Career
He later played in minor league baseball for nine seasons. Jackson was drafted by the Philadelphia Phillies in the first round (fourth overall) of the 1989 Major League Baseball Draft out of Simeon Career Academy. He began his professional career that season, hitting.227 in 48 games for the Martinsville Phillies.
In 1990, he hit.198 in 63 games with the Batavia Clippers, and in 1991 he hit.225 in 121 games with the Spartanburg Phillies.
He split 1992 between the Clearwater Phillies (79 games) and Reading Phillies (36 games), hitting a combined.227 in 115 games. He spent all of 1993 and 1994 with Reading, hitting.238 in 113 games in 1993 and.177 in 47 games in 1994.
He did not play in 1995. In 1996, Jackson returned to organized baseball, playing for the Will County Cheetahs of the independent Heartland League and for the Daytona Cubs in the Chicago Cubs organization.
He hit.300 in 26 games overall.
In 1997, he played for the Cheetahs again, hitting.303 with 13 home runs in 64 games. He hit a combined.227 in 69 games. 1998 was in final season.
Overall, Jackson hit.234 in 666 minor league games.