Obradović, a right-handed player with a one handed backhand, trained at Belgrade's Partizan Tennis Club.

[3] In 2002 he featured in a Davis Cup tie for Serbia and Montenegro, against South Africa on his home court in Belgrade.

Serbia and Montenegro secured the tie in the first of the reverse singles, which gave Obradović an opportunity to play the final match, a dead rubber he lost to Justin Bower.

[4] He attended the University of Florida and played collegiate tennis before turning professional.

In 2007 he won his only ITF Futures title on home soil, defeating compatriot Ivan Bjelica.