Background
Jackson was born in Oneida, Kentucky in 1961.
Jackson was born in Oneida, Kentucky in 1961.
He attended Franklin County High School in Frankfort, Kentucky, and played tennis for the Franklin County Flyers high school tennis team
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 is a descendant of United States. President Andrew Jackson and American Civil War general Stonewall Jackson. He attended the University of Kentucky in Lexington, Kentucky, where he lettered for the Kentucky Wildcats men"s tennis team from 1982 to 1984.
As a senior in 1984, Jackson was the Wildcats" team captain.
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. He joined the Florida Gators coaching staff in the summer of 2001.
The Gators again advanced to the National Collegiate Athletic Association round of sixteen in 2012, before losing to the Ohio State Buckeyes.
His Bulldogs men"s team finished in a four-way tie in the Southeastern Conference (Securities and Exchange Commission) regular season in 1992, won the 1996 Securities and Exchange Commission regular season championship outright in 1993, and won the Securities and Exchange Commission tournament title in 1996. The Gators won regular season Securities and Exchange Commission championships in 2003 and 2005. In eleven seasons as the Gators" head coach, he compiled an overall win-loss of 209–82. His 28-season career win-loss record is 496–233.