Grigor Dimitrov

At 32 years old, Grigor Dimitrov has this physical status:

Junior career

At the age of 14, he won his first major junior title, the U14 European championship. He won the Orange Bowl U16 boys singles in 2006 and was later named the Eddie Herring International 2007 Rising Star.

Dimitrov was the finalist at the Orange Bowl U18 boys singles in 2007, losing to Lithuania's Riardas Berankis. With Vasek Pospisil, he reached the US Open doubles final, losing to Jonathan Eysseric and Jérôme Inzerillo.

With a quarterfinal appearance at the French Open, he began the 2008 Grand Slam Championship season, losing in three sets to Poland's Jerzy Janowicz. However, he went on to win Wimbledon after defeating Henri Kontinen of Finland in the final. Despite playing with a shoulder injury throughout the tournament, he retained the title without missing a single set. With the win, he tied former junior champions Roger Federer and Stefan Edberg and promised him a wildcard entry into the 2009 Wimbledon men's draw. His success at the US Open, which he won on September 7th, defeating American qualifier Devin Britton in two sets. On his way to the title, he defeated top seed Yang Tsung-hua of Taiwan in the semifinals. Dimitrov announced that he was ending his junior career and focusing on improving his ATP ranking after the tournament. He became the youngest world No. 1 on September 8, 2008, after a briefing in September 8. Yang Tsung-hua defeated by 1 overtaking him. He resigned at No. 78. The Junior World's 3rd ranked this year. Dimitrov led to a 74-28 victory-loss record as a junior (and 42-20 in doubles).

Junior Grand Slam results – Singles:

A (T) The Australian Open: W (2008) Wimbledon: QF (2008) W (2008) Wimbledon: W (2008) The Australian Open: A (W) The French Open is a series of international championships.

Professional career

Dimitrov began regularly participating in men's activities in 2008. At a futures tournament in Barcelona, his first victory came on clay. In straight sets, he lost in a single sets to Igor Andreev in his first ATP level match. He won back-to-back futures tournaments in Madrid on hard court and climbed 300 places to a career high ranking of 477. The achievement drew enough attention to warrant his entry in a Mutua Madrilen Open qualifying draw, in which he lost to then No. 98. Florent Serra de France, 64. After being awarded another wildcard to the Davidoff Swiss Indoors qualifying draw and defeated No., the Davidoff Swiss Indoors qualifying draw was won again. In the first round, Jiz Van'k won his first ATP level victory before losing to Julian Reister.

In 2009, he was granted a wildcard to the main draw of the ABN AMRO World Tennis Tournament, resulting in an upset over then world No. 57. Tomás Berdych, 23, won his first ATP main draw victory. He met the world No. 1 in the second round. Rafael Nadal, 1, lost in three sets.

He was granted a wildcard to the Open 13 main draw, but he lost to world No. 10. Despite being present in the match for the ninth game of the third set, Gilles Simon was in the first round of the first round. He then won two races against Hungary in the Davis Cup. In the second round of the SAT Bangkok Open, he lost in straight sets to Danai Udomchoke. In Challengers, four first round exits were followed by four others. After qualifying of two successive Challengers at the Trofeo Paolo and Aegon Trophy, he then reached the quarterfinals. After beating Iván Navarro, he reached the second round of the Aegon Championships, but Gilles Simon lost in two tiebreaks.

On his Grand Slam debut at Wimbledon, he gained a wildcard as the 2008 junior champion, but then sustained a knee injury in the first set of his first-round match against Igor Kunitsyn. Despite this, he attempted to continue playing but he lost the following ten games before he resigned.

He was given a wildcard to the Swedish Open main draw but he was disqualified in the first round to Guillermo Caas. He reached the quarterfinals of the Challenger Open Castilla y León defying Marcel Granollers in three sets. TED Open is a newspaper distributed in the United States. Martin Fischer defeated him in straight sets in the second round. He was given a wildcard for the US Open boys tournament as the 2008 champion of the US Open Boys Tournament. In the first round, he secured his first round match against Tobias Kamke, but he lost in the second round to the number one seed of the qualification, Thomaz Bellucci. Dimitrov won his first doubles Challenger title at the ATP Challenger Trophy with Teymuraz Gabashvili defeated Jan Miná and Lukál Rosol in a thrilling game. He later earned a wildcard at If Stockholm Open but fell in the first round to Jarkko Nieminen.

Dimitrov finished in the quarterfinals at a renegade event called Internationaux de Nouvelle-Calédonie to begin the season. He then attempted to qualify for the Australian Open, but in the first round he lost in three sets to Robert Kendrick.

He bounced back a week later by qualifying at the Honolulu Challenger, but he lost in the second round to Donald Young. Dimitrov then played for Bulgaria in the Davis Cup, winning all three points in a 3–2 win over Monaco. Dimitrov suffered in a number of early losses in various challenger tournaments leading up to the Davis Cup tie. Dimitrov claimed to win his first ATP tour match of the year on the Aegon Championships in London's grass courts. He beat Alex Bogdanovic before losing to world No. 1 before losing to world No. 2. Feliciano López, 31, was in the second round of the second round. He then had a great run in the Marburg Open, a Challenger tournament in which he qualified to advance to the semifinals, where he lost out to Simone Vagnozzi. Dimitrov had a string of disappointing losses in Challenger events as well as another Davis Cup tie. Dimitrov appeared in four futures tournaments, with two tournament victories in Germany and another in Spain. For the first time in his career, Dimitrov scored enough points to rank in the top 250 for the first time in his career.

His recent form carried over to the Challenger Tour, winning three straight titles, including the first at the IPP Trophy, beating Pablo Andrjar in three sets. And back to back titles at the Bangkok Open, where he defeated former top 20 player Dmitry Tursunov in the quarterfinals and Konstantin Kravchuk in the final and Konstantin Kravchuk in the final, and Alexander Kudryavtsev in the Bangkok Open 2 defeating Alexander Kudryavtsev. After a two-week break, he made a late departure in his first Challenger, but he bounced back a week later, defeating top 100 player Luká Lacko and world No. 111. 32 Michael Llodra is on the way to the final of the Open d'Orléans. Dimitrov defeated Nicolas Mahut in a third set tiebreak in the final. Dimitrov's last tournament of the year came after two disappointing Challenger tournaments in Germany, in which he saw first round exits. Ridas Berankis, a Lithuanian teenager, was involved in Ricardos Berankis. Dimitrov dominated the second set after losing a close first set in a tiebreak, but Berankis dominated in turn for the third set loss. Dimitrov pushed the chair umpire with both hands and screamed at him after being disappointed unfairly treated after some close calls in the first set tiebreak. Dimitrov was fined €2,000. Dimitrov achieved his highest ATP World ranking of No. 1 by qualifying in Helsinki. 106.

He qualified through the qualifying rounds of the Australian Open for the first time this year, losing by just one set. He defeated the world No. 1 in the World No. 8. Andy Golubev, 38, will progress to the second round of a Grand Slam tournament, where he lost to 19th seed Stanislas Wawrinka. Despite this, Dimitrov reached his highest ATP ranking, reaching World No. 67 in January. 85. He has also ranked Bulgaria as the best ranked male tennis player of all time.

