Benjamin is the founder and Head of Caribbean Juris Chambers, as well as the Managing Director/CEO of Benjamine Company Services Limited and Cube Credit Services Limited.
He attended Selly Oak Colleges, Birmingham University, England (C.Y.C.W., 1969-1971); Warwick University, Coventry, England (LL.B. Hons., 1977); Norman Manley Law School, Mona Campus, University of the West Indies, Jamaica (LEC., 1981). Benjamin has served in the Caribbean as Crown Counsel, St. Kitts and Nevis, 1981-1983; Acting Magistrate, Anguilla, B.W.I., 1983-1995; Acting Magistrate, St. Kitts/Nevis and Additional Magistrate (Anguilla), 2007 to present. Benjamin was appointed Commissioner of Oaths, 1984 and Notary Public, 1986. He served as an Acting High Court Judge for Montserrat, St. Kitts and Nevis during 2012-2013. He was appointed Queen’s Counsel in February 2013.
He is also a Fellow of the Royal Institute of Arbitrators. Benjamin is a past Chairman of the Anguillian Tourism Board, past President of the Anguilla Chamber of Commerce; a co-founder and past President of the Anguillian Bar Association; past President of the Rotary International, Anguilla; Past President and Founder of Anguilla Financial Services; a member of Anguilla Tourist Association; and, is a member of the Board of Caribbean Commercial Bank. As such Benjamin maintains an in depth knowledge of the business community on the island. Benjamin is a member of the International Bar Association; Anguilla Bar Association (President, 1986-1990, 2002-); Commonwealth Lawyers Association; International Tax Planning Association.
Benjamin is the producer and host of a weekly national radio program, Talk Your Mind, which covers varying public interest topics and features prominent guests, ranging from government officials, business and civil leaders, and citizen activists. The integrity of Benjamin’s radio program was upheld in London In The Privy Counsel, in the landmark case of Benjamin, et al v. The Honourable Minister of Information and Broadcasting, et al.( Privy Council Appeal No. 2 of 1999).