Robert Wayne Bailey, a resident of Darien for 38 years, passed away on Tuesday, October 30, 2018 at Norwalk Hospital. Born on January 4, 1934 in Tulsa, OK, he was the son of the late Milford Kirby and Linda (Quinn) Bailey.

Bob grew up in Panama and graduated from Cristobal High School in the Panama Canal Zone.  He returned to the United States to attend the Merchant Marine Academy in Kings Point, Long Island. After he graduated, he worked for United Fruit Company. He then began a career in the insurance industry as an Underwriter for Chubb Insurance. After working for Chubb Insurance, Bob became a Reinsurance Agent with American Reinsurance Company. Following his dream, Bob started his own reinsurance company called Bailey Townsend, Inc. and became a member of LLOYD’s of LONDON. He finished his career working for NYMAGIC, INC. as Chairman and CEO.

Bob was a photographer, loved traveling and was an avid sailor, winning the Stamford/Denmark race in 1975. He was a member of the Exchange Club of New Canaan, and also enjoyed golfing especially in the beautiful area of Waccabuc, South Salem, NY.

Bob was the epitome of the Renaissance Man, interested in theatre, opera, music, art, books, people, a gentleman in its truest sense. He was a loving and humble man who could converse and relate to business and political leaders as well as the everyday person.

Bob is survived by his wife of 51 years, Rita (Licata) Bailey, six sons, 14 grandchildren and two great-grandchildren.  

In lieu of flowers, memorial donations may be sent to the Leukemia and Lymphoma Society, The Edward Lawrence Funeral Home handled the arrangements,