Dimitrov was then registered for the ABN AMRO World Tennis Tournament, but in the first round, he lost in two sets to eighth seed Jo-Wilfried Tsonga. He then lost in the first rounds of the Open 13 and Dubai Tennis Championships to Dmitry Tursunov and Richard Gasquet respectively. Dimitrov then defeated Challenger DCNS de Cherbourg, defeating defending champion and number two seed Nicolas Mahut in the final.

He then qualified for the Sony Ericsson Open, losing to Sergiy Stakhovsky. Dimitrov became the first Bulgarian man to be seeded eighth at the U.S. Clay Court Championships, but he lost in the second round to Teymuraz Gabashvili. He lost in the first round to Juan Mónaco at the Barcelona Open Banco Sabadell. After beating Marcos Baghdatis in the ATP tournament at the BMW Open, he reached his first quarterfinals but lost in three sets to Florian Mayer. In the first round of the French Open, Dimitrov failed to Jérémy Chardy.

Dimitrov then advanced to his second ATP quarterfinals at the Aegon International after defeating sixth seed Kevin Anderson in the second round but losing in the third round to third seed Janko Tipsarevi. He also competed in the doubles with Andreas Seppi and became the first Bulgarian man to reach a doubles final at an ATP tournament, losing to Jonathan Erlich and Andy Ram. In a tight four-setter at Wimbledon, he lost a thrilling second round match to Jo-Wilfried Tsonga. He then advanced to the second round of the Campbell's Hall of Fame Tennis Championships and Farmers Classic, losing to Americans Denis Kudla and Alex Bogomolov, Jr. in the first round at the Atlanta Tennis Championships. Dimitrov of the Western & Southern Open In the first round, he defeated Marselhan but lost to world No. 82. In the second round, David Ferrer defeated 6 in three sets. He also lost in the third round of the Winston-Salem Open to Alexandr Dolgopolov in a third set tie-break. In the first round of the US Open Dimitrov was defeated by Gal Monfils. Dimitrov was defeated in 53 minutes by qualifier Igor Sijsling in the first round of the Open de Moselle. Dimitrov defeated Ivan Dodig and Simone Bolelli in the Thailand Open, before losing in two sets to Andy Murray in the quarterfinals.

He lost in the first round of the China Open for the second time once more. Dimitrov defeated Marsel lhan in the first round of the first round, but Andy Roddick defeated them in the second round in two close sets. If Stockholm Open Dimitrov defeated Ryan Sweeting and Juan Ignacio Chela before losing to Milos Raonic in the quarterfinals. He ended the year ranked No. 1 in the world. 76.

Dimitrov began his 2012 season by competing at the Hopman Cup with Tsvetana Pironkova. After winning a match in mixed doubles but losing their singles matches, their team was defeated by the Czech Republic 1–2. Then, their team beat Denmark 2–1. Dimitrov defeated Mardy Fish in straight sets for his first victory (but not official ATP victory) over a Top-ten player against a Top ten player.

Dimitrov advanced to the second round of the Australian Open, defeating Jérémy Chardy in five sets to Nicolás Almagro in five sets. Dimitrov was ranked in the SAP Open but lost in the first round to Kevin Anderson, who dominated the first set comfortably but lost the next two in tie-breaks.

Dimitrov of BNP Paribas Open won the first round, but lost to David Ferrer in the second round. Dimitrov's next tournament was the Sony Ericsson Open, where he advanced to the fourth round after defeating Mikhail Kukushkin, Juan Ignacio Chela, and the upsetting world No. Toma berdych, his first victory over a top-ten player, was defeated by Janko Tipsarevi in a tie. Dimitrov started as the fifth seeded participant in the Strabag Prague Open Challenger Tournament. He defeated Jan Hájek in the first round and then lost to Alja Bedene in the second round. Dimitrov was a set and a break up against 17th seed Gasquet before breaking down, going on to lose the set, energy, and ultimately match.

The Aegon Championships was Dimitrov's next tournament. He defeated Bobby Reynolds, Gilles Müller, and Nicolas Mahut, then progressed to his first ATP semifinal by defeating the No. Kevin Anderson, a 9 seed, has earned his backlash from a setback. Dimitrov became the first Bulgarian male tennis player to reach the ATP semifinals. Dimitrov lost in straight sets to tenth seeded David Nalbandian in his first ATP semifinalist appearance. This tournament made him his No. 1 in the world. In the rankings, the company ranks at #65.

Dimitrov finished No. 304 at the 2012 Wimbledon Championships. Kevin Anderson, a 32 seed, was a first round participant. Dimitrov defeated in four sets in a tight match. He met the Cypriot Marcos Baghdatis in the second round, where Dimitrov retired due to a back injury. His next tournament was the Swedish Open. He seeded sixth, eliminated Rogério Dutra da Silva, Frederico Gil, and third seed Albert Ramos in straight sets for his second ATP semifinal appearance in his career. He lost in straight sets to top seed and eventual champion David Ferrer in the semifinals. Dimitrov was active in the Crédit Agricole Suisse Open Gstaad for two years. Julien Benneteau, Dustin Brown, and Kubot defeated him in the sixth seed competition. He lost his third straight semifinal appearance, this time to Thomaz Bellucci in two close tiebreaks.

Dimitrov represented his country on the grass of Wimbledon for the first time in the Olympics. He defeated Pole ukasz Kubot again in two close sets in the first round, just two weeks after he had defeated him in the Swiss Open quarterfinals. He lost in the second round to Gilles Simon, the 12th seed, making his fourth loss against Simon (who he has never defeated).

Dimitrov has failed to qualify for Rogers Cup and Western & Southern Open courts on hard courts. He lost in the first round of the qualifying round to Marco Chiudinelli and Rajeev Ram respectively in both Masters tournaments. Dimitrov was disappointed in his first loss in four sets at the US Open Championships last year. He came to an end with his drought at the PTT Thailand Open in the second round before losing in three close sets to Richard Gasquet. He enrolled in the Japan Open but lost in straight sets to Juan Mónaco.

He beat Pablo Andrejar in Shanghai's Masters tournament before losing to world No. 1 before. Novak Djokovic is the first in the country to play. Dimitrov reached the quarterfinals of the Swiss Indoors, defeating Viktor Troicki in straight sets and Julien Benneteau in three tie-break sets before losing in two tie-break sets to Paul-Henri Mathieu. After being refused an entry from the qualifying draw, BNP Paribas Masters was his next tournament. Before his 2012 campaign came to an end, he defeated Jürgen Melzer. Juan Mónaco was president of Argentina. Dimitrov was ranked World No. 4 in 2012 and left his career as a no. 1. In singles, 48 people are in singles.

Dimitrov began his 2013 season by competing at the Brisbane International. Brian Baker, the world No. 1, was defeated by him. Milos Raonic, Jürgen Melzer, and Marcos Baghdatis will qualify for their first ATP singles final, making him the first Bulgarian player to reach an ATP final. He dropped out of the world No. 1 rankings. Despite being a break up in both sets, 3 and defending champion Andy Murray defeated him in straight sets. Dimitrov partnered Kei Nishikori in the doubles and reached the semifinals, but the team was disqualified due to Nishikori's injury. Dimitrov's earnings also increased to $1 million, a record set by no other male Bulgarian tennis player. Dimitrov lost in a straight set to Italian Fabio Fognini in his first match.

