251 Facts About Grigor Dimitrov

Grigor Dimitrov has been ranked as high as world No 3 in singles by the ATP, making him the highest-ranked Bulgarian in history.

In October 2013 at the Stockholm Open, Grigor Dimitrov became the first Bulgarian man to win an ATP Tour singles title.

Grigor Dimitrov was named Bulgarian Sportsperson of the Year in 2014 and 2017, marking the first and second occasions a tennis player received the honor since the award's inception in 1958.

Grigor Dimitrov was born in Haskovo to father Dimitar Dimitrov, a tennis coach, and mother Maria Dimitrova, a sports teacher and former volleyball player, in 1991.

Grigor Dimitrov first held a tennis racket, given to him by his mother, at the age of three, and when he was five he began to play daily.

In 2007, Grigor Dimitrov joined the academy "Sanchez-Casal", where he was further trained under the leadership of Emilio Sanchez and Pato Alvarez.

Since March 2009 Grigor Dimitrov trained in Paris, France, where he joined Patrick Mouratoglou's tennis academy and spent the next four seasons there and he appointed Patrick Mouratoglou as coach for 2012.

Grigor Dimitrov claimed his first major junior cup, the U14 European title, at the age of 14.

In 2007, Grigor Dimitrov was the finalist at the Orange Bowl U18 boys singles losing to Ricardas Berankis of Lithuania.

Grigor Dimitrov began the 2008 Grand Slam season with a quarterfinal showing at the French Open, losing to Poland's Jerzy Janowicz in three sets.

Grigor Dimitrov won the title without dropping a set despite playing with a shoulder injury throughout the tournament.

Grigor Dimitrov closed at No 3 of the junior ranking that year.

Grigor Dimitrov was granted a wildcard to the main draw of the Open 13 in Marseille but lost to world No 8, Gilles Simon, in the first round, despite serving for the match at ninth game of the third set.

Grigor Dimitrov then completed two victories in the Davis Cup against Hungary.

Grigor Dimitrov lost to Danai Udomchoke in straight sets in the second round of the Bangkok Open.

Grigor Dimitrov then reached the quarterfinals after qualifying of two successive Challengers at the Trofeo Paolo Corazzi and Nottingham Trophy.

Grigor Dimitrov reached the second round of the Queen's Club Championships after defeating Ivan Navarro, but lost in two tiebreaks to Gilles Simon.

Grigor Dimitrov was granted a wildcard to the main draw of the Swedish Open but lost in the first round to Guillermo Canas.

Grigor Dimitrov reached the quarterfinals of the Challenger Open Castilla y Leon losing out in three sets to Marcel Granollers.

Grigor Dimitrov then lost in the second round to Martin Fischer in straight sets at the Istanbul Challenger.

Grigor Dimitrov won his first-round match against Tobias Kamke but in the second round lost to the top seed of the qualifying, Thomaz Bellucci.

Grigor Dimitrov then received a wildcard at the Stockholm Open but lost in the first round to Jarkko Nieminen.

Grigor Dimitrov started the season with a quarterfinal finish at a Challenger event of Internationaux de Nouvelle-Caledonie.

Grigor Dimitrov then attempted to qualify for the Australian Open, but lost in the first round to Robert Kendrick in three sets.

Grigor Dimitrov bounced back a week later by qualifying at the Honolulu Challenger, but lost to Donald Young in the second round.

Grigor Dimitrov won his first ATP Tour match of the year on the grass courts of the Queen's Club in London.

Grigor Dimitrov beat Alex Bogdanovic before losing to world No 31, Feliciano Lopez, in the second round.

Grigor Dimitrov then had a great run in the Marburg Open, a Challenger event, where he came through qualifying to reach the semifinals where he lost out to Simone Vagnozzi.

Grigor Dimitrov again had a number of disappointing losses in Challenger events and another Davis Cup tie.

Grigor Dimitrov then participated in four futures tournaments, posting impressive results, including two tournament victories in Germany, and another in Spain.

Grigor Dimitrov gained enough points to enter the world's top 250 for the first time in his career.

Grigor Dimitrov made an early exit in his first Challenger after a two-week break but bounced back a week later, beating top 100 player Lukas Lacko and world No 32 Michael Llodra on the way to the final of the Open d'Orleans.

