[citation needed] After college, Middleton was selected by the Atlanta Hawks in the 3rd round (68th overall) of the 1988 NBA draft.

He did however, have a prosperous basketball career in Europe, with teams such as: Çukurova Sanayi, Aresium Milan, Girona, FC Barcelona, Joventut Badalona, Caja San Fernando, Panathinaikos, and Dynamo Saint Petersburg.

[3] Middleton was a part of the team during that season, and he helped them to finish in 3rd place in the Spanish 2nd Division, and after winning in the league's playoffs, they earned a return to the top-tier level Liga ACB.

[4] In October 2013, at the age of 47, Middleton signed with Servigroup Benidorm of the Liga EBA, the Spanish fourth division league.

[5] In June 2014, Middleton was appointed as an assistant coach for Dimitrios Itoudis in the Russian team CSKA Moscow.