Jennings played for Holmes High School of Kentucky and graduated in 1988. He averaged 34.4 points in his senior season and scored 41 points in a state tournament game. Jennings was inducted to the Greater Cincinnati Basketball Hall of Fame in 2019.[3]
He went on to play collegiate basketball with Western Kentucky from 1990 to 1992.[4] There, Jennings averaged 17.6 points and 7.6 rebounds over his two seasons as a started for WKU.[3]
Professional career
In the 1992–93 season, Jennings played in the Dutch Eredivisie with Donar (named VGNN Donar for sponsorship reasons).[5] He won the Most Valuable Player award of the Eredivisie season. He averaged 26.7 points in his sole season with Donar.[6]
Jennings also played in Turkey, Israel and Argentina later in his career.[7]