Enstar Group LTD Sample Contracts

ARTICLE III REPRESENTATIONS AND WARRANTIES
Agreement and Plan of Merger • June 1st, 2006 • Castlewood Holdings LTD • Investors, nec • New York
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WITNESETH:
License Agreement • July 11th, 2006 • Castlewood Holdings LTD • New York
ENSTAR GROUP LIMITED 3.100% Senior Notes due 2031 UNDERWRITING AGREEMENT
Underwriting Agreement • August 24th, 2021 • Enstar Group LTD • Fire, marine & casualty insurance • New York

Conditions to Redemption and Repayment; Replacement Capital Covenant: Notwithstanding anything to the contrary set forth herein, (i) prior to March 31, 2025, the Notes may be redeemed only with BMA Approval, and (ii) the Notes may not be redeemed at any time or repaid prior to the Final Maturity Date if the Enhanced Capital Requirement would be breached immediately before or after giving effect to the redemption or repayment of such Notes, unless, in the case of each of clauses (i) and (ii), the Issuer or a subsidiary of the Issuer replaces the capital represented by the Notes to be redeemed or repaid with capital having equal or better capital treatment as the Notes under the Group Rules, provided that if under Applicable Supervisory Regulations no such consent is required at the time in order for the Notes to qualify, or continue to qualify, as applicable, as Tier 3 Capital of the Issuer or the Insurance Group, clause (i) shall not apply (collectively, the “BMA Redemption Requirement

BACKGROUND
Employment Agreement • September 20th, 2006 • Castlewood Holdings LTD • Fire, marine & casualty insurance • Delaware
EXHIBIT 99.2 SUPPORT AGREEMENT DATED AS OF MAY 23, 2006
Support Agreement • June 1st, 2006 • Castlewood Holdings LTD • Investors, nec • New York
ENSTAR GROUP LIMITED (a Bermuda exempted company) [l] Ordinary Shares (Par Value $1.00 Per Share) PURCHASE AGREEMENT
Purchase Agreement • June 26th, 2008 • Enstar Group LTD • Fire, marine & casualty insurance • New York

FOX-PITT KELTON COCHRAN CARONIA WALLER (USA) LLC DOWLING & PARTNERS SECURITIES, LLC as Representatives of the several Underwriters c/o Fox-Pitt Kelton Cochran Caronia Waller (USA) LLC One South Wacker Drive Chicago, Illinois 60606

RECITAL
Indemnification Agreement • January 31st, 2007 • Castlewood Holdings LTD • Fire, marine & casualty insurance
RECITAL
Indemnification Agreement • July 11th, 2006 • Castlewood Holdings LTD
BACKGROUND
Employment Agreement • January 31st, 2007 • Castlewood Holdings LTD • Fire, marine & casualty insurance • Delaware
AGREEMENT AND PLAN OF MERGER among ENSTAR GROUP LIMITED AML ACQUISITION, CORP. and SEABRIGHT HOLDINGS, INC. dated as of August 27, 2012
Agreement and Plan of Merger • August 28th, 2012 • Enstar Group LTD • Fire, marine & casualty insurance • Delaware

AGREEMENT AND PLAN OF MERGER, dated as of August 27, 2012 (this “Agreement”), among Enstar Group Limited, a Bermuda exempted company (“Parent”), AML Acquisition, Corp., a Delaware corporation and an indirect, wholly-owned subsidiary of Parent (“Merger Sub”), and SeaBright Holdings, Inc., a Delaware corporation (the “Company”).

EMPLOYMENT AGREEMENT
Employment Agreement • August 7th, 2015 • Enstar Group LTD • Fire, marine & casualty insurance

This EMPLOYMENT AGREEMENT (“Agreement”) is dated as of May 11, 2015, between Enstar Group Limited, a Bermuda corporation (“Company”), and Mark Smith (“Executive”).

ENSTAR GROUP LIMITED AND THE BANK OF NEW YORK MELLON, as TRUSTEE SENIOR INDENTURE Dated as of March 10, 2017
Senior Indenture • March 10th, 2017 • Enstar Group LTD • Fire, marine & casualty insurance • New York

Provisions of Trust Indenture Act of 1939 and Indenture dated as of March 10, 2017, between Enstar Group Limited and The Bank of New York Mellon, as Trustee:

