- 2.2.1 Siege 220.127.116.11 ATP Challenger Tour
- 18.104.22.168 ATP World Tour
In the ATP Tour he has been able to win yet no single title. At the BMW Open in Munich in 2008, he reached his first and only ATP finals in singles, where he had to give, however, defeated the Chilean Fernando González. In 2011, however, he then won the doubles competition at the BMW Open in Munich, when he defeated Horacio Zeballos together with the Germans Beck and Kas 7-6, 6-4. In the same year he was with 6:3, 5:7 and 10:7 succeeded at the ATP tournament in Umag with compatriot Fabio Fognini against Marin Cilic and Lovro Zovko his second double victory on the tour. In February 2013, then celebrated with Fognini in Buenos Aires against the German Simon Stadler and the American Nicholas Monroe his third doubles title.
On the ATP Challenger Series Bolelli won the men's singles tournaments in Biella and Como in the 2006 season, in Tunis and Bratislava in 2007, and the tournaments in Turin in 2010 and Rome in 2011. In 2012, he was able to win the title in Florianópolis and Recanati, 2014 he won in Bergamo against Jan - Lennard Struff. In men's doubles, he won with Davide Sanguinetti the tournament in Recanati on 30 July 2006 with Andreas Seppi the double in Bergamo on 9 February 2008. During the Olympic Games in 2008 Bolelli retired in a double with Andreas Seppi in the first round against the later gold medalist Roger Federer and Stanislas Wawrinka of.
2007-2009 Bolelli played for the Italian team in the Davis Cup. He played seven matches in the period, of which he won three. At the Davis Cup in 2007 against Israel, he lost the match against Noam Okun, but won against Dudi Sela. At the Davis Cup in 2008 against Croatia he lost the singles match against Ivo Karlović with Potito Starace and the double against Mario Ančić and Marin Cilic, but won the match against Mario Ancic. 2009 Bolelli resigned from the Davis Cup team to devote more of his own career, which has then reached its peak ( Bestranking 36th place on February 23, 2009).
On February 1, 2010 Bolelli fell for the first time in three years out of the top 100 2010 Bolelli returned to the Davis Cup team and was in September 2011 against Chile with a victory in singles and a double with victory in Fabio Fognini of Italy to the rise contribute to the world Group. When Erstrundenbegegnung the World Group in February 2012 against the Czech Republic Bolelli could celebrate the victory of his single team ( 6-4, 6-4 against Frantisek Cermak ).
At the Australian Open 2012 Bolelli could reach the second round with Fabio Fognini, in the sequence (13 February 2012) improved Bolelli be Bestranking double to 37 in individual Bolelli could be by a victory in Challengerturnier of Florianópolis ( Brazil) against Blaž improve Kavčič of space 135 at number 110.
He currently lives in Monte Carlo.