Grigor Dimitrov defeated world No 38, Andrey Golubev, to advance for the first time to the second round of a Grand Slam tournament where he lost to 19th seed Stanislas Wawrinka.

Grigor Dimitrov then won the Challenger de Cherbourg defeating defending champion and second seed Nicolas Mahut in the final.

Grigor Dimitrov became the first Bulgarian man ever to be seeded at an ATP World Tour tournament being seeded eighth at the US Clay Court Championships but lost in the second round to Teymuraz Gabashvili.

Grigor Dimitrov lost in the first round of the French Open to Jeremy Chardy.

Grigor Dimitrov competed in the doubles with Andreas Seppi and became the first Bulgarian man ever to reach a doubles final at an ATP tournament, they lost to Jonathan Erlich and Andy Ram.

Grigor Dimitrov then reached the second rounds of the Hall of Fame Tennis Championships and Farmers Classic, losing to Americans Denis Kudla and Alex Bogomolov Jr.

Grigor Dimitrov played in the third round of the Winston-Salem Open being defeated by Alexandr Dolgopolov in a third set tie-break.

At the US Open, Grigor Dimitrov was defeated by Gael Monfils in the first round.

At the Open de Moselle, Grigor Dimitrov was beaten in 53 minutes by qualifier Igor Sijsling in the first round.

At Shanghai Masters Grigor Dimitrov beat Marsel Ilhan in the first round but was defeated by Andy Roddick in the second round in two tight sets.

At the Stockholm Open Grigor Dimitrov beat Ryan Sweeting and Juan Ignacio Chela before losing to Milos Raonic in the quarterfinals.

Grigor Dimitrov started his 2012 season by competing at the Hopman Cup alongside Tsvetana Pironkova.

Against USA, Grigor Dimitrov dispatched Mardy Fish in straight sets in his first win against a top 10 player.

At the Australian Open, Grigor Dimitrov defeated Jeremy Chardy to reach the second round but then he lost in five sets to Nicolas Almagro.

Grigor Dimitrov competed in the Pacific Coast Championships but lost in the first round to Kevin Anderson, despite winning the first set easily, lost the next two in tie-breaks.

At Indian Wells, Grigor Dimitrov defeated Ivan Dodig in the first round, but lost to David Ferrer in the second round.

Grigor Dimitrov entered the Challenger event Prague Open as the fifth seeded player.

Grigor Dimitrov beat Bobby Reynolds, Gilles Muller and Nicolas Mahut and then reached his first ATP semifinal by beating the No 9 seed, Kevin Anderson by coming back from a set down.

Grigor Dimitrov became the first ever Bulgarian male tennis player to reach an ATP semifinal.

At the 2012 Wimbledon Championships, Grigor Dimitrov faced the No 32 seed, Kevin Anderson in the first round.

Grigor Dimitrov suffered a first lost at the final slam of the year, the US Open to Benoit Paire in four sets.

Grigor Dimitrov ended his drought at the Thailand Open, reaching the second round before losing to Richard Gasquet in three tight sets.

At the Swiss Indoors Basel Grigor Dimitrov reached the quarterfinals, defeating Viktor Troicki in straight sets and Julien Benneteau in three tie-break sets, before losing to Paul-Henri Mathieu in two tie-break sets.

Grigor Dimitrov beat Jurgen Melzer before his 2012 campaign ended at the hands of Juan Monaco.

Grigor Dimitrov began his 2013 season by competing at the Brisbane International.

Grigor Dimitrov defeated Brian Baker, world No 13 Milos Raonic, Jurgen Melzer, and Marcos Baghdatis to reach his first ATP singles final, thus becoming the first Bulgarian player to reach an ATP final.

Grigor Dimitrov lost to world No 3 and defending champion Andy Murray in straight sets, despite being a break up in both sets.

Grigor Dimitrov paired Kei Nishikori in the doubles and reached the semifinals, but withdrew due to Nishikori's injury.

At the Australian Open, Grigor Dimitrov suffered a first-round straight-set defeat by Julien Benneteau.

Grigor Dimitrov competed in the men's doubles event with Marcos Baghdatis.

Grigor Dimitrov then competed for Bulgaria in the Davis Cup against Finland, and won both his singles matches against Juho Paukku and Micke Kontinen, but lost his doubles in five sets against Henri Kontinen of Finland and Harri Heliovaara.

