Jackson left college baseball to become a professional scout for the Washington Nationals from 2008 to 2010.
On August 14, 2010, Jackson was named the recruiting coordinator and assistant coach for the Missouri Tigers baseball program under coach Tim Jamieson.[8] On May 27, 2015, Jackson left his position with Missouri because of his wife's promotion.[9] Jackson spent his two year hiatus from coaching as an agent.
In 2019, Coach Jackson led the Southern Jaguars baseball team to the SWAC Baseball Tournament championship and a berth in the 2019 NCAA Baseball Tournament. Southern was eliminated after losses to the Mississippi State University Bulldogs in their first game, 11-6, and the University of Miami Hurricanes, 12-2, in the losers bracket elimination game on the following day. On November 30, 2020, Jackson resigned as head coach of the Southern Jaguars to accept a position as the President of MLB Draft League.[11]
After just a year with the MLB Draft League, Jackson returned to coaching collegiate baseball, being named the head coach of the Memphis Tigers.[12]
On June 3, 2023, Jackson was hired by the Missouri Tigers to become their head baseball coach.[13]
National champion
Postseason invitational champion
Conference regular season champion
Conference regular season and conference tournament champion
Division regular season champion
Division regular season and conference tournament champion
Conference tournament champion