VOTING AND SHAREHOLDERS’ AGREEMENT between NORTH BAY HOLDINGS LIMITED and THE SHAREHOLDERS NAMED HEREIN dated as of December 23, 2015
Shareholders’ Agreement • December 30th, 2015 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This Voting and Shareholders’ Agreement (this “Agreement”), dated as of December 23, 2015 (“Effective Date”), is entered into among North Bay Holdings Limited, a Bermuda exempted company (the “Company”), Kenmare Holdings Ltd. (the “Enstar Shareholder”), Trident V, L.P., Trident V Parallel Fund, L.P. and Trident V Professionals Fund, L.P. (each, a “Trident Shareholder” and, collectively, the “Trident Shareholders” and, together with the Enstar Shareholder, the “Initial Shareholders”), Dowling Capital Partners I, L.P. (the “Dowling Shareholder”), each other Person who after the date hereof acquires Common Shares of the Company and becomes a party to this Agreement by executing a Joinder Agreement (such Persons, collectively with the Initial Shareholders and the Dowling Shareholder, the “Shareholders”), and, solely for purposes of Section 3.02 hereof, Atrium Nominees Limited (“Atrium Nominees”), a UK limited company, Northshore Holdings Limited, a Bermuda exempted company (“Northshore”),

PERFORMANCE STOCK UNIT AWARD AGREEMENT UNDER THE AMENDED AND RESTATED ENSTAR GROUP LIMITED 2016 EQUITY INCENTIVE PLAN
Performance Stock Unit Award Agreement • May 7th, 2021 • Enstar Group LTD • Fire, marine & casualty insurance

This Performance Stock Unit Award Agreement (this “Agreement”) is entered into as of the Grant Date (as defined below), by and between the Grantee (as defined below) and Enstar Group Limited (the “Company”). Except as otherwise defined herein, capitalized terms used in this Agreement have the respective meanings set forth in the Plan (as defined below).

AMENDED AND RESTATED EMPLOYMENT AGREEMENT
Employment Agreement • January 27th, 2020 • Enstar Group LTD • Fire, marine & casualty insurance

This EMPLOYMENT AGREEMENT (“Agreement”) is dated as of January 21, 2020 between Enstar Group Limited, a Bermuda corporation (“Company”), and Paul O’Shea (“Executive”) and amends and restates in its entirety all previous Employment Agreements between Company and Executive.

ENSTAR GROUP LIMITED (a Bermuda exempted company) [l] Ordinary Shares (Par Value $1.00 Per Share) PURCHASE AGREEMENT
Purchase Agreement • June 25th, 2008 • Enstar Group LTD • Fire, marine & casualty insurance • New York

Enstar Group Limited, a Bermuda exempted company (the “Company”), and the persons listed in Schedule II hereto (the “Selling Shareholders”), hereby confirm their respective agreements with Fox-Pitt Kelton Cochran Caronia Waller (USA) LLC (“FPK”), Dowling & Partners Securities, LLC (“Dowling”) and each of the other Underwriters named in Schedule I hereto (collectively, the “Underwriters,” which term shall also include any underwriter substituted as hereinafter provided in Section 10 hereof), for whom FPK and Dowling are acting as representatives (in such capacity, the “Representatives”), with respect to (i) the sale by the Company and the Selling Shareholders, acting severally and not jointly, and the purchase by the Underwriters, acting severally and not jointly, of the respective numbers of ordinary shares, par value $1.00 per share, of the Company (“Ordinary Shares”) set forth in Schedules I and II hereto and (ii) the grant by the Company and certain of the Selling Shareholders ident

DEPOSIT AGREEMENT November 21, 2018
Deposit Agreement • November 21st, 2018 • Enstar Group LTD • Fire, marine & casualty insurance • New York

DEPOSIT AGREEMENT, dated November 21, 2018 among ENSTAR GROUP LIMITED, a Bermuda exempted company (the “Company”), AMERICAN STOCK TRANSFER & TRUST COMPANY, LLC, a New York limited liability trust company, as Depositary (as hereinafter defined), as Registrar (as hereinafter defined), as Transfer Agent (as hereinafter defined), and as Dividend Disbursing Agent (as hereinafter defined) and Redemption Agent (as hereinafter defined), and all holders from time to time of Receipts (as hereinafter defined) issued hereunder.

REGISTRATION RIGHTS AGREEMENT
Registration Rights Agreement • April 4th, 2014 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This REGISTRATION RIGHTS AGREEMENT, dated as of April 1, 2014 (this “Agreement”), is made among ENSTAR GROUP LIMITED, a Bermuda company (the “Company”), and FR XI Offshore AIV, L.P., First Reserve Fund XII, L.P., FR XII A Parallel Vehicle L.P. and FR Torus Co-Investment, L.P. (collectively, the “First Reserve Shareholder”) and Corsair Specialty Investors, L.P. (the “Corsair Shareholder”, and together with the First Reserve Shareholder, the “Shareholders” or individually a “Shareholder”).

MASTER AGREEMENT
Master Agreement • May 8th, 2019 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This MASTER AGREEMENT, dated as of March 1, 2019 (this “Agreement”), is made by and among Maiden Holdings, Ltd., a Bermuda company (“Maiden”), Maiden Reinsurance Ltd., a Bermuda insurance company (“Maiden Insurance”), and Enstar Group Limited, a Bermuda company (“Enstar”). Capitalized terms used but not otherwise defined herein have the respective meanings set forth in Section 1.1.