At the Zagreb Indoors, Grigor Dimitrov lost in the first round to Ivo Karlovic in two tie-breaks.

At the Rotterdam Open, Grigor Dimitrov beat Bernard Tomic and Nikolai Davydenko, and Marcos Baghdatis in three sets.

At the Indian Wells Open, Grigor Dimitrov became the first Bulgarian male tennis player to be seeded in a Masters 1000 event.

At the Miami Open, Grigor Dimitrov beat Simone Bolelli, but lost to second seed Andy Murray in straight sets in the following round.

At the Madrid Open, following a victory over fellow 21-year-old Javier Marti, Grigor Dimitrov recorded the biggest win of his career, defeating world No 1, Novak Djokovic in a three set match, in just over three hours.

At the French Open, Grigor Dimitrov was seeded 26th, thus becoming the first ever Bulgarian male tennis player to be seeded at a Grand Slam tournament.

Grigor Dimitrov beat Alejandro Falla in the first round, after the Colombian retired trailing one set to love and one game down in the second set, citing an elbow problem.

Grigor Dimitrov eliminated wildcard world No 324, Lucas Pouille, in straight sets in the second round, thus becoming the first ever Bulgarian male tennis player to reach the third round of a Grand Slam.

Grigor Dimitrov lost in straight sets against world No 1, Novak Djokovic, in the third round.

Grigor Dimitrov played in the doubles with partner Frederik Nielsen losing in straight sets to seventh seeded Alexander Peya and Bruno Soares in the second round.

Grigor Dimitrov faced Dudi Sela in the first round, he came back from a set down and won the third set in a tie-break, but lost to four-time champion Lleyton Hewitt in the second round in straight sets.

Grigor Dimitrov then played the Boodles Challenge, an exhibition event, he lost to Janko Tipsarevic and Novak Djokovic on a match tie-break, but defeated Jerzy Janowicz in straight sets.

At Swedish Open, Grigor Dimitrov reached semifinals for his second consecutive year.

Grigor Dimitrov eliminated Elias Ymer and Filippo Volandri in three sets, and upset world No 20, Juan Monaco, in the quarterfinals, in straight sets.

Grigor Dimitrov then started his US Open Series campaign at the Washington Open, Dimitrov received a bye and defeated Xavier Malisse and Sam Querrey in straight sets.

At the Stockholm Open Grigor Dimitrov won his first ATP title by defeating top seed David Ferrer in the final, coming back from a set down, becoming the first ever male Bulgarian player in the Open era to win such a title.

Grigor Dimitrov followed it up with a quarterfinal showing at the Swiss Indoors defeating Radek Stepanek and Alexandr Dolgopolov in straight sets, before losing to childhood idol Roger Federer in two tight sets.

Grigor Dimitrov played his final event of the year at the Paris Masters, where he beat Michael Llodra and Fabio Fognini, both in three sets, but then lost to Juan Martin del Potro in the third round, despite winning the first set.

Grigor Dimitrov finished the year ranked 23rd in singles and 68th in doubles.

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

Grigor Dimitrov competed in the doubles with partner Jeremy Chardy and won in the first round against Brits Fleming and Hutchins, but then lost in the second round against Federer and Mahut in a match which featured three tiebreaks, with a champion tiebreak again deciding the match.

Grigor Dimitrov then played at the exhibition tournament in Kooyong, Australia, an event which featured top players Richard Gasquet, Stan Wawrinka and Tomas Berdych.

Grigor Dimitrov then lost to world No 24, Ernests Gulbis, in straight sets.

Grigor Dimitrov played in the Acapulco hard court event, where he was seeded 4th.

Grigor Dimitrov beat world No 71, Marinko Matosevic, in the first round and Marcos Baghdatis in the second in straight sets.

Grigor Dimitrov then played in Miami, where he was again seeded 15th and had a bye in the first round.

Just before Monte Carlo, Grigor Dimitrov reached a new career-high ranking of No 14.

Grigor Dimitrov then played in the Bucharest clay-court event, where he was given a wildcard and was the top seed and had a bye in the first round.

Grigor Dimitrov then played at the Italian Open, where he was again seeded 12th.

Grigor Dimitrov then played at French Open, where he was seeded 11th.

Grigor Dimitrov was due to play eighth seed Alexandr Dolgopolov in the quarterfinals, but received a walkover when the Ukrainian retired before the match, citing a thigh injury.

