2010: Signed as a Designated Player on 6/14, Bošković appeared in 13 matches and started eight for D.C. in 2010. The midfielder joined United from Rapid Vienna, one of the most successful sides in the Austrian Bundesliga. Bošković was in and out of the Black-and-Red side after his midseason arrival because of his duties as vice captain of the Montenegrin national team, which enjoyed a 3-1-0 record in UEFA Euro 2012 qualifying during the course of the MLS season. Though Bošković did not register any League goals in 2010, his deft playmaking ability was obvious, and he scored United’s opening goal in the U.S. Open Cup quarterfinal against Harrisburg on 7/21.
2006-2010: After three seasons in France, Bošković made a move to Rapid Vienna of the Austrian Bundesliga. Joining the club in January of 2006, he faced a tough task to break into the first team at his new club, but managed to score two goals in 12 first team appearances in his inaugural season. The 2007-2008 campaign saw him return to top form, as he featured regularly in the Rapid midfield, scoring eight goals as the team went on to win the Austrian league championship. During his time with Rapid, Bošković played in 122 matches, scoring 24 goals in all competitions.
2003-2005: Following his exploits with Red Star, the midfielder moved to French giants Paris Saint-Germain in the summer of 2003. Although minutes were harder to come by with the Ligue 1 club, Bošković did manage to make 24 first team appearances in his first season, scoring three goals. He made 12 appearances the next season before joining Troyes on loan for the 2005-06 campaign.
1999-2003: In his first full season with Red Star, Bošković appeared regularly in the first team, scoring nine goals as he helped the Belgrade side win the Serbo-Montenegrin Football League title – ending a rare five-year title drought for the club. The following season, Bošković was once again an essential part of the team, as Red Star won its second consecutive league title. Appearing in 32 games during the season, he contributed another nine-goal campaign, and helped the team win its second Serbo-Montenegrin Cup in three years. In 2002 Bošković helped Red Star to win its third Serbo-Montenegrin Cup in four years. During the 2002-2003 campaign, the talented playmaker etched his name into the modern history of Red Star, as he scored against Lazio in the UEFA Cup. In total, Bošković made 123 league appearances for Red Star, scoring 30 times for the Serbian club.
1996-1998: Bošković made his professional debut with FK Mogren of Budva, Montenegro. He played at the lower-division club for two-and-a-half seasons before moving to Red Star Belgrade in the winter of the 1998-1999 campaign.
2002-2010: Bošković was in the lineup for the first-ever international game for Montenegro against Hungary in 2007 after the nation gained independence from Serbia. He has since played 18 times for the country, earning the captaincy. He also played on 12 occasions for the former Federal Republic of Yugoslavia, making his debut in 2002.