Djokovic also has lost in two Futures tournaments in Novi Sad in the first round, both times to compatriot Saša Stojisavljević. He contested the Australian Open Juniors in 2008, losing in the first round to Clifford Marsland in 3 sets.
Djokovic won his first junior title at the Montenegro Open in Podgorica, defeating Ljubomir Čelebić in the final. In July 2008, Djokovic received a wildcard entry into the qualifying rounds of the Croatia Open in Umag but was beaten by Italian Francesco Piccari. In September 2008, in his first ever main ATP Tour event, he received a wild card entry into the main draw of the Thailand Open. He was defeated in the first round by Jarkko Nieminen 6–2, 6–0.