Grigor Dimitrov then faced first seed, Stan Wawrinka, in the semifinals, and won in straight sets.

Grigor Dimitrov claimed his first title on a grass court against Feliciano Lopez in three sets, being a set behind and saving a match point.

Grigor Dimitrov played in the Queens doubles event, with partner world No 3 Wawrinka, and in round one they beat local brother wildcard duo of Ken and Neal Skupski in straight sets, but then lost in a tight two-setter to third-seeded Canadian-Serbian veteran duo of Daniel Nestor and Nenad Zimonjic in the second round.

Grigor Dimitrov was beaten in four sets by first seed No 2, Novak Djokovic, who went on to win the tournament.

Grigor Dimitrov was seeded seventh again and had a bye into the second round where he lost to Jerzy Janowicz.

Grigor Dimitrov began the defense of his ATP maiden title in Stockholm, winning his second- and third-round matches with Teymuraz Gabashvili and Jack Sock.

Grigor Dimitrov beat Bernard Tomic in the semifinals, reaching his sixth career ATP World Tour singles final.

Grigor Dimitrov lost the final to Tomas Berdych in three sets.

In Basel, Grigor Dimitrov beat teenager Alexander Zverev and Vasek Pospisil in first and second rounds, before losing to top-seeded and eventual champion, Roger Federer, at the quarterfinals for a second year in a row.

At the Paris Masters, Grigor Dimitrov beat Pablo Cuevas in the second round, but then lost to Andy Murray in the third.

Grigor Dimitrov had an opportunity to qualify for the 2014 ATP World Tour Finals, but he finished 11th.

On 22 December 2014, Grigor Dimitrov was chosen as the Bulgarian Sportsperson of the Year, becoming the first tennis player to win the award.

Grigor Dimitrov played in the doubles event, paired with the Australian teenager Thanasi Kokkinakis, with whom he reached the semifinals.

Grigor Dimitrov lost to sixth seed and eventual runner-up, Andy Murray, in the fourth round in four sets.

Grigor Dimitrov played in Acapulco next, where he was the defending champion and seeded third.

Grigor Dimitrov lost in the second round to Ryan Harrison.

On 10 March 2015, Grigor Dimitrov played at an annual exhibition tournament in Madison Square Garden against Federer, defeating the Swiss star for the first time.

Grigor Dimitrov lost to world No 19, Tommy Robredo, in the third round.

Grigor Dimitrov played at the doubles event, paired with Mardy Fish, but they lost in the first round to Spaniards David Ferrer and Fernando Verdasco.

Grigor Dimitrov was seeded ninth at the Miami Masters and had a bye into the second round, where he beat Vasek Pospisil, but then lost to the 22nd seed John Isner in the third round.

Grigor Dimitrov was seeded ninth and beat Verdasco in the first round, and then defeated in straight sets Fabio Fognini in the second round.

Grigor Dimitrov decided not to defend his title in Bucharest, and instead he participated in the first edition of the Istanbul event.

Grigor Dimitrov was seeded second and had a bye into the second round, where he defeated Andrey Golubev.

At the quarterfinals, Grigor Dimitrov lost in straight sets to third seed and two-time defending champion Rafael Nadal, which was his sixth defeat out of six matches between them.

Grigor Dimitrov played in the doubles and reached the second round.

Grigor Dimitrov exited the tournament early for a second year in a row.

Grigor Dimitrov lost in straight sets to Richard Gasquet in the third round, in what was his fifth defeat out of five matches against the Frenchman.

At the Cincinnati Masters, Grigor Dimitrov was eliminated in the third round by the world No 2, Andy Murray, having missed a match point in the third set.

Grigor Dimitrov did not qualify for the ATP World Tour Finals.

Grigor Dimitrov had a bye into the second round of the Miami Open.

Grigor Dimitrov reached the second round of the Monte-Carlo Masters, losing to the 15th seed Gilles Simon in straight sets.

At the Madrid Masters, Grigor Dimitrov was unable to defend his quarterfinal from the previous year, suffering a first round exit in straight sets to Pablo Carreno, not having lost even a set to the Spaniard prior to that match.

That was followed by an easy win against wildcard Denis Shapovalov and then Grigor Dimitrov beat Ivo Karlovic in straight sets in the third round.

Grigor Dimitrov participated in the 2016 Summer Olympics in the first half of August, but lost in the first round to ninth seed Marin Cilic.

