Auto Mutual and has re-domesticated to the State of Indiana from the State of Florida. 
 Eagle Development Corporation (“Eagle”) and the Beacon Insurers became indirect subsidiaries of State Auto Mutual pursuant to a merger (the “Merger”) of a subsidiary of MIGI,
a wholly owned subsidiary of State Auto Mutual, with and into Eagle, with Eagle being the surviving corporation of the Merger and a wholly owned subsidiary of MIGI. The Merger was effective on March 28, 2007. The Beacon Insurers became
affiliates of State Auto P&C by virtue of the Merger. 
 For purposes of the 2005 Management Agreement and this First Amendment, the
“Mutual Group” or the “State Auto Mutual Group” shall mean State Auto Mutual, Meridian Security, Meridian Citizens Mutual, MIGI, SA FL and the Beacon Insurers, and the “State Auto Financial Group” shall mean STFC, State
Auto P&C, National, Milbank, SA OH, Farmers Casualty, Stateco, S.I.S. and 518 PML. 
  

 1 

 With this First Amendment, the parties to this First Amendment intend to (i) add SA FL as a party to
the 2005 Management Agreement, and (ii) add the Beacon Insurers as parties to the 2005 Management Agreement, provided that the arrangements between the Beacon Insurers, State Auto P&C and State Auto Mutual recognize that Beacon has its own
employee force performing services for it and the other Beacon Insurers. 
 In response to a recommendation from the Independent Committee of
the Board of Directors of each of State Auto Mutual and STFC, the Boards of Directors of the State Auto Financial Group and the State Auto Mutual Group have approved this First Amendment. 
 Statement of Agreement 
 In consideration of the mutual covenants set
forth herein and INTENDING TO BE LEGALLY BOUND HEREBY, the parties to this Amendment agree to amend the 2005 Management Agreement as follows: 
  

	 1.
	 Capitalized terms used in this First Amendment (including the Background Information) which are not otherwise defined herein shall have the meanings ascribed to
such terms in the 2005 Management Agreement. 

  

	 2.
	 Upon the SA FL Effective Date, the existing Cost Sharing Agreement between SA FL, State Auto Mutual and State Auto P & C shall automatically terminate with
no further force or effect, and SA FL shall automatically become a Managed Company with all rights and duties thereof as set forth in the 2005 Management Agreement. 

  

	 3.
	 Upon the Beacon Insurers Effective Date, each Beacon Insurer shall automatically become a Managed Company with all rights and duties thereof as set forth in the
2005 Management Agreement, except as otherwise specifically set forth in this First Amendment. It is understood and agreed that Beacon has its own employees who provide managerial, supervisory, administrative, technical, professional, and clerical
services to it and the other Beacon Insurers. State Auto P&C, through its employees, will provide certain executive, administrative, technical, and professional support services to the Beacon Insurers, while State Auto Mutual will provide
certain facilities to the Beacon Insurers, the costs of which shall be allocated among the Beacon Insurers, State Auto P&C and State Auto Mutual as described below. 

  

	 4.
	 Section 3 of the 2005 Management Agreement shall not be applicable to the Beacon Insurers because Beacon’s own employees provide many of the
organizational, operational, and management functions for the Beacon Insurers. Notwithstanding the foregoing, the Beacon Insurers understand and agree that State Auto P&C, acting by and through its employees, is authorized to provide
organizational, operational, and management functions for the Beacon Insurers. To the extent that employees of State Auto P&C provide any operational, administrative, and management functions to the Beacon Insurers, the costs therefore shall be
allocated as described below. 

  

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	 5.
	 Section 6(a) of the 2005 Management Agreement is made specifically applicable to SA FL. The last sentence of Section 6(a) of the 2005 Management
Agreement is amended in its entirety to read as follows: 

 It is further understood and agreed that while
SA WI is a party to the 2005 Pooling Agreement, it is a party to a separate management agreement with State Auto P&C and State Auto Mutual, which contains provisions substantially similar to this section 6(a). 
  

	 6.
	 Section 6(c) of the 2005 Management Agreement is deleted in its entirety and replaced by the following: 

  

	 	 (c)
	 Insurance Losses, Loss Adjustment Expenses and Underwriting Expenses of National and the Beacon Insurers- All insurance losses, loss adjustment expenses
and underwriting expenses of National, as computed under the statutory accounting principles used by National from time to time shall be paid by National. Underwriting expenses include, without limitation, expenses for State Auto P&C employees
providing services on behalf of National for only part of their time, which expenses shall be allocated to National in proportion to the amount of time those employees spend on National’s behalf in accordance with statutory accounting
principles used by National from time to time. All insurance losses, loss adjustment expenses and underwriting expenses of the Beacon Insurers, as computed under the statutory accounting principles used by the Beacon Insurers from time to time shall
be paid by the Beacon Insurers. Underwriting expenses include, without limitation, expenses for State Auto P&C employees providing services on behalf of the Beacon Insurers for only part of their time, which expenses shall be allocated to the
Beacon Insurers in proportion to the amount of time those employees spend on behalf of the Beacon Insurers in accordance with statutory accounting principles used by the Beacon Insurers from time to time. 

