History of Grigor Dimitrov in Timeline

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Grigor Dimitrov

Grigor Dimitrov is a Bulgarian professional tennis player who achieved a career-high ranking of world No. 3, the highest ever for a Bulgarian player. He secured his most significant title at the 2017 ATP Finals. Throughout his career, Dimitrov has won nine ATP Tour singles titles, establishing himself as a prominent figure in the world of tennis.

1958: Inception of Bulgarian Sportsperson of the Year award

In 1958, the Bulgarian Sportsperson of the Year award was founded.

1974: 2024 Wimbledon Championships ties record for most comebacks at the tournament in the Open Era

At the 2024 Wimbledon Championships, Dimitrov came back from two sets to love deficit against Shang Juncheng. It was the ninth overall comeback from two sets down in a single edition of the All England Club, tying the record (with 1974, 1990 and 1997) for most comebacks at the tournament in the Open Era.

1990: Dimitrov is the first man born in the 1990s or later to hit 400 career wins.

At the 2023 Chengdu Open, Dimitrov recorded his 400th career win, becoming the first man born in the 1990s or later to hit that milestone.

1990: 2024 Wimbledon Championships ties record for most comebacks at the tournament in the Open Era

At the 2024 Wimbledon Championships, Dimitrov came back from two sets to love deficit against Shang Juncheng. It was the ninth overall comeback from two sets down in a single edition of the All England Club, tying the record (with 1974, 1990 and 1997) for most comebacks at the tournament in the Open Era.

1990: First Man Born in the 1990s with 100 Indoor Wins

In 2024, Dimitrov became the first man born in 1990 or later to record 100 indoor wins by reaching the semifinals at the Stockholm Open.

1990: Dimitrov becomes the third man born in 1990 or later to record 40 or more Top 10 wins

In March 2024, at the Miami Open, Dimitrov recorded his 40th top 10 win over Carlos Alcaraz, becoming just the third man born in 1990 or later to record 40 or more Top 10 wins after Alexander Zverev and Daniil Medvedev.

May 1991: Grigor Dimitrov's Birth

In May 1991, Grigor Dimitrov was born. He is a Bulgarian professional tennis player who achieved a career-high ranking of world No. 3.

1991: Birth of Grigor Dimitrov

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

1997: 2024 Wimbledon Championships ties record for most comebacks at the tournament in the Open Era

At the 2024 Wimbledon Championships, Dimitrov came back from two sets to love deficit against Shang Juncheng. It was the ninth overall comeback from two sets down in a single edition of the All England Club, tying the record (with 1974, 1990 and 1997) for most comebacks at the tournament in the Open Era.

2005: Best Young Tennis Player in Bulgaria

In 2005, Dimitrov was awarded Best Young Tennis Player in Bulgaria.

2006: Orange Bowl U16 Boys Singles Win

In 2006, Grigor Dimitrov won the Orange Bowl U16 boys singles title.

2007: Joined Sanchez-Casal Academy

In 2007, Grigor Dimitrov joined the Sanchez-Casal academy for tennis training under Emilio Sánchez and Pato Álvarez.

2007: Orange Bowl and US Open Doubles Finalist

In 2007, Grigor Dimitrov was a finalist at the Orange Bowl U18 boys singles and, with Vasek Pospisil, reached the US Open doubles final.

2007: Named Eddie Herr International Rising Star

In 2007, Grigor Dimitrov was named the Eddie Herr International Rising Star.

September 2008: US Open Junior Title and World No. 1 Junior Ranking

On September 7, 2008, Grigor Dimitrov won the US Open. On September 8, 2008, he became junior world No. 1, marking the end of his junior career to focus on his ATP ranking.

2008: Davis Cup Debut for Bulgaria

In 2008, Grigor Dimitrov made his Davis Cup debut for Bulgaria as a 16-year-old in Plovdiv, achieving an undefeated record in both singles and doubles, which led to his country's promotion into the second division of the Europe/Africa zone.

2008: Grand Slam Debut and Injury at Wimbledon

In 2008, Grigor Dimitrov made his Grand Slam debut at Wimbledon, where he won the first set but then suffered a knee injury and retired.

2008: Swedish Open and Challenger Performance

In 2008, Grigor Dimitrov participated in the Swedish Open and various Challenger tournaments, winning his first doubles Challenger title at the ATP Challenger Trophy with Teymuraz Gabashvili.