Dimitrov was defeated in the first round straight sets by Julien Benneteau at the Australian Open. He also competed in the men's doubles event with Marcos Baghdatis. In the second round, the pair defeated fourth seeds Max Mirnyi and Horia Tecuu before losing to Juan Sebastián Cabal and Robert Farah Maksoud in three close tie-break sets. Despite losing in the first round, Dimitrov became the first male Bulgarian player to finish outside the top 40 after the tournament. He then competed for Bulgaria against Finland, winning both his singles matches against Juho Paukku and Micke Kontinen, but lost his doubles in five sets against Henri Kontinen and Harri Heliövaara, who were also competing against Henri Kontinen of Finland and Harri Heliövaara. The tie was decided 3–2 by Finland.

Dimitrov lost in the first round to Ivo Karlovi in two tie-breaks at the PBZ Zagreb Indoors. Dimitrov defeated Bernard Tomic and Nikolai Davydenko and Marcos Baghdatis in three sets at the ABN AMRO World Tennis Tournament. Dimitrov lost in the semifinals against the world No. 1. Juan Martn, the 7-time champion and eventual champion, defeated Potro in straight sets. Dimitrov was the first Bulgarian male tennis player to be seeded in a Masters 1000 tournament at the BNP Paribas Open. In singles, he defeated Matthew Ebden in two sets but lost in doubles to world No. 304. In the third round, Novak Djokovic will face him in the third round. He partnered Frederik Nielsen in doubles, but they lost in the second round to Ivan Dodig and Marcelo Melo. Dimitrov defeated Simone Bolelli at the Sony Open Tennis Championships, but he lost in straight sets to second seed Andy Murray in the second round. They qualified in doubles against the eighth seeds, Mariusz Fyrstenberg and Marcin Matkowski, defeating them in straight sets.

Dimitrov's next tournament was the clay-court Monte-Carlo Masters, where he defeated Xavier Malisse, eighth seed Janko Tipsarevi, and Florian Mayer, but lost in three sets to eighth seed Rafael Nadal, who was fourth seed. Dimitrov also ranked No. 30 in the ATP rankings for the first time after a good run in Monte Carlo, putting him in the top ten in the ATP rankings for the first time. 28. He was invited to Barcelona Open Banco Sabadell, but he missed in the second round, falling 5–2 in straight sets to in-form Tommy Robredo in straight sets.

Dimitrov won the Madrid Open after beating fellow 21-year-old Javier Mart, defeating the world No. 1 in his career. Novak Djokovic won in three sets in less than three hours. The two had met twice before, with Djokovic attending both encounters. Despite winning the first set, Stan Wawrinka fell in three sets to 15th seed Stan Wawrinka in the third round.

Dimitrov's next event was at the Internazionali BNL in Italia. In straight sets over Marcos Baghdatis in the first round, he won by a single point out of five matches over the Cypriot, deciding both sets. He lost in straight sets against No. 9 seed and world No. 1. Richard Gasquet – his fourth defeat out of four matches against the Frenchman.

Dimitrov was seeded 26th at the French Open, becoming the first Bulgarian male tennis player to be seeded at a Grand Slam tournament. After the Colombian retired trailing one set to love and one game down in the second set, citing an elbow injury, he defeated Alejandro Falla in the first round. Dimitrov, the former champion of the wildcard world, has been ruled out of the No. 1 position by Dimitrov. Lucas Pouille of 324 won in straight sets in the second round of the Grand Slam, making him the first Bulgarian male tennis player to advance to the third round of a Grand Slam. He lost in straight sets over world No. 1 in straight sets. In the third round, Novak Djokovic defeats him in the third round. Dimitrov and partner Frederik Nielsen lost in straight sets to seventh seeded Alexander Peya and Bruno Soares in the second round, who was also competing in doubles.

Dimitrov competed in the Aegon Championships, where he was seeded tenth in the grass season. He met Dudi Sela in the first round and won the third set in a tie-break, but lost in straight sets to four-time champion Lleyton Hewitt in the second round. He later won the Boodles Challenge, an exhibition tournament, but defeated Jerzy Janowicz in straight sets over a match tie-break. Dimitrov defeated Simone Bolelli in straight sets and then lost in the second round to world No. 67. In the fifth set, Grega emlja 11–9; in the fifth set.

Dimitrov, a professional, qualified in semifinals at the Swedish Open for the second year in a row. He defeated Elias Ymer and Filippo Volandri in three sets, bringing him to the No. 1 position in the world No. 17. In straight sets, Juan Mónaco defeated 20 Juan Mónaco in the quarterfinals. He lost in the semifinals to Fernando Verdasco in a thrilling three sets battle. Dimitrov then started his US Open Series campaign at the Citi Open, defeating Xavier Malisse and Sam Query in straight sets. Dimitrov lost in two tiebreak sets to German veteran Tommy Haas in the quarterfinals. He lost in straight sets at the Rogers Cup in the first round to Spanish Marcel Granollers, but he regained control at the Western & Southern Open, defeating world No. 87. 14 Nicolás Almagro and Brian Baker, before losing in three sets to Rafael Nadal in the third round. After losing in three sets at the US Open to Joo Sousa in five sets, the China Open to Roberto Bautista Agut in straight sets, and the Shanghai Rolex Masters to Kei Nishikori in straight sets.

Dimitrov won his first ATP title by defeating top seed David Ferrer in the final, becoming the first male Bulgarian player to win a title in the Open era. Dimitrov also won a career-best No. 2, which made him reach his highest point in career history. The world's highest ranked country. He followed it up with a quarterfinal appearance at the Swiss Indoors, defeating Radek and Alexandr Dolgopolov in straight sets before losing to childhood hero Roger Federer in two tight sets. He played in his final tournament of the year at the BNP Paribas Masters, where he beat Michael Fognini and Fabio Fognini in three sets but then lost in three sets to Juan Martn del Potro in the third round despite winning the first set. Dimitrov finished the year ranked 23rd in singles and 68th in doubles.

Dimitrov received the second most votes for the Bulgarian Sportsperson of the Year award on December 16, 2013, earning 1331 points and finishing second, just behind wrestler Ivo Angelov.

Dimitrov debuted at 23rd in the 2014 season. His first appearance at the Brisbane International, where he competed in the last competition as well as winning his first final at the time. He was now seeded fifth in the Grand Prix. However, he was unable to repeat his good showing against Robin Haase in two sets in the first round, but then lost in two sets to Marin ili in two sets, extending both sets to five sets with a break in the last game determining both sets. In the first round against Brits Fleming and Hutchins, he also competed in doubles, defeating Federer and Mahut in a tiebreak tiebreak, but the match was decided by a champion tiebreak again. Dimitrov later competed in the exhibition tournament in Kooyong, Australia, which featured top players Richard Gasquet, Stan Wawrinka, and Tom Berdych. However, he was unable to win in straight sets to Kei Nishikori and Fernando Verdasco), and eventually dropped out before the seventh place playoffs.

