As a junior at Peoria Central Richardson was selected to first-team All-State by the Champaign-Urbana News-Gazette and second-team All-State by the AP and Chicago Sun-Times.[1] In his senior year at Findlay College Prep, Richardson, along with Texas recruit Avery Bradley, led the Findlay College Prep Pilots to a high school national championship after beating Oak Hill 74-66 and finishing their season 33-0.[2]
Richardson joined fellow 2009 recruits, including Brandon Paul, on the University of Illinois 2009–10 men's basketball team coached by Bruce Weber. Andy Katz of ESPN called Richardson and Paul "the best freshman backcourt not at Kentucky John Wall and Eric Bledsoe".[3] Richardson was named Big Ten Freshman of the Year by the coaches and was unanimously selected to the Big Ten All-Freshman team.[4] Richardson finished his career ranked 13th on Illini all-time scoring list (1,477 points, third in made 3-pointers (278), and tied for third in games played (138). After his senior season, Richardson was selected to participate in the Portsmouth Invitational Tournament.[5]
On July 31, 2014 Richardson signed with Korikobrat which competes as a member of the Korisliiga in Finland.[9] After that season, he signed with Kouvot from the same Korisliiga for the 2015–16 season. He eventually won the Finnish championship with Kouvot.