The Knicks included Jackson in a trade along with Mike Sweetney and Tim Thomas in exchange for Antonio Davis and Eddy Curry of the Chicago Bulls.

He also played professionally in the CBA, as well as in Europe for a number of teams, winning the 2004 Italian Cup with Benetton Treviso.

[9] On June 29, 2015, Jackson was named Assistant Men's Basketball Coach for University of Detroit Mercy.

In late June 2018, Jackson joined SPIRE Institute, a prep school in Geneva, Ohio, as the head basketball coach.

[11][12] Jackson's son, Jermaine Jr., is also a basketball player who is committed to play at his father's alma mater and former school of employment, the University of Detroit Mercy under head coach and close family friend Bacari Alexander.