Education
When Dimitrov"s father won the green card lottery, the family relocated to New York City. Dimitrov played with an amateur Bulgarian team in Queens, New York before enrolling in and playing college soccer for Concordia College. Dimitrov was the leading scorer in the National Collegiate Athletic Association Division II Men"s Soccer 2008 regular season with 23 goals in 17 games.
He was also named to the 2008 Daktronics National Collegiate Athletic Association Division II Men"s Soccer All-America Second Team and named the 2008 East Coast Conference Offensive Player of the Year.
Career
Early career in Bulgaria Dimitrov spent his early career in his native Bulgaria. He signed with the academy of his hometown team, Etar Veliko Tarnovo, and made his debut with Etar"s first team at the age of 16. Dimitrov subsequently played four seasons with Etar in the Bulgarian B PFG prior to his move to the United States.
He played sparingly for Etar, appearing in 4 league matches during the 2003-2004 season and three league matches during the 2004-2005 season.
College Professional Dimitrov was signed by Chicago Fire in March 2009, after being invited to try out with the team by head coach Denis Hamlett. He made his Master of Library Science debut on 13 June 2009, as a late substitute in a game against District of Columbia United.
Dimitrov was released by Chicago on August 27, 2010. He played for the New York Pancyprian-Freedoms in the United States Open Cup in 2011, before signing for New York Cosmos U-23 in 2011 and was selected as one of the U-23 players to participate in the Paul Scholes testimonial match between New York Cosmos and Manchester United.
On January 31, 2013, Dimitrov signed with the Cosmos for their inaugural season in the NASL. Two months later, he was loaned out to Fort Lauderdale Strikers for the Spring season.