Dimitrov, seeded 22nd at the Australian Open, had his best run at a Grand Slam event, defeating Bradley Klahn, Lu Yen-hsun, eleventh seed Milos Raonic, and Roberto Bautista Agut in a row, bringing him to his first major quarterfinal appearance, where he lost to top seed and world No.. Rafael Nadal defeated the first in four sets after winning the first and then having three set points to win the third. Dimitrov debuted in the top 20 for the first time in his career's best run at a Grand Slam tournament. 19), becoming Bulgaria's first male tennis player to do so.

He competed in February at the Rotterdam indoor event, where he was seeded eighth. Dimitrov defeated the world No. 1 in the world. In the first round 2–1 sets, 28 Dmitry Tursunov defeated him 28 points. Dimitrov was then ranked No. 1 in the world No. 1. In straight sets, 24 Ernests Gulbis beat them in straight sets.

Dimitrov competed in the Acapulco hard court competition, where he was seeded 4th. Dimitrov defeated the world No. 1 in the world No. 1. In the first round, 71 Marinko Matosevic defeated Marcos Baghdatis in the second round, and Marcos Baghdati in second in straight sets. Dimitrov won the quarterfinals, beating seventh seed and world No. In a match spanning more than 21 hours, 18 Ernests Gulbis defeated one in two sets to one. Dimitrov emerged as the second seed and world No. 1 in the semifinals. Andy Murray for the first time in a match that lasted almost three hours, losing the first set and then defeating the Brit in two tiebreaks; he's now in his third ATP final, where he defeated Kevin Anderson in three sets. Dimitrov's win was his first victory at an ATP 500 level tournament, and he had achieved his first ATP ranked position, No. 82. 16. Dimitrov started at Indian Wells, an ATP 1000 event, where he was seeded 15th and advanced to the second round where he defeated Robin Haase in straight sets but then fell in three sets to one of the world No. 1. Ernests Gulbis, 22, who reached the quarterfinals.

Dimitrov then competed in Miami, where he was seeded 15th and received a bye in the first round. In round two, he defeated Albert Montaes 2–1 sets (losing the second set due to a tiebreak). He lost in a close two sets to 20th seed Kei Nishikori in the third round, his second defeat against the Japanese out of two matches between them. Dimitrov's career-high ranking of No. 2 came after Miami. 15.

In April, he competed for the Bulgarian Davis Cup team in the Europe Group II playoffs between Greece and Bulgaria. He defeated No. 1 in the first round of the tie. Markos Kalovelonis, a 690-year-old boy, has won only six games. He then joined No. 6 in the No. 1st. Dimitar Kutrovsky, Bulgaria's second victory, defeated Alexandros Jakupovic and Markos Kalovelonis in 3–0 sets, bringing the match to a crucial 3–0 lead, meaning Bulgaria maintains their Europa Group II position for 2015 and Greece is relegated to Europe Group III.

Dimitrov reached a new career-high ranking of No. 1 just before Monte Carlo. 14. He was seeded 12th at the Monte-Carlo Masters clay-court tournament. Dimitrov, the in-form No. 2, took the No. 1 spot at the world championships in 2012. In the 1st round, 32 Marcel Granollers defeated 1–1 sets, followed by another Spaniard, Albert Ramos, who is ranked just outside the top 100 in 2–1 sets. Dimitrov lost 2–0 sets to sixth seed David Ferrer in round three, his fourth loss out of five matches between them.

He then competed in the Bucharest clay-court tournament, where he was given a wildcard and was given a bye in the first round. In round two of round two, Dimitrov defeated No. 186 in what was the first meeting between the two teams. Veselt 79 won 2–0 sets. In round three, he defeated Sergiy Stakhovsky 2–0 sets and then defeated third seed No. 247. 24 Gal Monfils is in the semifinals after leading in the first set when Monfils retired, bringing him his fourth ATP final appearance. Dimitrov won the first set in a tie-break and then advanced to his third ATP title and first one on clay in the final.

He appeared in the Madrid Open clay-court tournament in May, where he was seeded 12th. In the first round, Dimitrov defeated local wildcard Pablo Busta 2–0 sets, then the second round another wildcard. 164 Marius Copil – 2–1 sets, coming back from a set down and winning the deciding set on a tie-break. In round three, he lost 2–1 sets to sixth seed No. — in what was his first loss against the Czech out of three matches between them. After winning the first set, six Tomá Berdych, won the first set.

Dimitrov was then a member of the Italian Open, where he was subsequently seeded 12th. He defeated No. 98 in the No. 9 race. No. 47 Édouard Roger-Vasselin 2–1 sets, No. 52 Ivo Karlovi 2–0 sets, then sixth seed Tomá Berdych, 2–1, for his third victory over the Czechs out of four matches between them, before returning 1–0 in sets. Rafael Nadal, the first seed in their fifth match and the first match in which Dimitrov was unable to win a set, lost 2–0 sets to first seed Rafael Nadal in the semifinals. Dimitrov's best ATP Masters result came in this qualifying round in Rome. He also competed in the Rome doubles with Lukál Rosol, defeating the unseeded world No. 1. Juan Sebastián Cabal and Robert Farah Maksoud of Colombia both won both sets in the first round 2–0 sets, ending all sets on a tie-break. They defeated second seeded Austrian-Brazilian pair Alexander Peya and Bruno Soares in the second and third rounds, then unseeded Marin ili and Santiago González, both 2–1 sets. They lost 2–0 sets to beat Robin Haase and Feliciano López in the semifinals. Dimitrov's results included a new career-best singles ranking of 12th in the world's top 40 positions, as well as a 58th spot in the doubles rankings to No. 1st. 84.

He was later seeded 11th in the French Open, where he came in 11th place. He lost 3–0 sets to No. 2 in round one, beating him in round one. 37 Ivo Karlovia, who recently defeated in Rome, was the embodiment of a young Ivo Karlovi.

Dimitrov appeared in June 2014 at the Queens grass-court festival, where he was seeded fourth and received a bye into round two. He defeated local No. 2 Beat local No. 1 to win the Grand Prize. In round two, James Ward defeated him, then No. In the third round, 53 Édouard Roger-Vasselin defeated Roger-Vasselin, who lost in 2–0 sets. Dimitrov had intended to play eighth seed Alexandr Dolgopolov in the quarterfinals but was forced to leave early, citing a thigh injury. Dimitrov then met first seed Stan Wawrinka in the semifinals and defeated in straight sets. Dimitrov claimed his first title in three sets against Feliciano López, who lost a set and saving a match point. It was the event's first time in which the final was decided with three tiebreakers, as well as being the longest ever Queens final. Dimitrov competed in the Queens doubles competition, partnering world No. 1 Tim. 3 Wawrinka (ranked outside the top 150 in the ATP doubles rankings) defeated Ken and Neal Skupski in straight sets in round one, but then lost in a close two-setter to third-seeded Canadian-Serbian veteran duo Daniel Nestor and Nenad Zimonji in the second round.