2008: Junior Grand Slam Performance

In 2008, Grigor Dimitrov reached the quarterfinals of the French Open, won Wimbledon, and won the US Open in juniors.

2008: First Men's Title and ATP Level Match

In 2008, Grigor Dimitrov won his first title at a futures tournament in Barcelona and played his first ATP level match at the Rosmalen Open, later winning his first ATP level match at the Swiss Indoors qualifying draw.

March 2009: Joined Mouratoglou's Tennis Academy

In March 2009, Grigor Dimitrov began training at Patrick Mouratoglou's tennis academy in Paris, France, where he spent the next four seasons.

2009: Coaching Relationship with Peter Lundgren

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

2009: First ATP Tour Main-Draw Win

In 2009, Grigor Dimitrov scored an upset victory over Tomáš Berdych at the Rotterdam Open, earning his first ATP Tour main-draw win.

2009: Guaranteed Wimbledon Entry

In 2009, Grigor Dimitrov's 2008 Wimbledon victory guaranteed him a wildcard entry into the Wimbledon men's draw.

2009: Davis Cup Victory Over Hungary

In 2009, a 17-year-old Dimitrov played for the Bulgarian Davis Cup team and won both of his singles rubbers, contributing to a 3–2 victory over Hungary.

June 2010: Ended Coaching Relationship with Lundgren

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

2010: Sponsored by Nike

From the start of his adult career in 2010, Dimitrov was sponsored by Nike, wearing their apparel and the Nike Air Zoom Vapor Pro.

NikeCourt Air Zoom Vapor Pro 2 Men's Hard Court Tennis Shoes (DR6191-105, White/Black/Poison Green) Size 11
NikeCourt Air Zoom Vapor Pro 2 Men's Hard Court Tennis Shoes (DR6191-105, White/Black/Poison Green) Size 11

2011: Ended Coaching Relationship with McNamara

At the end of the 2011 season, Dimitrov and Peter McNamara ended their coaching relationship.

November 2012: Joined Good to Great Tennis Academy

On November 26, 2012, Dimitrov left the Patrick Mouratoglou Academy and joined the Good to Great Tennis Academy in Sweden.

2012: Maiden Olympics in London

In 2012, Dimitrov represented Bulgaria at the London Olympics, where he won his first-round match in singles before being defeated by Gilles Simon.

2012: Return to Davis Cup Competition

In 2012, Dimitrov returned to Davis Cup competition as a top 100 player, leading the Bulgarian team to be promoted to the second division of the Europe/Africa zone after a round-robin tournament in Sofia.

2012: Appointed Patrick Mouratoglou as Coach

In 2012, Grigor Dimitrov appointed Patrick Mouratoglou as his coach.

2012: Hopman Cup Participation and Win Against Top 10 Player

In 2012, Grigor Dimitrov competed at the Hopman Cup, achieving a win against Mardy Fish in the match against USA, though not an official ATP win.

2012: Shanghai Masters and Swiss Indoors Basel Performance

In 2012, Grigor Dimitrov competed at the Shanghai Masters and Swiss Indoors Basel, reaching the quarterfinals in Basel. He ended the year ranked world No. 48.

2012: Wimbledon and Swedish Open Performance

In 2012, Grigor Dimitrov reached the second round at Wimbledon and the semifinals at the Swedish Open, ultimately losing to David Ferrer.

2012: Began Dating Maria Sharapova

In late 2012, Grigor Dimitrov began dating Maria Sharapova.

2012: Behind-the-back Drop Shot in Swiss Indoors

In the 2012 Swiss Indoors, Dimitrov hit a behind-the-back drop shot against Viktor Troicki, which was considered the shot of the year.

October 2013: First ATP Tour Singles Title

In October 2013, Grigor Dimitrov won his first ATP Tour singles title at the Stockholm Open, becoming the first Bulgarian man to achieve this milestone.

October 2013: Hired Roger Rasheed as Coach

On October 7, 2013, Dimitrov announced that he hired Roger Rasheed to be his new coach.

December 2013: Bulgarian Sportsperson of the Year Award Runner-Up

In December 2013, Grigor Dimitrov received the second most votes for the Bulgarian Sportsperson of the Year award, finishing behind Ivo Angelov.

2013: Using Customized Wilson Racket

As of 2013, Dimitrov used a customized Wilson mid-size 93 square inches prototype racket, cosmetically the Pro Staff 95 BLX.