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EMPLOYMENT AGREEMENT
Employment Agreement • March 24th, 2023 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This Employment Agreement (“Agreement”) is made by and between Enstar (US) Inc., a Delaware corporation (the “Company”), and Matthew Kirk (“Executive”). The Company is a subsidiary of Enstar Group Limited (collectively, with its subsidiaries, “Enstar”).

Contract
Joint Ownership Agreement • July 6th, 2022 • Enstar Group LTD • Fire, marine & casualty insurance • England and Wales
AMENDED AND RESTATED REVOLVING CREDIT AGREEMENT dated as of May 30, 2023 between ENSTAR GROUP LIMITED, as Parent ENSTAR GROUP LIMITED KENMARE HOLDINGS LTD. ENSTAR (US ASIA-PAC) HOLDINGS LIMITED ENSTAR HOLDINGS (US) LLC and CAVELLO BAY REINSURANCE...
Revolving Credit Agreement • June 1st, 2023 • Enstar Group LTD • Fire, marine & casualty insurance • New York

Page ARTICLE I DEFINITIONS SECTION 1.01 Defined Terms 1 SECTION 1.02 Terms Generally 32 SECTION 1.03 Accounting Terms; Changes in GAAP 33 SECTION 1.04 Rates 33 SECTION 1.05 Exchange Rates; Currency Equivalents 33 SECTION 1.06 Change of Currency 33 SECTION 1.07 Letter of Credit Amounts 34 SECTION 1.08 Divisions 34 ARTICLE II COMMITMENTS AND CREDIT EXTENSIONS SECTION 2.01 Commitments 34 SECTION 2.02 Loans and Borrowings 35 SECTION 2.03 Borrowing Requests 35 SECTION 2.04 Swingline Loans 36 SECTION 2.05 Reserved 37 SECTION 2.06 Funding of Borrowings 37 SECTION 2.07 Interest Elections 37 SECTION 2.08 Prepayments 38 SECTION 2.09 Termination or Reduction of Commitments 39 SECTION 2.10 Repayment of Loans 39 SECTION 2.11 Interest 40 SECTION 2.12 Fees 40 SECTION 2.13 Evidence of Debt 41 SECTION 2.14 Payments Generally; Several Obligations of Lenders 41 SECTION 2.15 Sharing of Payments 42 SECTION 2.16 Compensation for Losses 43 SECTION 2.17 Increased Costs 43 SECTION 2.18 Taxes 44 SECTION 2.19

PURCHASE AGREEMENT
Purchase Agreement • November 13th, 2023 • Enstar Group LTD • Fire, marine & casualty insurance

This Purchase Agreement (this “Agreement”) is dated as of November 7, 2023, by and between Trident Public Equity LP, a Delaware limited partnership (“Trident”), and Enstar Group Limited, a Bermuda exempted company (“Enstar”).

RESTRICTED STOCK UNIT AWARD AGREEMENT UNDER THE AMENDED AND RESTATEDENSTAR GROUP LIMITED 2016 EQUITY INCENTIVE PLAN
Restricted Stock Unit Award Agreement • February 27th, 2020 • Enstar Group LTD • Fire, marine & casualty insurance

This Restricted Stock Unit Award Agreement (this “Agreement”) is entered into as of the Grant Date (as defined below), by and between the Grantee (as defined below) and Enstar Group Limited (the “Company”). Except as otherwise defined herein, capitalized terms used in this Agreement have the respective meanings set forth in the Plan (as defined below).

PURCHASE AGREEMENT
Purchase Agreement • March 28th, 2023 • Enstar Group LTD • Fire, marine & casualty insurance

This Purchase Agreement (this “Agreement”) is dated as of March 23, 2023 by and between Canada Pension Plan Investment Board, a Canadian federal Crown corporation (“CPPIB”), and Enstar Group Limited, a Bermuda exempted company (“Enstar”).

AMENDED AND RESTATED EMPLOYMENT AGREEMENT
Employment Agreement • January 27th, 2020 • Enstar Group LTD • Fire, marine & casualty insurance

This EMPLOYMENT AGREEMENT (“Agreement”) is dated as of January 21, 2020, between Enstar Group Limited, a Bermuda corporation (“Company”), and Orla M. Gregory (“Executive”) and amends and restates in its entirety all previous Employment Agreements between Company and Executive.