Grigor Dimitrov subsequently beat in straight sets Gilles Simon in the first round and then came back from a set to down to eliminate 16th seed, Feliciano Lopez.

Grigor Dimitrov moved to Asia to play in the inaugural Chengdu Open.

Grigor Dimitrov was seeded third and reached the semifinals, where he lost to fifth seed Albert Ramos Vinolas.

Grigor Dimitrov lost the final to No 2, Andy Murray, in two tight sets.

Grigor Dimitrov then played in Basel, but exited the event with a first round loss against Gilles Muller.

Grigor Dimitrov next moved on to play in the 2017 Australian Open, where he extended his winning streak further, reaching the semifinals.

However, the Belgian managed to grab his first victory over Grigor Dimitrov, eliminating him in three sets in the quarterfinals of the Rotterdam Open.

Grigor Dimitrov began his clay-court season with a loss to Tommy Robredo in the second round of the Grand Prix Hassan II tournament, for which he received a wildcard and was the top seed.

Grigor Dimitrov then went to the third round of the French Open, where he lost to Pablo Carreno Busta.

Grigor Dimitrov was seeded second, but lost in his first match.

Grigor Dimitrov lost in three sets to in-form eventual champion Feliciano Lopez.

Grigor Dimitrov returned to the top ten for the first time since February 2015 at the conclusion of the tournament.

Grigor Dimitrov then reached the second round of the US Open, where he lost to teenager Andrey Rublev.

Grigor Dimitrov was drawn in the Pete Sampras group of the 2017 ATP Finals, together with Rafael Nadal, Dominic Thiem and David Goffin.

Grigor Dimitrov stayed perfect in the group after another convincing victory, this time against alternate Pablo Carreno Busta.

Grigor Dimitrov won the biggest title of his career by defeating David Goffin in three tight sets in the final.

Grigor Dimitrov finished the tournament as an undefeated champion, receiving a prize of $2,549,000 and 1,500 ranking points, the latter helped him finish 2017 at a career-high world No 3.

Grigor Dimitrov ended his 2017 season with these significant milestones [current figure in brackets]: first Masters 1000 title first ATP Finals crown, 5 Tour finals, four tour titles, eight top-10 match wins [had 13 total prior to 2017], 250 career match wins [257 match wins], cracked $10,000,000 in career earnings [$13,103,976], cracked $5,000,000 in a single season [$5,628,512], second Grand Slam semifinal, first Grand Slam semifinal on hard courts.

Grigor Dimitrov started his 2018 campaign in Brisbane, where he was the defending champion and top seed.

Grigor Dimitrov started from the second round with hard three set win against the home favourite and wild card John Millman, then overcame with another three setter the British number two Kyle Edmund.

Grigor Dimitrov was eliminated in the semi-finals by the third seed and eventual champion Nick Kyrgios.

Grigor Dimitrov then edged in form Nick Kyrgios in tight four sets to qualify for his third Australian Open quarter-final, where he lost to Kyle Edmund in four sets.

Grigor Dimitrov rebounded on the next tournament, the Monte-Carlo Masters, advancing to the semi-finals of the clay event after beating No 10 David Goffin in the quarter-finals.

That was followed by a quarter-final in Barcelona, where Grigor Dimitrov lost to Pablo Carreno Busta.

Grigor Dimitrov then lost in straight sets to Fernando Verdasco in the third round of the French Open.

Grigor Dimitrov had his worst grass-court season since 2010, having recorded early losses to Novak Djokovic at the Queen's Club tournament and to Stan Wawrinka at the Wimbledon Championships.

Grigor Dimitrov then failed to defend his Masters title in Cincinnati after he was beaten in the third round by the eventual champion Novak Djokovic in a tight three-setter.

That was followed by first round elimination at the 2018 US Open, with Grigor Dimitrov losing to Stan Wawrinka in straights.

Grigor Dimitrov contributed to Team Europe for winning the second edition of the Laver Cup.

Grigor Dimitrov's season ended after the Paris Masters, where he lost to fifth seed, Marin Cilic in the third round.

Grigor Dimitrov started his campaign in Brisbane where he defeated Yoshihito Nishioka and John Millman in straight sets before losing to eventual champion Kei Nishikori in the quarterfinals.