WILSON PRO STAFF SIX ONE 95 18X20 V14 Tennis Racquet
WILSON PRO STAFF SIX ONE 95 18X20 V14 Tennis Racquet

2013: Relationship with Maria Sharapova Confirmed

In 2013, Grigor Dimitrov and Maria Sharapova confirmed their relationship after Dimitrov's win against Novak Djokovic at the Madrid Open.

2013: Brisbane International Final and Surpassing $1 Million in Prize Money

In 2013, Grigor Dimitrov reached his first ATP singles final at the Brisbane International, becoming the first Bulgarian player to do so. He also surpassed $1 million earned in prize money.

2013: Dimitrov reached Masters event every season since 2013

In March 2024, Dimitrov reached that stage or higher of at least one Masters event every season for 12 years in a row since 2013.

December 2014: Dimitrov named Bulgarian Sportsperson of the Year

In December 2014, Grigor Dimitrov was honored as the Bulgarian Sportsperson of the Year, earning 1190 points. He became the first tennis player to receive this award.

2014: Sports Icarus Award

In 2014, Dimitrov received the Sports Icarus Award.

2014: Switched to 18X17 String Pattern

In 2014, Dimitrov switched his racket to an 18X17 string pattern.

2014: Bulgarian Sportsperson of the Year

In 2014, Dimitrov was named Bulgarian Sportsperson of the Year.

2014: Dimitrov's Wimbledon Performance and Top-10 ATP Ranking

In 2014, Grigor Dimitrov had a strong showing at Wimbledon, reaching the semifinals after defeating Andy Murray in the quarterfinals. He ultimately lost to Novak Djokovic, who won the tournament. This performance led to Dimitrov entering the top-10 ATP rankings for the first time, achieving a ranking of No. 9 and becoming the first Bulgarian male tennis player to do so.

2014: Brisbane International and Kooyong Performance

In 2014, Grigor Dimitrov started the season ranked 23rd and participated in the Brisbane International. He also played at the exhibition tournament in Kooyong, Australia.

2014: Dimitrov's last ATP title at Queen's Club

In 2014, Grigor Dimitrov won his last ATP title before 2017 at Queen's Club.

2014: Between-the-leg Shots in Stockholm Open

In the 2014 Stockholm Open, Dimitrov hit successive between-the-leg shots off Jack Sock's returns.

February 2015: Dimitrov Returns to Top Ten ATP Ranking

At the conclusion of Wimbledon in February 2015, Grigor Dimitrov returned to the top ten ATP ranking for the first time since February 2015.

March 2015: Dimitrov Defeats Federer in Exhibition Match

On March 10, 2015, Grigor Dimitrov defeated Roger Federer for the first time in an annual exhibition tournament held at Madison Square Garden.

July 2015: Separation from Maria Sharapova

In July 2015, Grigor Dimitrov and Maria Sharapova separated.

July 2015: Parting Ways with Roger Rasheed

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

September 2015: Hired Franco Davín as Coach

On September 25, 2015, Dimitrov announced he had hired Juan Martín del Potro's former coach Franco Davín.

2015: Switched to 97 Square Inches Head Size

From 2015 onwards, Dimitrov switched to a 97 square inches head size racket.

2015: Dimitrov's 2015 Season Performance

In 2015, Grigor Dimitrov participated in the Davis Cup, winning all his matches against Luxembourg in July. In August, he played at the Rogers Cup but lost in the second round to Jack Sock. At the Cincinnati Masters, Dimitrov was eliminated in the third round by Andy Murray. His performance at the US Open was weak, losing in the second round to Mikhail Kukushkin.

2015: Davis Cup Playoff Win

In April 2015, Grigor Dimitrov played for the Bulgarian Davis Cup team, helping Bulgaria keep their Europe Group II position for 2015 by winning against Greece.

July 2016: Coached by Daniel Vallverdu

Since July 2016, Dimitrov has been coached by Daniel Vallverdu.

2016: Dimitrov earns first win over a top 2 opponent since 2016 at Indian Wells

At Indian Wells, Dimitrov reached the round of 16, defeating Daniel Altmaier and Reilly Opelka. In the fourth round, Dimitrov defeated Daniil Medvedev to reach the quarterfinals, earning his first win over a top 2 opponent since 2016. He reached the semifinals, and then lost to Cameron Norrie in the semi-finals.

2016: Olympic Appearance in Rio

In 2016, Dimitrov made his second Olympic appearance in Rio, where he was defeated in the first round of the singles competition by Marin Čilić.

