0000950144-06-005550 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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EXHIBIT 99.2 SUPPORT AGREEMENT DATED AS OF MAY 23, 2006
Support Agreement • June 1st, 2006 • Castlewood Holdings LTD • Investors, nec • New York
May 23, 2006 To the undersigned parties
Castlewood Holdings LTD • June 1st, 2006 • Investors, nec

Reference is made to the transactions contemplated by (i) the Agreement and Plan of Merger (the “Merger Agreement”), dated as of May 23, 2006, among Castlewood Holdings Limited, a Bermuda company (“Castlewood”), The Enstar Group, Inc., a Georgia corporation (“Enstar”) and CWMS Subsidiary Corp., a Georgia corporation and (ii) the Recapitalization Agreement (the “Recapitalization Agreement”), dated as of May 23, 2006, among Castlewood, Enstar and the other parties named on the signature pages thereto. Capitalized terms used herein without definition have the meanings given to them in the Merger Agreement or if not so defined in the Merger Agreement, the Recapitalization Agreement.

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