In January, Grigor Dimitrov reached the last 16 of the 2019 Australian Open, but was knocked out by Frances Tiafoe in four sets.

Grigor Dimitrov then started his clay court campaign at the Monte-Carlo Masters, where he lost to Rafael Nadal in the third round.

Grigor Dimitrov then went to the third round of Barcelona Open.

Grigor Dimitrov's ranking deteriorated to No 49, the lowest since 2012.

Grigor Dimitrov had a disappointing Wimbledon, losing to Corentin Moutet in five sets in the first round, despite being up two sets.

Grigor Dimitrov lost in the first round of the Atlanta Open to world No 405 Kevin King, who had never won a main-draw match on the ATP Tour.

Grigor Dimitrov defeated Andreas Seppi in the first round before receiving a walkover over 12th seed Borna Coric.

Grigor Dimitrov then defeated lucky loser Kamil Majchrzak and Alex de Minaur in straight sets to reach the quarterfinals.

Grigor Dimitrov then lost to Daniil Medvedev in the semifinals.

Grigor Dimitrov failed to proceed beyond the second round at Chengdu, Beijing, Stockholm, and Vienna.

In January, Grigor Dimitrov participated and led as captain the Bulgarian team in the inaugural 2020 ATP Cup where the top 24 countries qualified based on the singles ATP ranking of their No 1 country player.

The Bulgarian team was No 19 based on Grigor Dimitrov's ranking and part of Group C where Grigor Dimitrov won both his single matches against the top players of Great Britain, Dan Evans, and Moldova, Radu Albot.

Grigor Dimitrov finished the year in the top 20 for the fifth year in a row, ranked world No 19.

Grigor Dimitrov retired in the first round of the French Open against Marcos Giron for the same reasons as a result of his back problems, after failing to convert three match points in the third set.

Grigor Dimitrov dropped out of the top 25, since he could not defend his points from the 2019 US Open semifinal, to No 29 on 13 September 2021.

In late September, Grigor Dimitrov recorded his first win over Marton Fucsovics in three ATP head-to-head meetings at the 2021 San Diego Open to reach the second round.

Grigor Dimitrov reached his first semifinal of the year defeating Aslan Karatsev in three sets and taking his revenge for his earlier in the year loss at the AO.

At Indian Wells, Grigor Dimitrov reached the round of 16 for the first time in his career, defeating en route qualifier Daniel Altmaier and then-world No 20 and 16th seed Reilly Opelka in straight sets with no breaks, taking his revenge for his earlier in the year loss to the American at the Canadian Open.

Grigor Dimitrov then lost to Cameron Norrie in the semi-finals.

Grigor Dimitrov lost to fourth seed Alexander Zverev in the round of 16.

At the 2022 Delray Beach Open following his second round win over Mitchell Krueger, Grigor Dimitrov became only the second man born in the '90s or later to reach 350 career wins, after Milos Raonic.

Grigor Dimitrov was the 130th man in the Open Era and the 22nd active player to do it.

At the French Open, he lost in the third round to 15th seed Diego Schwartzman in straight sets, whom Grigor Dimitrov defeated in straight sets at the Madrid Open.

Grigor Dimitrov lost to world No 4 and top seed eventual champion, Daniil Medvedev, in straight sets.

Grigor Dimitrov finished the year in the top 30 for the tenth year in a row, ranked world No 28 on 21 November 2022.

Grigor Dimitrov reached the third round at the 2023 Australian Open defeating Aslan Karatsev and Laslo Djere before losing in straight sets to eventual champion Novak Djokovic, who went on to win his 10th Australian Open and 22nd Grand Slam.

Grigor Dimitrov reached his 43rd career semifinal defeating Alex de Minaur in three sets and first since 2018 at this tournament.

Grigor Dimitrov lost to world No 11 and sixth seed Daniil Medvedev in straight sets.

Grigor Dimitrov reached his first final since 2018 defeating second seed and top-10 player Taylor Fritz before losing in the final to Nicolas Jarry.

Grigor Dimitrov reached the fourth round at Roland Garros for the second time at this major, defeating qualifier Timofey Skatov, Emil Ruusuvuori and Daniel Altmaier without losing a set.

Grigor Dimitrov lost to 22nd seed Alexander Zverev in straight sets.

Grigor Dimitrov lost to top seed and world No 2, Carlos Alcaraz, in straight sets.