Dimitrov was ranked 11th at the 2014 Wimbledon Championships, where he was next. He beat two qualifiers in rounds one and twp, a no. No. 150 Ryan Harrison and No. No. 2 are both from the United States. 236 Luke Saville, both in three sets. In round three, he defeated Ukrainian Yelgopolov in his second match out of three sets, defeating him in five sets down. Dimitrov won in straight sets over No. 1 and tagged it. Leonardo Mayer, 64, is in round four of the tournament. He defeated defending Wimbledon champion and third seed Andy Murray 3–0 sets in the quarterfinals, his second match against the Brit out of five matches. Dimitrov defeated him in his first Grand Slam semifinal, becoming the first male Bulgarian player to qualify for the tournament. By the first seed No. 1, he was defeated in four sets. Novak Djokovic, the tournament's champion, defeated Novak Djokovic. Dimitrov also made it to the top ATP rankings for the first time thanks to his good results, starting at No. 11 in the top ten rankings for the first time. 9 – making him the first Bulgarian male tennis player to do so.

Dimitrov had intended to compete in the Washington Open hard-court tournament, but he had to cancel due to flu and sinus problems. He appeared at the Canadian Open Masters in August, where he was seeded No. 1 for the first time. The first round was a bye bye 7 on 7. Dimitrov defeated Donald Young and 17th seed Tommy Robredo in the second and third rounds, respectively 2–1 sets. In what was his fifth victory over the South-African out of six matches between them, then defeated No. 476 in the quarterfinals. Kevin Anderson, 21, came back from a set down and winning the tiebreak set. Jo-Wilfried Tsonga, the 13th seed and eventual champion, suffered in the semifinals.

Dimitrov came from the Cincinnati Masters. He was seeded seventh and received a bye-election in the second round, where he lost to Jerzy Janowicz. Dimitrov was seeded seventh at the US Open Championships. Dimitrov lost in three close sets to third seed Gavin in the first round, defeating Ryan Harrison in the first round, Dudi Sela in the second, and David Goffin in the third. The tournament's top ten players in the world.

Dimitrov, together with Novak Djokovic and Rafael Nadal, competed in the annual September China Open tournament in Beijing. Dimitrov lost to world No. 1 after defeating Fernando Verdasco and Pablo Andrejar. In the quarterfinals, Djokovic defeated 1 Djokovic. Dimitrov's next tournament was the Shanghai Rolex Masters, where he was seeded 10th. Dimitrov lost in the second round after beating Denis Istomin in the first round.

Dimitrov began his ATP maiden title in Stockholm by winning his second- and third-round matches with Teymuraz Gabashvili and Jack Sock. He defeated Bernard Tomic in the semifinals, his sixth ATP World Tour singles final appearance. In three sets, Dimitrov lost in the final to Tomá Berdych.

Dimitrov defeated teenager Alexander Zverev and Vasek Pospisil in the first and second rounds before losing to top-seeded and eventual champion Roger Federer in the quarterfinals for the second year in a row. Dimitrov defeated Pablo Cuevas in the second round of the Paris Masters, but then lost to Andy Murray in the third round. This was his last tournament of the year. Dimitrov had a chance to qualify for the 2014 ATP World Tour Finals but ended 11th. Dimitrov was named Bulgarian Sportsperson of the Year (earning 1190 points), becoming the first tennis player to win the award on December 22nd.

Dimitrov debuted at No. 1 on the year's list of the top 100 players. 11. He began his season in January at the Brisbane outdoor hard-court tournament, where he was seeded fourth and advanced to the second round. Dimitrov won the deciding set on a tiebreak after coming back from a setdown and winning the tiebreak. He beat Martin Klin in straight sets in the quarterfinals but then lost in straight sets to world No. 1. Roger Federer, the two-time champion and eventual champion, was eliminated in the semifinals in less than an hour. Dimitrov also participated in the doubles competition, partnered with Australian teenager Thanasi Kokkinakis, with whom he reached the semifinals.

Dimitrov was seeded tenth at the Australian Open. He beat Dustin Brown in just 69 minutes in the first round, then defeated Luká Lacko in four sets and Marcos Baghdatis in five sets in the second round. In the fourth round, Dimitrov defeated sixth seed and eventual runner-up Andy Murray in four sets. Dimitrov competed in the Rotterdam Open indoor hard-court event in February, where he was seeded fifth. In the first round, he defeated qualifier Paul-Henri Mathieu 2–1 sets, saving two match points in the second set but then fell in straight sets to world No. 2. In the second round, Gilles Müller, 37, would have qualified. Dimitrov was born in Acapulco next year, where he was the defending champion and seeded third. He lost in the second round to Ryan Harrison. Dimitrov appeared in an annual exhibition tournament in Madison Square Garden against Federer on March 10, 2015, defeating him for the first time.

Dimitrov defeated the Australian teenager and world No. 1 in three sets in three sets in March. He was seeded 11th and had a bye into the second round. Nick Kyrgios, 37, has been a fan of the movie. Dimitrov lost to the world No. 1 in 2011. In the third round, Tommy Robredo, 19, would advance to the third round. Dimitrov and Mardy Fish competed in the doubles tournament, but they lost in the first round to Spaniards David Ferrer and Fernando Verdasco. Dimitrov was seeded ninth at the Miami Masters and had a bye into the second round, where he defeated Vasek Pospisil but lost to John Isner in the third round. Dimitrov began his clay season with the Monte-Carlo Masters. In the first round, he was seeded ninth and defeated Verdasco in the first round, then defeated Fabio Fognini in straight sets in the second round. Dimitrov defeated seventh seed and defending champion Stan Wawrinka in less than an hour and then lost in straight sets to Gal Monfils in the third round. Dimitrov and Max Mirnyi were teammates in the doubles, and together they were also competing in the doubles. They advanced to the second round, where they lost to the Bryan brothers.

Dimitrov decided not to defend his position in Bucharest but instead took part in the first version of the Istanbul festival. He was seeded second and received a bye into the second round, where he defeated Andy Golubev. Dimitrov won the quarterfinals over Ivan Dodig, but then lost to Pablo Cuevas in the semifinals. Dimitrov came second at the Madrid Masters, where he was seeded tenth. In the second round, his opponent, Donald Young, had retired after Dimitrov led by a set and by 3–0 games. Dimitrov defeated Fabio Fognini, returning from a set down, and defeated eighth seed Stan Wawrinka in three sets in the third round. Dimitrov defeated third seed and two-time defending champion Rafael Nadal in straight sets, his sixth defeat out of six matches between them. Dimitrov has also competed in the doubles and advanced to the second round.

In May, Dimitrov was unable to defend his semifinal appearance at the Rome Masters. In the first round, he was seeded 10th and defeated in straight sets by Jerzy Janowicz, but Fabio Fognini was evicted in three sets, his third match between the two teams in less than a month. Despite being seeded tenth, Dimitrov lost in straight sets to Jack Sock at the French Open in the first round. Dimitrov left the tournament early for the second year in a row.

Dimitrov failed to defend his name at the Queens grass-court tournament in June, losing in the second round to Gilles Müller. He appeared in the first two-round eliminated Federico Delbonis and Steve Johnson, who was seeded 11th in the Wimbledon Championships. In the third round, Dimitrov defeated Richard Gasquet in straight sets for his fifth defeat out of five matches against the Frenchman. Dimitrov and his coach Roger Rasheed were fired following the loss.

