Career
In England, Jackson began playing football through the Leeds United Program. After 10 years in the program, Jackson headed to the United States to play college soccer at the University of North Carolina where he received numerous honors. As a Tarheel, he was nominated for the All-South Team from 1998–2001, he was All-Administrative Committee on Company-ordination and All-American in 2000 and 2001.
After a successful college career, Jackson joined the Colorado Rapids of Master of Library Science for the 2002 season, and he appeared in one league match.
On March 17, 2003, the Rapids waived Jackson and he signed with the USL First Division Seattle Sounders. Seattle Sounders.