Grigor Dimitrov returned to the top 20 on 24 July 2023.

Grigor Dimitrov recorded his 400th career win at the 2023 Chengdu Open defeating Juan Pablo Varillas becoming the first man born in the 1990 or later to hit that milestone and the tenth active men's player.

Grigor Dimitrov lost to Alexander Zverev for a seventh consecutive time, in straight sets.

Grigor Dimitrov defeated Nicolas Jarry and reached his first Masters semifinal since the 2022 Monte-Carlo Masters.

Grigor Dimitrov continued his good form on the European indoor hardcourts in Vienna and defeated Lorenzo Musetti in straight sets in the first round but lost to top seed Daniil Medvedev in the second in three sets.

Grigor Dimitrov reached his second, consecutive Masters semifinal for the season defeating 11th seed Hubert Hurkacz for his 40th win.

Grigor Dimitrov defeated top seed Holger Rune in the final to win his ninth title and first since 2017.

Grigor Dimitrov reached his second final of the season in Marseille defeating Sebastian Korda, Arthur Rinderknech and Karen Khachanov.

Grigor Dimitrov reached back to back semifinals at the Rotterdam Open, defeating Lorenzo Sonego, again Marton Fucsovics and Alexander Shevchenko.

Grigor Dimitrov lost in the semifinals to Alex de Minaur, ending the week with the most ATP singles wins, at 13, since the beginning of the season.

Grigor Dimitrov won his next match against world No 9 and eight seed Hubert Hurkacz and thus completed the full career set of quarterfinal showings at all nine active Masters events becoming the ninth active man to accomplish this feat after Nadal, Djokovic, Murray, Monfils, Cilic, Thiem, Tsitsipas and Zverev.

Grigor Dimitrov became just the third man born in 1990 or later to record 40 or more Top 10 wins after Alexander Zverev and Daniil Medvedev and the eight active player overall.

Grigor Dimitrov reached his third Masters final defeating back to back top 5 players, for his first win against fourth seed Alexander Zverev in 10 years, and 20th overall against the top 5.

Grigor Dimitrov returned for the first time in 260 weeks since November 2018 to the top 10 at world No 9 in the rankings.

Grigor Dimitrov defeated sixth seed Andrey Rublev in five sets, his 450th career win, to reach his second quarterfinal at this Grand Slam and eight overall.

Grigor Dimitrov became the first player born in the 1990s to reach 300 hardcourt wins.

Grigor Dimitrov was selected as part of the winning team Europe for a second time at the 2024 Laver Cup.

At the 2024 Shanghai Masters, Grigor Dimitrov recorded his 40th win for the season defeating 20th seed Alexei Popyrin, to reach the round of 16.

Grigor Dimitrov reached his 21st ATP career final, fourth of the season, and third at the tournament, defeating seventh seed Tallon Griekspoor in three sets.

At the 2024 Rolex Paris Masters where he was a previous year runner-up, Grigor Dimitrov made his 20th Masters quarterfinal of his career, keeping his chances alive to qualify for the ATP Finals in Turin in November.

Grigor Dimitrov moved ahead of Roger Federer and tied with Pete Sampras and Marat Safin for fourth all-time record wins at the tournament with 24.

Grigor Dimitrov then defeated home favorite Aleksandar Vukic to reach the quarterfinals, his 25th record breaking win at the event.

At the 2025 Miami Open where he was defending runner-up points from 2024, Grigor Dimitrov reached the quarterfinals with wins over 22nd seed Karen Khachanov and 31st seed Brandon Nakashima.

Grigor Dimitrov reached consecutive semifinals at the tournament defeating 23rd seed Francisco Cerundolo after nearly three hours, in three sets, while saving a match point in the process.

Grigor Dimitrov made his Davis Cup debut for Bulgaria in 2008 as a 16-year-old.

Grigor Dimitrov represented Bulgaria at his maiden Olympics in 2012 London.

Grigor Dimitrov was then beaten by France's 12th seed Gilles Simon.

Grigor Dimitrov made his second Olympic appearance in 2016 Rio where he was beaten in the first round of the singles competition by Croatian Marin Cilic.

Grigor Dimitrov skipped the 2020 Tokyo Olympics and registered to play at the ATP 250 tournament in Atlanta instead but later withdrew, as he did not meet the minimal qualifications requirements due to non-representation in the Davis Cup.

