James Sinclair, was born in August Town and attended Jamaica College where he played Manning Cup 1974-76. Jimmy was selected to the All High School team in 1974, 75 and earned a position on the renown 1976 Jamaica Juvenile team coached by Winston Chung Fa, who named him captain. He went on to represent the country at the senior level in 1977. Jimmy high school academic achievements propelled him into a position at Bank of Jamaica upon graduation as well as later earning an offer to attend Alabama A & M University in 1978. Throughout his collegiate years Jimmy was a honor student and won the Division 2 Collegiate Championship in 1979. Jimmy returned to Jamaica in 1982 upon graduating college and played Major League and began coaching at Jamaica College.