He won all his matches in July when he participated in the 2015 Davis Cup against Luxembourg. He began his US Open series campaign in Washington in August, progressing to the third round. In the second round, then competed at the Rogers Cup, losing to Jack Sock in the second round. Dimitrov was disqualified in the third round by the world No. 1 at the Cincinnati Masters. Andy Murray, 2, who had missed a match point in the third set. Dimitrov's poor showing at the US Open continued in the second round, where he lost in five sets to Mikhail Kukushkin.

Franco Davn was his coach in September, and he recruited him as his mentor. Dimitrov reached the quarterfinals in Kuala Lumpur and then had another first-round exit in Tokyo in October. Dimitrov fell out of the top 20 after this tournament. Dimitrov returned to Sweden to compete in the Stockholm Open and fell in straight sets over Tomá Berdych. He then travelled to Basel for the Swiss Indoors, where he lost in three sets to Rafael Nadal in three sets in the third round of 16. Dimitrov managed to defeat Marin ili before losing to Ferrer in his last tournament for the year. He did not qualify for the ATP World Tour Finals.

Ranked world No. 1 in the rankings. Dimitrov, 28, began his season in Brisbane, where he reached the quarterfinals, losing to Federer. Dimitrov, who competed with Kei Nishikori, reached the semifinals in the doubles, but was disqualified due to shoulder pain. In the third set, the Bulgarian reached his seventh final appearance in Sydney, losing in three sets and a tie-break. In the third round of the Australian Open, Dimitrov suffered his fifth overall against Federer, his fifth overall between the two teams.

Dimitrov skipped the first edition of Sofia Open in his homeland and attended the Delray Beach tournament, where he lost to the undefeated Rajeev Ram in the semifinals. Dimitrov failed to the in-form and eventual champion Dominic Thiem in the quarterfinals in Acapulco.

Dimitrov, a seeded 23rd, was able to progress to the second round of the Indian Wells Masters in March, but was dissatisfied by German teenager Alexander Zverev. Dimitrov was also selected for the second round of the Miami Open in the Miami Open. He defeated the world No. 1 in the third round. Andy Murray, 22, came back from a set down, but Gaul Monfils won.

Dimitrov began his clay-court career in April. He reached the second round of the Monte-Carlo Masters, losing in straight sets to the 15th seed Gilles Simon. Dimitrov was seeded 2nd in his eighth final appearance in Istanbul, defeating third seed Ivo Karlovi in the semifinals in two tie-breaks. Dimitrov was serving for the match against unseeded Diego Schwartzman but cramped to the point and then had a complete meltdown. Dimitrov smashed a third racket in the third set after smashing two rackets and being warned and fined, resulting in a match-ending penalty.

Dimitrov was unable to protect his quarterfinal from the previous year, losing in straight sets to Pablo Carno, not having lost even a set to the Spaniard prior to the match. Dimitrov's ranking in the ATP rankings plummeted even higher to No. 35, a three-year low. Alexander Zverev defeated the Bulgarian in the first round of the Rome Masters. Viktor Troicki was defeated in the first round of the French Open, bringing the totality of the match to a new conclusion in five sets.

Dimitrov's demise continued in June as he appeared on grass courts in Stuttgart and London, losing in straight sets to the wildcard Juan Martn del Potro in straight sets and in the first rounds to the wildcard Juan Martn del Potro in straight sets, as well as in the returning from injury. Dimitrov ended his losing streak at Wimbledon in 2013 for the first time since 2013, defeating qualifier Bjorn Fratangelo and then 16th seed Gilles Simon before losing to Steve Johnson. Dimitrov revealed that he and his mentor Franco Davn broke up shortly after, just shy of Wimbledon. Daniel Vallverdu, a Bulgarian coach, has been hired as coach by the Bulgarians.

Dimitrov was seeded 12th in Washington Open in July and received a bye into the second round but had another disappointment when he lost in straight sets to No. Daniel Evans, 82, is a writer from the United States. Dimitrov survived another early loss against Yichi Sugita in the first round, bouncing back from a set down and facing 2–5 in the second set tiebreak. In the third round, Dimitrov defeated Ivo Karlovi in straight sets, resulting in a quick victory over wildcard Denis Shapovalov. In the quarterfinals, the Bulgarian defeated third seed Nishikori in three sets. He beat Lucas Pouille and Dominic Thiem in the doubles before losing to Henri Kontinen and John Peers, who was paired with Wawrinka.

Dimitrov competed in the first half of August but fell in the first round to ninth seed Marin ili. In Cincinnati, the Bulgarian had a good run in the third Masters semifinal of his career. Feliciano López, the 16th seed, won in straight sets over Gilles Simon in the first round and then came back from a set to down to knock out sixth seed Feliciano López. Dimitrov defeated second seed Wawrinka and then defeated Steve Johnson in the quarterfinals, both in straight sets. He was stopped by eventual champion Marin ili in the semifinals after allowing re-breaks twice in the third set. With his results, the Bulgarian obtained second place in the 2016 US Open Series standings. Dimitrov climbed to No. ten in the ATP rankings in the following week, putting him in the top 30 for the second week. 24th position.

Dimitrov, who was seeded 22nd in the US Open, reached the fourth round for the second time in his career after losing in straight sets to second seed Andy Murray who allowed Dimitrov only five games in total.

Dimitrov competed in the inaugural Chengdu Open in Asia. He was seeded third and advanced to the semifinals, where he lost to fifth seed Albert Ramos-Violas. The Bulgarian then advanced to the final of the Beijing event, defeating Steve Johnson, sixth seed Lucas Pouille, and winning their first match over Rafael Nadal, who had been ranked No. 1 in the world. At the time, there are 4'saved's around the world.' Milos Raonic, the third seed, withdrew against Dimitrov due to a ankle injury. Dimitrov lost the final to No. 1. Andy Murray, 2, was in two tight sets. In the first round of the Shanghai Masters, the Bulgarian then defeated Richard Gasquet, his 14th seed, to whom Dimitrov had never lost in straight sets, but he lost in second to qualifier Vasek Pospisil, who had never defeated Dimitrov.

The Bulgarian returned to Europe and reached the semifinals in Stockholm, where he was defeated by eventual champion Juan Martn del Potro. Dimitrov then played in Basel, but he was forced to abandon the competition after losing by a first round tie against Gilles Müller. Dimitrov defeated in three sets to No. 1 in his last tournament of the season. Novak Djokovic in the third round of the third round.

Ranked world No. 1 for 2016. Dimitrov, 17, got off to a flying start in Brisbane by defeating world No. 77. Dominic Thiem in the quarterfinals and then No. No. Milos Raonic, the three-time champion and defending champion, has been seeded in the semifinals. He defeated the world No. 1 in the final. Kei Nishikori, 3, claimed his first ATP title in nearly three years, his first appearance at Queen's Club in 2014. Dimitrov then progressed to the 2017 Australian Open, where he extended his winning streak even further, reaching the semifinals. In the third round and 11th seed David Goffin, Dimitrov defeated him in a five-set thriller, with Dimitrov failing to convert double break points in the fifth set when the score was 4–3 for Dimitrov. The match with Nadal was later rated as one of the top 3 best Grand Slam matches in 2017.

