Jackson previously served as the head coach of the Mississippi State Bulldogs men's tennis team and Lady Bulldogs women's tennis team of Mississippi State University, and the Florida Gators men's tennis team of the University of Florida.
He attended Franklin County High School in Frankfort, Kentucky, and played tennis for the Franklin County Flyers high school tennis team.
Jackson was the head coach for the Mississippi State Lady Bulldogs women's tennis team from 1985 to 1989, and then the head coach of the Bulldogs men's tennis team from 1989 to 2001.
[2] After winning the SEC men's tennis tournament in 2011,[4] Jackson's Gators ended their season in the round of sixteen in the NCAA Tournament when they lost 4–2 to the SEC rival Kentucky Wildcats.
[5] The Gators again advanced to the NCAA round of sixteen in 2012, before losing to the Ohio State Buckeyes.