Director/PDMR Shareholding

28 May 2009 Lancashire Holdings Limited (the "Company") Notification of share transactions by Directors and Persons Discharging Managerial Responsibility ("PDMRs") This disclosure relates to transactions notified in accordance with DTR 3.1.4R(1) (a). 1. Exercise of Long Term Incentive Plan (LTIP) options The following Directors and PDMRs acquired shares as detailed below following a cashless exercise of options over the common shares of US$0.50 each awarded under the Company's Long Term Incentive Plan adopted by the Company's shareholders on 7 December 2005 and subsequently amended by the Company's shareholders on 4 January 2008 (the "Options"). Name Status Number of Number of Exercise Total Total Options shares price holding percentage exercised allotted following holding notification following notification Richard Director 285,945 106,861 £2.69105 536,926 (0.31%) Brindle Neil Director 250,000 110,168 £2.69105 157,668 (0.09%) McConachie Greg Lunn PDMR 95,316 42,120 £2.69105 N/A N/A Alex Maloney PDMR 95,000 41,980 £2.69105 N/A N/A The Company was notified on 27 May 2009 that these transactions took place in London on 27 May 2009. Following this notification the Directors and PDMRs named above hold the following options and warrants: Total number of conditional share awards under the Restricted Share Scheme held following notification: Richard Brindle - 712,132 Neil McConachie - 222,661 Greg Lunn - 125,849 Alex Maloney - 161,556 Total number of options granted under Long Term Incentive Plan held following notification: Richard Brindle - 626,577 Neil McConachie - 458,348 Greg Lunn - 181,771 Alex Maloney - 307,087 Total number of time vesting warrants held following notification: Richard Brindle - 7,625,217 Neil McConachie - 770,870 Greg Lunn - 317,717 Alex Maloney - 397,147 Total number of performance warrants held following notification: Richard Brindle - 1,556,032 Neil McConachie - 389,008 Greg Lunn - 175,054 Alex Maloney - 199,366 2. Sale and Purchase of Shares On 26 May 2009, John Bishop, a Non-executive Director of the Company, sold 2,458 common shares of US$0.50 each at a price of £4.8075 each, held in a SIPP (Self-invested Personal Pension) and purchased 2,458 common shares of US$0.50 each at a price of £4.82 each, which are held in his main equity account. Following this notification, John Bishop holds a total of 4,807 common shares of US$0.50 each, representing 0.002% of the total voting rights of the Company. The Company was notified on 27 May 2009 that these transactions took place in London on 26 May 2009. For further information, please contact: Lancashire Holdings Jonny Creagh-Coen +44 (0) 20 7264 4066 Greg Lunn +1 441 278 8953 About Lancashire Lancashire, through its UK and Bermuda-based insurance subsidiaries, is a global provider of specialty insurance products. Its insurance subsidiaries carry the Lancashire group rating of A minus (Excellent) from A.M. Best with a stable outlook. Lancashire has capital in excess of $1 billion dollars and its Common Shares trade on the main market of the London Stock Exchange under the ticker symbol LRE. Lancashire is headquartered at Mintflower Place, 8 Par-La-Ville Road, Hamilton HM 08, Bermuda. The mailing address is Lancashire Holdings Limited, P.O. Box HM 2358, Hamilton HM HX, Bermuda. For more information on Lancashire, visit the Company's website at www.lancashiregroup.com.
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