Kleinschmidt led Chicago's Gordon Tech to a runner-up finish in the 1990 Illinois High School Association's boys basketball tournament.
During the entire tournament that included four games, he totaled 125 points (31.25 ppg), 38 rebounds (9.5 rpg), 15 assists (3.75 apg), 14 steals (3.5 spg) and 7 blocked shots (1.75 bpg).
He then played for the Chicago Rockers of the Continental Basketball Association during the 1995–96 season, where he averaged 13.3 points per game and made the CBA All-Rookie second team.
[4] From there, Kleinschmidt played in Japan, Italy and Venezuela, with his best years coming in the Japanese Super League for Bosch, Mitsubishi and Toshiba.
[6] In April 2012, Kleinschmidt left York to return to his alma mater to become the head basketball coach at Gordon Tech High School which changed its name in July 2014 to DePaul College Prep.