Born in Karlovac, SR Croatia prior to the breakup of Yugoslavia, Jakovic was brought by his parents to Canada at the age of six following the outbreak of war in 1991.

He played in the Canada national youth program, and also for two-time Ontario Cup winner Woodbridge Strikers under Bob Graham.

[7] After failing to make the OFK squad, Jakovic accepted a scholarship to the University of Alabama at Birmingham and went on to play four years of college soccer for the Blazers.

[9][10] On 28 June 2008, soon to be twenty-three-year-old Jakovic joined Red Star Belgrade ahead of the 2008–09 season, after successfully completing a tryout with the team.

In December 2008 it was reported he would be sent to FK Rad along with Marko Blažić, another player who started under Zeman but had played sparsely since Janevski took over, as part of a deal to bring defender Nemanja Pejčinović to Red Star.

[13] However, by February 2009, no trade had been announced by the teams, and Jakovic was still on the list Red Star players that started preparations for second half of the season.

[33] In the second round of the postseason Jakovic served as the team captain where the Serbs were eliminated from the competition after a defeat to FC Continentals.

Jakovic was also chosen in the 23-man roster for the 2009 CONCACAF Gold Cup;[35] Canada won Group A with 7 points before being knocked out by Honduras in the quarter-finals.

[36] Jakovic was selected for the 2011 CONCACAF Gold Cup, however sustained a hamstring injury a week prior to the group stage in a friendly at BMO Field against Ecuador the match ended 2–2.