He won the title without dropping a set despite playing with a shoulder injury throughout the tournament.The victory saw him join former junior champions Roger Federer and Stefan Edberg and guaranteed him a wildcard entry into the 2009 Wimbledon men's draw.Dimitrov is also the first (and only) Bulgarian male tennis player to win an ATP title in singles (after he won in October 2013 at Stockholm) and reach a final in doubles (in 2011) as well as the only Bulgarian male player to reach the third round or better at a Grand Slam tournament.Dimitrov is also the first Bulgarian to qualify for, and later win, the ATP Finals. Prior to his professional career, Dimitrov enjoyed a successful junior career, in which he held the world No.122 Jiří Vaněk in three sets in the first round for his first ATP level win, before losing to Julian Reister.In 2009, he was granted a wildcard to the main draw of the ABN AMRO World Tennis Tournament and scored an upset over then world No. He was granted a wildcard to the main draw of the Open 13, but lost to world No.After his junior US Open title he won back to back futures tournaments in Madrid on hard court and rose 300 places to career high ranking of 477.
He bounced back a week later by qualifying at the Honolulu Challenger, but lost to Donald Young in the second round.After a triumphant win at the 2017 ATP Singles, Dimitrov praised Scherzinger, in a rare display of public affection, as deserving "a lot of credit for these last two weeks." He dedicated his recent success and victory to her "She has been great. In 2007, Dimitrov was the finalist at the Orange Bowl U18 boys singles losing to Ričardas Berankis of Lithuania.With Vasek Pospisil, he reached the US Open doubles final falling to Jonathan Eysseric and Jérôme Inzerillo.He began the 2008 Grand Slam season with a quarterfinal showing at Roland Garros, losing to Poland's Jerzy Janowicz in three sets.