HCC ANNOUNCES PROMOTIONS AT THEIR
MEDICAL STOP LOSS SUBSIDIARY HCC BENEFITS

HOUSTON (October 2, 2003) . . .
Stephen L. Way, Chairman and Chief Executive Officer of HCC Insurance Holdings, Inc. (NYSE symbol: HCC) announced today the promotion of Larry J. Stewart to the position of Senior Vice President and Chief Underwriting Officer of its subsidiary HCC Benefits Corporation (HCCB).

Mr. Stewart who has been with the Group since 1989 is currently Vice President of HCCB’s Northwest Region based in Minneapolis, Minnesota and will relocate to the home office in Atlanta. Mr. Stewart’s position will be filled by Daniel A. Strusz who is promoted from his current position of Underwriting Manager of the Northwest Region. Mr. Strusz joined HCCB in 2001 and has 21 years of experience in the Life & Health Industry with 14 years dedicated to Medical Stop Loss.

Mr. Way said, “During a period of turmoil caused by the sale and resale of many stop loss providers, HCCB provides a stable, consistent and financially strong market to our agents and Third Party Administrators throughout the USA.” He added, “Unlike some financially weak and structurally unsound independent underwriting agencies, HCCB is supported by its parent HCC Insurance Holdings, Inc. and issues all of its policies through HCC subsidiary insurance Companies which are rated A+ by A.M. Best Company.”

HCCB is a leading provider of medical stop loss insurance to corporations, associations, municipalities and other businesses that self-insure their employee medical cover. Visit their website at www.hccb.com.

HCC is an international insurance holding company and a leading specialty insurance group since 1974. HCC is rated AA (Very Strong) by Standard & Poor’s and A+ (Superior) by A. M. Best Company.

For more information, visit our website at www.hcch.com.

©2005 HCC Insurance Holdings, Inc.