Jackson attended Florida State University and was a Human and Science Major and a letterman in football. In football, he was named as an All-Atlantic Coast Conference as a junior, and he finished his college football career with 194 tackles, 7 interceptions, 16 passes defensed, one forced fumble, one fumble recovery, and blocked four field goals.

Jackson was drafted by the Tampa Bay Buccaneers in the fourth round (113th overall) of the 1999 NFL draft. He made his NFL debut versus the Denver Broncos.

Jackson was the MVP of Super Bowl XXXVII, recording two interceptions. His margin of victory for the award was the “fan vote” in which he gained four votes based on internet polling. Were it not for the fan votes, Simeon Rice would have won the award. He was the first safety to win the award since Jake Scott in 1973, the third defensive back overall (joining Scott and Larry Brown), and to date the most recent defensive player to win a Super Bowl MVP.

The Super Bowl win came just before Jackson declared for free agency. The Pittsburgh Steelers had a verbal agreement to sign Jackson; however, he backed out at the last minute and signed with the Arizona Cardinals instead.[1] The Steelers then went to “Plan B” and drafted Troy Polamalu.

Jackson rejoined the Buccaneers in 2004, and played with them until the end of the 2005 season.

Before the 2006 season Jackson signed with the Cincinnati Bengals as a free agent. He played three seasons with the team before being released on March 6, 2009.

Jackson currently plays for the Virginia Destroyers of the newly formed United Football League.

Jackson is married to Tina Jackson (of Miami, Fl) and has four daughters, Jazmine, Daisia, Meah, and Taylor.