2016: Developed Pro Staff 97S

In 2016, Dimitrov worked with Wilson Pro Room Team to develop the Pro Staff 97S model with a thinner beam width of 19.5mm.

2016: Dimitrov's 2016 Summer Olympics and Cincinnati Masters Performance

In 2016, Grigor Dimitrov participated in the Summer Olympics but lost in the first round to Marin Čilić. He had a good run in Cincinnati, reaching the semifinals, but was stopped by Marin Čilić again. His performance secured him the second spot in the 2016 US Open Series standings and he returned to the top 30 in ATP ranking.

2016: Dimitrov Reaches Fourth Round at 2016 US Open

In 2016, seeded 22nd, Grigor Dimitrov reached the fourth round of the US Open before losing to Andy Murray.

2016: Lower Double Fault Count in 2016

In 2017, Dimitrov had around 40 more double faults than in 2016, when he had a lower count.

2016: Dimitrov's Performance in 2016 and Coaching Changes

In June 2016, Grigor Dimitrov experienced further setbacks, losing in the first rounds at Stuttgart and London. At Wimbledon, he ended his losing streak, reaching the second round before losing. He also split with his coach Franco Davín and hired Daniel Vallverdu as his new coach.

2016: Parted Ways with Franco Davín

In the first half of 2016, Dimitrov and Franco Davín parted ways.

November 2017: ATP Finals Win

In November 2017, Grigor Dimitrov won the ATP Finals, marking the biggest title of his career and reaching a career-high ranking of world No. 3 by the ATP.

2017: Dimitrov Reaches US Open Semifinals in 2017

At the US Open in 2017, Dimitrov, unseeded, defeated Roger Federer in a five-set match to reach his first Grand Slam semifinal since the 2017 Australian Open. This was his first career win against Federer. He then lost to Daniil Medvedev in the semifinals. As a result, Dimitrov rose 53 ranking places, appearing at World No. 25.

2017: Displays Backhand at Australian Open

During his semi-final match against Rafael Nadal at the 2017 Australian Open, Dimitrov displayed his backhand ability more than 50 times, showcasing significant pace on his backhand when returning a weak shot from his opponent or neutralising a fast-paced shot.

2017: Credited Vallverdu for upturn in form

During the 2017 season, Dimitrov credited Vallverdu with his upturn in form, and particularly after his win of the 2017 ATP Finals, expressed gratitude for his success to his coaching team and particularly Vallverdu.

2017: Dimitrov's Milestones in 2017

Grigor Dimitrov ended his 2017 season with several significant milestones, including his first Masters 1000 title, first ATP Finals crown, reaching 5 Tour finals and securing four tour titles. He also achieved eight top-10 match wins, 250 career match wins, cracked $10,000,000 in career earnings and $5,000,000 in a single season, and reached his second Grand Slam semifinal, his first on hard courts.

2017: Double Fault Problem in 2017

In 2017, Dimitrov faced a significant issue with double faults, recording 254, about 40 more than in 2016, even though he had his best season.

2017: Bulgarian Sportsperson of the Year Award

In 2017, Dimitrov received the Bulgarian Sportsperson of the Year award.

2017: Sports Icarus Award Received

In 2017, Dimitrov was awarded the Sports Icarus Award.

2017: Balkan Athlete of the Year

In 2017, Dimitrov was named Balkan Athlete of the Year.

2017: Second Bulgarian Sportsperson of the Year Award and Balkan Athlete of the Year

In 2017, Grigor Dimitrov was named Bulgarian Sportsperson of the Year for the second time and was also awarded the Balkan Athlete of the Year.

2017: Dimitrov's Brisbane Title and Australian Open Semifinal

In 2017, Grigor Dimitrov won his first ATP title in nearly three years at Brisbane, defeating Kei Nishikori in the final. He then reached the semifinals of the Australian Open, losing to Rafael Nadal in a five-set match.

2017: Dimitrov Wins 2017 ATP Finals

In 2017, Grigor Dimitrov won the biggest title of his career at the ATP Finals, defeating David Goffin in the final. He finished the tournament as an undefeated champion, earning $2,549,000 and 1,500 ranking points, finishing the year at a career-high world No. 3.

2017: Dimitrov records most top 10 wins since 2017 season at the China Open

In 2023, at the China Open, Dimitrov defeated Holger Rune for his fourth top 10 win, the most since the 2017 season.

2017: Dimitrov wins first title since 2017

In January 2024, Dimitrov won his ninth title and first since 2017 at the Brisbane International, defeating Holger Rune in the final.

