Dimitrov has won 8 singles career titles, with all of them being ATP singles titles and is by far the most successful tennis player from Bulgaria.
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Making a mark on your debut appearance in a prestigious tournament like the ATP Finals can be a daunting prospect. Some of the greatest stars in the world of tennis have struggled to make much of an impact in such a scenario, indicating the complexity involved. However, Bulgarian Grigor Dimitrov managed to achieve this unique distinction in the 2017 edition of the ATP Finals. Dimitrov became the first debutant to win the season-ending championship since Àlex Corretja in 1998. The Bulgarian started his campaign against Dominic Thiem who is a proven campaigner, pulling off a comprehensive 6-3, 5-7, 7-5 win. Dimitrov maintained the momentum in his remaining group matches against David Goffin and Pablo Carreno Busta, recording (6-0, 6-2) and (6-1,6-1) wins respectively. The Bulgarian was high on confidence and the same reflected in his semi-final encounter against Jack Sock, as he pulled off a stunning comeback to register a (4-6, 6-0, 6-3) win. Dimitrov faced off against Goffin in the final, who had managed to get the better of Roger Federer in a fine performance. However, the Bulgarian threw caution to the wind, sealing a stunning triumph in a statement of intent.
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Dimitrov has won 8 singles career titles, with all of them being ATP singles titles. The Bulgarian is by far the most successful tennis player from his nation, being the only Bulgarian player to be ranked inside the top ten ATP singles. He is further the only player from the nation to win an ATP title in singles and reach a final in doubles. Dimitrov is also the only Bulgarian male player to reach the fourth round or better at a Grand Slam tournament.
The Bulgarian has faced Rafael Nadal quite a number of times so far in his career, but the Spaniard has come out on top on almost every single occasion. Dimitrov has only won one out of the 15 matches he has faced against Nadal in his career so far.
| Total matches | Matches won by Dimitrov | Matches won by Nadal |
| 15 | 1 | 14 |
Wawrinka and Dimitrove have had an interesting rivalry so far. Their record can be classified as neck and neck but the Swiss does have a slightly higher number of wins than the Bulgarian. The two have faced each other in 12 matches with Dimitrov winning five of them.
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| Total matches | Matches won by Dimitrov | Matches won by Wawrinka |
| 12 | 5 | 7 |
Much like Nadal, Novak Djokovic is considered to be one of the greatest players ever to pick up a tennis racquet. Unfortunately for Dimitrov, he has experienced the Serbian’s pure skill and prowess in person and has usually failed to come up with the answer. The two have faced each other 10 times so far with Djokovic winning nine of them.
| Total matches | Matches won by Dimitrov | Matches won by Djokovic |
| 10 | 1 | 9 |