Dimitrov was third in the Sofia Open in February, where he was seeded third. The Bulgarian continued his good start to the year by winning his second title of the year on home soil and defeating second seed David Goffin in straight sets in the final. Despite this, the Belgian won his first match over Dimitrov, beating him in three sets in the Rotterdam Open quarterfinals.

Dimitrov competed in the Indian Wells Masters in March, losing in three sets to Jack Sock in the third round after missing four match points. Since being ranked in the first round, the Bulgarian then participated in the Miami Open, but was dissatisfied by unseeded Guido Pella in the second round.

Dimitrov started his clay-court season with a defeat to Tommy Robredo in the second round of the Grand Prix Hassan II tournament, for which he was given a wild card and was the top seed. Dimitrov was seeded eighth and had a bye into the second round but lost to qualifier Jan-Lennard Struff, which was followed by another surprise at the Monte-Carlo Masters.

In the third round tiebreak, the Bulgarian ended his losing streak in the Madrid Masters, where he was eliminated by Dominic Thiem in three close sets after missing five match points. Dimitrov's next game was a first-round exit in the Rome Masters, losing in three sets to Juan Martn del Potro. In five meetings, this was the fifth loss to the Argentine. Dimitrov then advanced to the third round of the French Open, where he lost to Pablo Carta.

Dimitrov appeared in Stuttgart on grass court. In his first match, he was seeded second, but he lost in his first match. The Bulgarian had a good run at the Queen's Club tournament, where he advanced to the semifinals. Dimitrov lost in three sets to Feliciano López, the eventual champion of the country. The Bulgarian reached the fourth round at Wimbledon without dropping a set, but eventual champion Roger Federer lost in straight sets to eventual champion Roger Federer in what was his sixth defeat in six official matches with the Swiss. Dimitrov re-surgent to the top ten for the first time since February 2015 at the conclusion of the tournament.

In August, Dimitrov returned to hard courts. The Bulgarian won his first Masters 1000 title in Cincinnati after qualifying in third rounds of the Washington Open and Rogers Cup in Montreal, defeating Nick Kyrgios in straight sets and winning the tournament without losing a single set. Dimitrov then advanced to the second round of the US Open, where he lost to teenage Andrey Rublev.

Dimitrov advanced to the semi-finals of the Shanghai Masters in October after beating Juan Martn del Potro and Roberto Bautista Agut. In both cases, the Bulgarian was eliminated by world No. 71. Rafael Nadal, a 3rd class player, is in third place in a three-setter match. Dimitrov then advanced to the final of the Stockholm Open with victories over Jerzy Janowicz, Mischa Zverev, and Fabio Fognini, but lost in straight sets to the US Open semifinalist Del Potro. In Stockholm, Dimitrov's third final was held. Dimitrov was announced in the following week for the first time in his career, thus becoming the first Bulgarian to qualify for the season-ending championships.

After being given a wild card, he decided against the Vienna Open later this week to prepare for the Paris Masters, where Dimitrov won his third match against Richard Gasquet before losing in third set to big serving John Isner in three sets. Dimitrov set a new career peak this week, advancing to the top of the world rankings in the ATP Finals. In the 6th position on the charts.

Dimitrov, Rafael Nadal, Dominic Thiem, and David Goffin were all drafted in the 2017 ATP Finals team, alongside Rafael Nadal, Dominic Thiem and David Goffin. Dimitrov won his first match against Thiem in his debut match in the ATP Finals, a close three-setter. Goffin was then defeated by the Bulgarians, who gave him only two games. Dimitrov gained his first position in the group and secured his position in the semi-finals with his win. After another convincing win against alternate Pablo Carta, Dimitrov remained unbeaten in the team, this time against alternate Pablo Carta. In the semi-finals, the Bulgarian returned from a setdown to eventually dismantle in-form Jack Sock. Dimitrov claimed the grand prize of his career by defeating David Goffin in three close sets in the final. He finished the tournament undefeated champion, receiving a cash reward of $2,549,000 and 1,500 ranking points, and the former champion helped him finish 2017 at No. 1 in a career-high world No. 69. (only behind Nadal and Federer) ranked #3, only behind Federer and Nadal.

Dimitrov's 2017 campaign ended with these major milestones [current figure in brackets]: (1) first Masters 1000 championships, (4) four tour championships, (5) eight top-10 match wins, [had 13 total before 2017], (8) second Grand Slam semifinal on hard courts [including 138,000] — (7) the first grand Slam semifinal in a single season [$13,828,512].

Dimitrov began his 2018 campaign in Brisbane, where he was the defending champion and top seed. Kyle Edmund, the home favorite and wild card, started from the second round with a three setter, but then beat him with another three setter. Dimitrov was disqualified in the semi-finals by third seed and eventual champion Nick Kyrgios. The Bulgarians were also competing in doubles. He met with Ryan Harrison in the semi-finals before pulling out. Dimitrov had started his Australian Open campaign with a few victories over qualifiers Dennis Novak and Mackenzie McDonald, but he retaliated against Andrey Rublev, defeating him in the second round of the US Open two months ago. Dimitrov then defeated in-form Nick Kyrgios in four sets to reach his third Australian Open quarter-final, where he lost in four sets to Kyle Edmund. Dimitrov said he had suffered with a shoulder injury in the last two games. The Bulgarian pulled out of the Sofia Open, where he was defending champion and struggling to recover.

Dimitrov reached the final of the Rotterdam Open without losing a single set, beating Yichi Sugita, Filip Krajinovic, Andrino, and David Goffin en route, but losing to Roger Federer, who would regain world No. 216. After the tournament, there is a no. 1 ranking. In the first round, Dimitrov advanced to Dubai, where he was ranked No. 1 in the first round, but Malek Jaziri disregarded him.

Dimitrov was the third seed at both the Indian Wells and Miami Masters in March, but he was eliminated early by Fernando Verdasco in the second round and Jérémy Chardy in the third round, respectively.

Dimitrov resurgent on the Monte-Carlo Masters, advancing to the semi-finals of the clay tournament after beating No. 1 in the first round. In the quarter-finals, 10 David Goffin will advance to the quarterfinals. Dimitrov's fate was ultimately disqualified to No. one in the world No. 73. Rafael Nadal, the 1st Rafael Nadal. In Barcelona, Dimitrov lost to Pablo Caro Busta in the quarter-finals. Dimitrov accused Caro Busta of stopping the game in the second set tie-break, which resulted in an unforced mistake by Bulgarians. Caro Busta denied the charges.

Dimitrov and Kei Nishikori both lost in the second round of the Madrid and Rome Masters in May. In the third round of the French Open, Dimitrov lost in straight sets to Fernando Verdasco.

Dimitrov had his worst grass-court season since 2010, losing to Novak Djokovic in the Queen's Club tournament and to Stan Wawrinka at the Wimbledon Championships. In the first round of the Grand Slam competition, the second of the defeats occurred.