AMENDED AND RESTATED AGREEMENT AND PLAN OF AMALGAMATION BY AND AMONG ENSTAR GROUP LIMITED, VERANDA HOLDINGS LTD., HUDSON SECURITYHOLDERS REPRESENTATIVE LLC (solely in its capacity as the Securityholders’ Representative), AND TORUS INSURANCE HOLDINGS...
Agreement and Plan of Amalgamation • April 29th, 2014 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This AMENDED AND RESTATED AGREEMENT AND PLAN OF AMALGAMATION (this “Agreement”), dated as of March 11, 2014, is made by and among Enstar Group Limited, a Bermuda exempted company (“Parent”), Veranda Holdings Ltd., a Bermuda exempted company and an indirect subsidiary of Parent (“Amalgamation Sub”), Torus Insurance Holdings Limited, a Bermuda exempted company (the “Company”), and Hudson Securityholders Representative LLC, a Delaware limited liability company, solely in its capacity as the Securityholders’ Representative (the “Securityholders’ Representative”). Parent, Amalgamation Sub and the Company and, solely in its capacity as the Securityholders’ Representative and solely to the extent applicable, the Securityholders’ Representative, shall be referred to herein from time to time collectively as the “Parties”. Capitalized terms used but not otherwise defined herein have the meanings set forth in Section 1.1.

INVESTORS AGREEMENT
Shareholders’ Agreement • August 9th, 2013 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This Shareholders’ Agreement (this “Agreement”), dated as of [•], 2013, is entered into among Bayshore Holdings Limited, a Bermuda exempted company (the “Company”), Kenmare Holdings Ltd (the “Enstar Shareholder”), Trident V, L.P., Trident V Parallel Fund, L.P. and Trident V Professionals Fund, L.P. (each, a “Trident Shareholder” and, collectively, the “Trident Shareholders” and, together with the Enstar Shareholder, the “Initial Shareholders”), each other Person who after the date hereof acquires Common Shares of the Company and becomes a party to this Agreement by executing a Joinder Agreement (such Persons, collectively with the Initial Shareholders, the “Shareholders”) and, solely for purposes of Section 3.05 hereof, Enstar Group Limited (“Enstar”).

THIRD AMENDED AND RESTATED SHAREHOLDERS’ AGREEMENT between NORTHSHORE HOLDINGS LIMITED and THE SHAREHOLDERS NAMED HEREIN dated as of January 1, 2021
Shareholders’ Agreement • January 4th, 2021 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This Third Amended and Restated Shareholders’ Agreement (this “Agreement”), dated as of January 1, 2021 (“Effective Date”), is entered into among Northshore Holdings Limited, a Bermuda exempted company (the “Company”), Trident V, L.P., Trident V Parallel Fund, L.P. and Trident V Professionals Fund, L.P. (collectively, the “Trident Shareholders” and each, a “Trident Shareholder”), Kenmare Holdings Ltd. (the “Enstar Shareholder” and together with the Trident Shareholders, the “Initial Shareholders”), Dowling Capital Partners I, L.P. and Capital City Partners LLC (collectively, the “Dowling Shareholders” and each, a “Dowling Shareholder”), Atrium Nominees Limited (the “Atrium Nominee”), and each other Person who after the date hereof acquires Common Shares of the Company and becomes a party to this Agreement by executing a Joinder Agreement (such Persons, collectively with the Initial Shareholders, the Dowling Shareholders and the Atrium Nominee, the “Shareholders”).

THIRD AMENDMENT TO LETTER OF CREDIT FACILITY AGREEMENT
Letter of Credit Facility Agreement • March 1st, 2021 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This Third Amendment to Letter of Credit Facility Agreement (this “Amendment”) is entered into as of November 25, 2020 by and among CAVELLO BAY REINSURANCE LIMITED as Borrower, ENSTAR GROUP LIMITED, KENMARE HOLDINGS LTD., ENSTAR (US ASIA-PAC) HOLDINGS LIMITED and ENSTAR HOLDINGS (US) LLC as Guarantors, the LENDERS party hereto, NATIONAL AUSTRALIA BANK LIMITED, LONDON BRANCH as Administrative Agent, and NATIONAL AUSTRALIA BANK LIMITED as Several L/C Issuing Bank.

FIRST AMENDMENT TO LETTER OF CREDIT FACILITY AGREEMENT
Letter of Credit Facility Agreement • December 11th, 2019 • Enstar Group LTD • Fire, marine & casualty insurance • New York

This First Amendment to Letter of Credit Facility Agreement (this “Amendment”) is entered into as of December 9, 2019 by and among CAVELLO BAY REINSURANCE LIMITED as Borrower, ENSTAR GROUP LIMITED, KENMARE HOLDINGS LTD., ENSTAR (US ASIA-PAC) HOLDINGS LIMITED and ENSTAR HOLDINGS (US) LLC as Guarantors, the LENDERS party hereto, NATIONAL AUSTRALIA BANK LIMITED, LONDON BRANCH as Administrative Agent, and NATIONAL AUSTRALIA BANK LIMITED as Several L/C Issuing Bank.

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