Hector L. Stephenson began his professional career as teacher at St. Georges College in 1983 after completing his studies at The Mico College (now Mico University College). While at St Georges, he went on to serve as Grade Supervisor and Dean of Discipline before being awarded The Peter Hans Kolvenbach Scholarship to pursue a Master’s Degree in Secondary School Supervision and Administration at Boston College University in Massachusetts, USA. After returning to Jamaica in 1989, Mr. Stephenson was named Dean of Students at St. Georges College, before being promoted to the position of Vice-Principal in 1991 and Principal the following year as the first Non-Catholic permanently appointed Headmaster of St. Georges College. Mr. Stephenson also holds Diplomas in Management Studies and Human Resources Development at the Jamaica Institute of Management (JIM) and the Institute of Management and Production (IMP), respectively.
Subsequent to joining the staff of the Overseas Examinations Office as Deputy Director, he served as Acting Executive Director before he was appointed Executive Director in 2003.
Mr. Stephenson has served on several Boards and Committees including the Boards of the Excellence Coalition on Scholastic Aptitude Test; Edwin Allen High School and St. Hugh's High School. He is currently a Board member and Secretary of Educom Cooperative Credit Union, member of the Caribbean Examinations Council (CXC) National Committee, the CXC Final Awards Committee and the Steering Committee of the National Qualifications Framework of Jamaica.