Dimitrov continued to play in August at the Toronto Masters, where he advanced to the quarterfinals, losing to Kevin Anderson. After being defeated in the third round by eventual champion Novak Djokovic in a close three-setter, Dimitrov then failed to defend his Masters crown in Cincinnati. Dimitrov's ranking has dropped to the No. 1 position as a result. 8. The first round of the 2018 US Open was followed by Dimitrov's defeat to Stan Wawrinka in straights, which was followed by the draw in the first round.

Dimitrov was a member of Team Europe for winning the second edition of the Laver Cup. However, his form continued well after early departures at the China Open and in Vienna, losing to unseeded Dujovi and Mikhail Kukushkin, respectively. Dimitrov's season ended at the Paris Masters, where he lost to fifth seed Marin Cilic in the third round. Dimitrov did not qualify for the ATP Finals, where he was the defending champion. No. 1 in the former world No. 1 for women. Andre Agassi, a 1, appeared in Dimitrov's team before the Paris Masters.

Dimitrov began his playing in Brisbane, defeating Yoshihito and John Millman in straight sets before losing to eventual champion Kei Nishikori in the quarterfinals. Dimitrov reached the last 16 of the 2019 Australian Open in January, but Frances Tiafoe defeated him in four sets.

Dimitrov returned to play in the Miami Masters after suffering from a shoulder injury, making the third round the winner. Dimitrov began his clay court career at Monte-Carlo Masters, losing to Rafael Nadal in the third round. Dimitrov then progressed to the third round of the Barcelona Open Championships. His ranking has risen to No. 10. The lowest level since 2012 was 49, which was the lowest since 2012. Dimitrov defeated Marin ili in the second round of the French Open, but Stan Wawrinka claimed him in straight sets. Despite being up two sets, Dimitrov had a disappointing Wimbledon losing in five sets to Corentin Moutet in the first round.

Dimitrov's tough court season began poorly. He lost in the first round of the Atlanta Open to world No. 1 in the Atlanta Open. Kevin King, who had never been to a main-draw match on the ATP Tour, was 405 Kevin King, who had never been to a main-draw match on the ATP Tour. In the first rounds of both the Rogers Cup and the Western & Southern Open, Dimitrov then lost to Stan Wawrinka in the first rounds. Dimitrov had lost seven of his last eight matches, and his ranking had fallen to No. 1. 78, his lowest ranking in over seven years.

Dimitrov was unseeded at the US Open. He defeated Andreas Seppi in the first round before receiving a walkover over the 12th seed Borna ori. He then defeated lucky loser Kamil Majchrzak and Alex de Minaur in straight sets to advance to the quarterfinals. Roger Federer was the third seed in the tournament. Dimitrov won his first Grand Slam semifinal since the 2017 Australian Open in a long five-set match. Federer was defeated on seven previous occasions, and he won his first match against him in his career. In the semifinals, he lost to Daniil Medvedev. Dimitrov also won 53 top rankings in a single tournament after being ranked No. 1 in the United States. The next week, there will be 25 people in the United States.

At Chengdu, Beijing, Stockholm, and Vienna, Dimitrov was unable to proceed beyond the second round. He defeated Ugo Humbert and 12th seed David Goffin to advance to the third round of the Paris Masters, where he defeated fifth seed Dominic Thiem. He defeated Cristian Garn in the quarterfinals before losing in straight sets to Djokovic in the semifinals.

Dimitrov commanded the Bulgarian team in the inaugural 2020 ATP Cup, where the top 24 nations qualified based on the singles ATP ranking of their No. 1st. 1 country player. The Bulgarian team was No. 1. Dimitrov's position and membership in Group C, where Dimitrov has dominated both his single matches against top players of the United Kingdom Dan Evans and Moldova Radu Albot, as a result. In doubles, he triumphed, proving that he and his compatriot Alexandar Lazarov stunned the top British experienced pair, Jamie Murray/Joe Salisbury, in a close three sets match.

Dimitrov lost in straight sets to Stefanos Tsitsipas in the fourth round of the French Open in October for the first time.

He spent the year in the top 20 for the fifth year in a row, ranked No. 13 in the world No. 4. 19.

Dimitrov, the second quarterfinalist at the 2021 Australian Open (AO), defeated former Grand Slam champion Marin Cilic in the first round, and the previous year's runner-up Dominic Thiem in the fourth round, before losing to qualifier Aslan Karatsev after suffering from back spasms.

After struggling to convert three match points in the third set, Dimitrov was forced to leave in the first round of the French Open against Marcos Giron for the same reasons. He was seeded 18th in the 2021 Wimbledon Championships, losing to Alexander Bublik in the second round in three straight sets with two tiebreaks after Bublik struck 34 aces against Dimitrov. He paid his revenge by defeating Bublik at the 2021 Western & Southern Open Masters in Cincinnati, reaching the round of 16. In straight sets, he lost in straight sets to Daniil Medvedev. He retired with a foot injury after losing the first two sets to Alexei Popyrin in the second round of the US Open. Since he could not defend his points from the 2019 US Open semifinal to No. 1, he dropped out of the top 25. On September 13, 2021, the 29th anniversary of the Russian Federation in 2021.

Dimitrov defeated Marton Fucsovic in three ATP Head2Head matches at the 2021 San Diego Open in late September for his first victory over him in the second round. After Felix Auger-Aliassime's withdrawal in straight sets 6–1, 6–1 in a 56 minutes match, he then triumphed in the second round, defeating ATP debutant and lucky loser August Holmgren (tennis). He reached his first semifinal appearance of the year by defeating Aslan Karatsev in three sets and taking his revenge for his earlier in the year's loss at the AO. He lost in the semifinals to eventual champion Casper Ruud.

Dimitrov qualified in the round of 16 at the 2021 BNP Paribas Open in Indian Wells, defeating en route qualifier Daniel Altmaier and then world No. 1 for the first time in his career. Reilly Opelka, the 20 and 16th seed, advanced to a tie in straight sets with no breaks, taking revenge for his loss at the Canadian Open earlier this year. Dimitrov defeated World No. 1 in the fourth round of the World No. 94. Daniil Medvedev, the top seed and all-rounder, is 4–6, 6–3, 6–3 to progress to the quarterfinals. He came back from a set and a double-break down at 4–6, 1–4 to disqualify the reigning US Open champion and his first victory over a Top-two opponent since 2016. He defeated Hubert Hurkacz, the eighth seed, to advance to the semifinals for the first time in his career at this Masters. In the semi-finals, he then lost to Cameron Norrie.

He defeated wildcard Richard Gasquet and 2018 champion Karen Khachanov in the second round of the 2021 Rolex Paris Masters, with the last set being 6–0. In the round of 16, he lost to fourth seed Alexander Zverev.

Dimitrov's season began at the 2022 Melbourne Summer Set tournament, where he advanced to the semi-finals before losing to qualifier Maxime Cressy. He was involved in the 2022 Australian Open, but he lost in the second round to Benoît Paire. Dimitrov became the second man born in the 1990s or later to win 350 career victories at the 2022 Delray Beach Open, following his second round victory over Mitchell Krueger. He is the 130th man to play in the Open Era and the 22nd active participant to do so.

Career statistics

The 2022 Wimbledon Championships are the most prestigious in the world.

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