2017: Dimitrov defeats back to back top 5 players in Brisbane 2017

In March 2024, at the Miami Open, Dimitrov reached his third Masters final defeating back to back top 5 players since Brisbane 2017.

2017: Dimitrov reaches first Masters final since 2017

In November 2023, at the Paris Masters, Dimitrov reached his first Masters final since 2017, where he lost to Novak Djokovic.

October 2018: Dimitrov reached his highest ranking of world No. 12 for the first time since 29 October 2018

In March 2024, Dimitrov returned to his highest ranking of world No. 12 on 18 March 2024, for the first time since 29 October 2018 when he was ranked at No. 10.

November 2018: Dimitrov returns to the top 10 at world No. 9 in the rankings for the first time since November 2018

In March 2024, after reaching the final of Miami Open, Dimitrov returned for the first time in 260 weeks since November 2018 to the top 10 at world No. 9 in the rankings.

2018: Dimitrov at the Paris Masters 2018

At the Paris Masters in 2018, Dimitrov defeated Richard Gasquet and Karen Khachanov in the second round. He then lost to Alexander Zverev in the round of 16.

2018: Dimitrov reaches Rotterdam Open semifinal in 2018

At the Rotterdam Open, Dimitrov reached the second round and the quarterfinals. He reached his 43rd career semifinal and first since 2018 at this tournament. He lost to Daniil Medvedev.

2018: Dimitrov reaches first final since 2018 at Geneva

Dimitrov reached the semifinals at Geneva in 2018, winning his first two rounds matches. He reached his first final since 2018 defeating Taylor Fritz before losing in the final to Nicolás Jarry.

2018: Dimitrov's 2018 Season Start and Australian Open Quarterfinal

In 2018, Grigor Dimitrov started his season in Brisbane as the defending champion, reaching the semi-finals. He also reached the quarterfinals of the Australian Open but lost to Kyle Edmund. He later withdrew from the Sofia Open due to a shoulder injury.

2018: Dimitrov's Performance in Toronto, Cincinnati, and US Open in 2018

In August 2018, Grigor Dimitrov reached the quarterfinals at the Toronto Masters, losing to Kevin Anderson. He failed to defend his Masters title in Cincinnati, losing to Novak Djokovic, and was eliminated in the first round of the US Open.

2018: Dimitrov reaches highest ranking since 2018 at Brisbane in January 2024

In January 2024, after winning the title at the Brisbane International, Dimitrov moved to No. 13 in the singles rankings, his highest since 2018.

May 2019: Parted Ways with Vallverdu

On May 7, 2019, Dimitrov declared that he and Vallverdu had parted ways.

2019: US Open Victory Over Federer

At the US Open 2019, Dimitrov secured one of his eight meetings with Roger Federer, marking a significant win in his career.

2019: Relationship with Nicole Scherzinger Ended

In 2019, Grigor Dimitrov's romantic relationship with American singer Nicole Scherzinger ended.

2019: Dimitrov's 2019 Season Start and Australian Open Performance

In January 2019, Grigor Dimitrov started his campaign in Brisbane where he lost to Kei Nishikori in the quarterfinals. He reached the last 16 of the Australian Open, but was knocked out by Frances Tiafoe.

2020: Dimitrov reaches round of 16 at 2024 Italian Open for the first time since 2020

At the 2024 Italian Open, Dimitrov reached again the round of 16, for the first time since 2020, defeating Yoshihito Nishioka and Térence Atmane. In the fourth round, he lost to Taylor Fritz.

2020: Worked with Christian Groh

During 2020, Dimitrov worked with the German coach Christian Groh.

2020: Skipped Tokyo Olympics, Withdrew from Atlanta ATP 250

In 2020, Dimitrov skipped the Tokyo Olympics and initially registered to play at the ATP 250 tournament in Atlanta but withdrew due to not meeting minimal qualification requirements related to Davis Cup representation.

2020: Dimitrov at the 2020 ATP Cup

In January 2020, Dimitrov led the Bulgarian team in the inaugural ATP Cup, winning both his single matches. He also pulled a victory in doubles with teammate Alexandar Lazarov against the British pair Jamie Murray/Joe Salisbury.

January 2021: Coached by Dante Bottini

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

September 2021: Dimitrov drops out of top 25 after US Open

On September 13, 2021, Dimitrov dropped out of the top 25, landing at No. 29 in the rankings after being unable to defend his points from the 2019 US Open semifinal.