Alvarez has reportedly said that Grigor Dimitrov is the best 17 year old he has coached.

Around the time of his success at the 2009 Rotterdam Open, Grigor Dimitrov formally began a coaching relationship with Peter Lundgren, former coach of world No 1s Marat Safin and Roger Federer.

In June 2010, Grigor Dimitrov ended his coaching relationship with Lundgren and was coached by Australian pro Peter McNamara.

In 2012, Grigor Dimitrov was coached by Patrick Mouratoglou in an attempt to revive his fortunes.

On 26 November 2012, Grigor Dimitrov left the Patrick Mouratoglou Academy and joined the Good to Great Tennis Academy in Sweden, which is run by ex-touring pros Magnus Norman, Nicklas Kulti, and Mikael Tillstrom.

On 7 October 2013, Grigor Dimitrov announced on his Facebook page that he has hired Roger Rasheed to be his new coach.

On 7 July 2015 Grigor Dimitrov announced via Twitter that he would be parting ways with coach Roger Rasheed.

On 25 September 2015, Grigor Dimitrov announced he had hired Juan Martin del Potro's former coach Franco Davin, but they parted ways in the first half of 2016.

Since June 2016, Grigor Dimitrov has been coached by Daniel Vallverdu, a former coach of Andy Murray, during which tenure Murray won 2 Grand Slam Titles.

Grigor Dimitrov has credited Vallverdu with his upturn in form during the 2017 season and has mentioned several times during interviews and during his thank you speech, following his win of the 2017 ATP Finals, that he is very thankful for his success to his coaching team and particularly Vallverdu.

Grigor Dimitrov stated numerous times through the season, that Valverdu changed his mentality towards the game and is the main factor for the way he plays against top ten players.

On 7 May 2019, Grigor Dimitrov declared that he and Vallverdu had parted ways following a string of unsuccessful tournament participations.

Since 3 January 2021, Grigor Dimitrov was coached by Dante Bottini.

Dante Bottini replaced the German coach Christian Groh, with whom Grigor Dimitrov worked during 2020.

Grigor Dimitrov employs an all-round style of playing, and is said to have one of the most unusual play styles on the Tour.

Grigor Dimitrov is known for his hustle, athleticism, fluid style of play and exceptional shot-making.

Grigor Dimitrov employs an eastern to semi-western grip on his forehand, somewhat similar to that of Roger Federer.

Grigor Dimitrov's forehand is known to be very heavy, powerful and accurate and is his primary weapon.

Grigor Dimitrov uses it to generate sudden pace in baseline rallies, often catching his opponents off guard.

Grigor Dimitrov's backhand is one of the most versatile in the game due to his ability to hit it with top-spin, flat, and his backhand slice, which John McEnroe has said is the best slice in the game.

Grigor Dimitrov has a slightly unusual follow-through and finish on his backhand, often straightening out his hand and extending it all the way across his waist, which some have said is a weakness due to the time taken to recover by recoiling his arm.

Grigor Dimitrov usually uses his backhand as a rally stroke to build up points rather than hit immediate winners, although he is known to be able to generate significant pace on his backhand when returning a weak shot from his opponent or when neutralising a fast-paced shot.

Grigor Dimitrov has displayed this ability more than 50 times alone in his semi-final against Rafael Nadal on the Australian Open 2017.

Grigor Dimitrov's first serve has been known to be pivotal, often producing aces on important points.

Grigor Dimitrov employs more top-spin on his second serve, making it slower but more consistent.

Grigor Dimitrov is comfortable playing on all areas of the court, having solid ground strokes and exceptional touch at the net.

Grigor Dimitrov employs aggressive drop shots to catch opponents off guard and is even known to frequently use fakes, especially on the forehand side, to fake drop shots instead of fast ground strokes, wrongfooting opponents.

Grigor Dimitrov is noted as one of the only players on the tour who can consistently produce trick shots, alongside Gael Monfils, Dustin Brown, Nick Kyrgios and Roger Federer.

Grigor Dimitrov has been known to hit a variety of trick shots and unorthodox shots, such as the tweener.

Early in his career, Grigor Dimitrov was compared to Roger Federer due to their similarity in play style and actions, notably his forehand, backhand and serve, earning him the nickname "Baby Fed".

Grigor Dimitrov has won one of his eight meetings with Federer, at the US Open 2019.