Dejan became a goalkeeper in one of the best known youth programs in Europe. The program is known as F.K Partizan, Belgrade, Serbia which he was a member in for twelve years. He experienced the feeling of winning many championship games. Dejan attended Texas Wesleyan University where he made 162 career saves in two seasons and was a first team 2012 All-Southwest Region selection by the NSCAA…Was also a two-time All-Conference selection at Arizona Western College and was named MVP of the Region I Finals in 2010…In 2013, Milosevic signed with the Dallas Sidekicks, one of the longest running soccer franchises in the nation. In December of 2013 he recorded the first shutout by a Sidekicks goalkeeper in the PASL-era and just the seventh shutout in the history of the league.