Career
Jennings signed for English club Hereford United from Primary Health Care Zebras in 1990. Over the next two seasons, he made 16 appearances in the Football League, playing alongside compatriot Meshach Wade. They were spotted by manager John Sillett when playing their first international match against the United States.
He returned to Bermuda in 1993 to play with Vasco da Gama, before signing for North Village in 1999.
In 2010 he played for Bermuda First Division side Prospect United. He made his debut for Bermuda in a February 1990 friendly match against the United States of America and earned a total of 33 caps, scoring 2 goals.
He also captained the national team His final international match was a September 2006 CONCACAF Gold Cup qualification match against the Dominican Republic.
He announced his international retirement in 2007.
International goals
Scores and results list Bermuda"s goal tally first.
