Chester joined the Insurance Industry in 1968. He worked as a Sales Representative for American Life Insurance Company of Delaware, Welmington, in Grenada for seven (7) years before leaving to take up a managing appointment with a small General Insurance Company in St. Vincent.
As a true industry man, he has climbed the ladder through the various companies, held positions on the Board of various industry Associations, while achieving various accolades throughout the years.
In 1976 Mr. John was appointed Manager of Colonial Life Insurance Co. (T’dad) Limited and in 1981 he became Manager of both the Grenada and St. Vincent operations.
Mr. John incorporated the Chester John Agencies Limited of which he is the current Managing Director in 1988 and he was also a former Director of the Grenada Bank of Commerce and served that institution for 5 years from 1984‑1990.
He served as Chairman of the National Insurance Board from 1990 to 1995.
He is the Chairman of Colonial Life Development Company (G’da) Ltd. This is a Company that manages and develops Real Estate Properties in Grenada.
Chester’s achievements in the Life Insurance Business are exemplary. He is currently the president of CLICO’s Leaders Club for Barbados and Eastern Caribbean a position held over the last 10 years. This position is held by the person writing the greatest amount of Business in any year, among all the Representatives.
Chester has the distinction to be a qualifying and Life member for 12 years of the Prestigious Million Dollar Round Table. He qualified for Court of the Table in 1999 and top of the table in 2000, 2001, 2002 Area Chair of M.D.R.T communication committee. From 1999 ‑ 2002 He has been a member of the Caribbean President Circle.
In 1989 & 1996 Chester was the first person ever to receive the award from the Association of Grenada Insurance Companies for the person contributing the most to the Insurance Industry in Grenada. He holds several certificates from LIMRA in Agency Management and profitable Agency Management and has qualified for every company award and convention since 1976.
Chester was invited in 1998 and 1999 to file application to International W.H.O is W.H.O Professionals.