  

	 7.
	 Section 6(d) of the 2005 Management Agreement shall not apply to the Beacon Insurers. The Beacon Insurers share of pension and benefit expenses under the
Plans for employees of State Auto P&C shall be allocated to the Beacon Insurers based on the percentage of State Auto P&C’s payroll expenses allocated to each of the Beacon Insurers pursuant to the terms hereof.

  

	 8.
	 Section 6(e) of the 2005 Management Agreement shall not apply to the Beacon Insurers. The Beacon Insurers rent office space at their principal office
location in Wichita Falls, Texas, and this rent expense shall be a direct expense of the Beacon Insurers. 

  

	 9.
	 Section 7 of the 2005 Management Agreement is deleted in its entirety and replaced by the following: 

 7. Payment for Services - All amounts due under this Agreement shall be due and payable by the respective company within sixty
(60) days after the end of each calendar quarter. 
  

	 10.
	 Section 9(b) of the 2005 Management Agreement is hereby amended to add the following as the last sentence: “The foregoing notwithstanding, the Beacon
Insurers may terminate their participation in this Agreement at any time by giving the other parties at least ninety (90) days’ advance written notice of such termination.” 

  

	 11.
	 As to SA FL, this First Amendment shall be effective as of 12:01 a.m. Columbus, Ohio time, on April 1, 2007 (the “SA FL Effective Date”).
Notwithstanding the foregoing, this First 

  

 3 

	 	 
Amendment shall only become operative as to SA FL when this First Amendment has been approved, or deemed approved, by all insurance regulators whose approval
is necessary to implement the terms of the 2005 Management Agreement, as amended by this First Amendment, with respect to SA FL. If this First Amendment is not approved with respect to SA FL as described in this section, this First Amendment shall
be deemed null and void as to SA FL and shall not become operative to amend the 2005 Management Agreement in any manner whatsoever as to SA FL. 

  

	 12.
	 As to the Beacon Insurers, this First Amendment shall be effective as of 12:01 a.m. Columbus, Ohio time, on April 1, 2007 (the “Beacon Insurers
Effective Date”). Notwithstanding the foregoing, this First Amendment shall only become operative as to the Beacon Insurers when this First Amendment has been approved, or deemed approved, by all insurance regulators whose approval is necessary
to implement the terms of the 2005 Management Agreement, as amended by this First Amendment, with respect to the Beacon Insurers. If this First Amendment is not approved with respect to the Beacon Insurers as described in this section, this First
Amendment shall be deemed null and void as to the Beacon Insurers and shall not become operative to amend the 2005 Management Agreement in any manner whatsoever as to the Beacon Insurers. 

  

	 13.
	 This document is an amendment to the 2005 Management Agreement. In the event of any inconsistencies between the provisions of the 2005 Management Agreement and
this First Amendment, the provisions of this First Amendment shall control. Except as expressly amended hereby, the 2005 Management Agreement shall continue in full force and effect without change for the balance of the term thereof.

  

			
	 STATE AUTOMOBILE MUTUAL INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 STATE AUTO FINANCIAL CORPORATION

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 STATE AUTO PROPERTY AND CASUALTY INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 STATE AUTO NATIONAL INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

  

 4 

			
	 STATE AUTO INSURANCE COMPANY OF OHIO

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 FARMERS CASUALTY INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 MERIDIAN SECURITY INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 MERIDIAN CITIZENS MUTUAL INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 STATE AUTO FLORIDA INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 BEACON NATIONAL INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 FIRST PREFERRED INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 PETROLIA INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

  

 5 

			
	 BEACON LLOYDS, INC.

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 BEACON LLOYDS INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 MERIDIAN INSURANCE GROUP, INC.

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 STATECO FINANCIAL SERVICES, INC.

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 MILBANK INSURANCE COMPANY

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 STRATEGIC INSURANCE SOFTWARE, INC.

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

	
	 518 PROPERTY AND MANAGEMENT LEASING, LLC

		
	 By:
	 	 /S/    ROBERT P. RESTREPO,
JR.        

		 	 Robert P. Restrepo, Jr., President

  

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