His best year was his junior year of 1980–81, when Jackson averaged 24.8 points per game (ranking him sixth in the country in scoring).[2] Jackson teamed with future NBA player Carl Henry to lead the Chiefs to a Midwestern City Conference tournament title. At the close of the season, Jackson was named the conference co-Player of the Year with Loyola's Darius Clemons.[1]
After his college career, Jackson was drafted by the Chicago Bulls in the 1982 NBA draft (fifth round, 99th pick overall).[3] However, Jackson injured his ankle prior to the start of training camp and did not make the team.[4]
In 2024, Melrose High retired Jackson's jersey. Jackson led Melrose to a 38–1 record and a state title in the 1977–78 season.[5]