2021: Used Air Zoom Vapor X

From the start of his adult career in 2010, Dimitrov was sponsored by Nike, wearing their apparel and the Nike Air Zoom Vapor Pro, he previously wore the Air Zoom Vapor X until 2021, which was also Federer's shoe of choice.

2021: Dimitrov records first win over Márton Fucsovics at San Diego Open and reaches semifinal

In late September 2021, at the San Diego Open, Dimitrov secured his first victory against Márton Fucsovics. He advanced to the second round and won against August Holmgren, reaching his fifth quarterfinal of the season. He reached his first semifinal of the year by defeating Aslan Karatsev. However, he lost to Casper Ruud in the semifinals.

September 2022: Split with Dante Bottini

In September 2022, Dimitrov split with Dante Bottini.

October 2022: Vallverdu Agreed to Coach Dimitrov Again

In October 2022, after parting ways with Wawrinka, Daniel Vallverdu agreed to coach Dimitrov again till the end of the 2022 season which ended in November 2022.

November 2022: Vallverdu Agreed to Coach Dimitrov Again

In October 2022, after parting ways with Wawrinka, Daniel Vallverdu agreed to coach Dimitrov again till the end of the 2022 season which ended in November 2022.

November 2022: Dimitrov finishes the year in the top 30

On 21 November 2022, Dimitrov finished the year ranked world No. 28, marking his tenth consecutive year in the top 30.

December 2022: Confirmed Vallverdu will work with Dimitrov in 2023

On December 1, 2022, it was confirmed that Daniel Vallverdu will work with Dimitrov also in 2023.

2022: Dimitrov reaches 350 career wins at Delray Beach Open in 2022

In 2022, Dimitrov started the season at the Melbourne Summer Set tournament, where he reached the semifinals. He then participated in the Australian Open but lost in the second round. Following his second round win over Mitchell Krueger at the 2022 Delray Beach Open, Dimitrov reached 350 career wins.

2022: Dimitrov's performance in various tournaments in 2022

In 2022, at the Canadian Open, Dimitrov reached the second round in singles and in doubles with Andrey Rublev. The pair also reached the second round of the 2022 Western & Southern Open. Following two straight first-round losses he won his opening match at the 2022 Erste Bank Open in Vienna, reached the quarterfinals and Marcos Giron to reach his third semifinal of the season. He lost to Daniil Medvedev. At the 2022 Rolex Paris Masters he reached the third round defeating Botic van de Zandschulp, Fabio Fognini, before losing to Carlos Alcaraz.

2022: Dimitrov reaches first Masters semifinal since the 2022 Monte-Carlo Masters

In November 2023, at Shanghai, Dimitrov defeated Nicolás Jarry and reached his first Masters semifinal since the 2022 Monte-Carlo Masters.

April 2023: Dimitrov drops outside of top 30 in April 2023

As a result of his performance in Monte-Carlo, on 17 April 2023, Dimitrov dropped outside of the top 30 in the rankings, being unable to defend his semifinal points from the previous year.

July 2023: Dimitrov returns to top 20 on July 24, 2023

At the 2023 Queen's Club Championships, Dimitrov qualified for the main draw and reached the quarterfinals. At the 2023 Wimbledon Championships he reached the fourth round. He returned to the top 20 on 24 July 2023.

November 2023: Dimitrov returns to the top 15, at world No. 14 on 6 November 2023

In November 2023, Dimitrov continued his good form on the European indoor hardcourts. At Shanghai, he reached the quarterfinals of a Masters 1000. He defeated Nicolás Jarry and reached his first Masters semifinal since the 2022 Monte-Carlo Masters. At the next Masters in Paris he reached the round of 16 defeating Daniil Medvedev, and Alexander Bublik to reach back-to-back quarterfinals at a Masters level. He defeated Hubert Hurkacz and reached his first Masters final since 2017, where he lost to Novak Djokovic. As a result, he returned to the top 15, at world No. 14 on 6 November 2023.

2023: Dimitrov at the 2023 Australian Open

At the 2023 Australian Open, Dimitrov reached the third round, defeating Aslan Karatsev and Laslo Djere before losing to Novak Djokovic.

2023: Dimitrov's performance at the 2023 BNP Paribas Open and Miami Open

At the 2023 BNP Paribas Open, Dimitrov lost in the second round due to a right-knee injury. At the Miami Open, he won his second round match.

2023: Dimitrov records 400th career win at the 2023 Chengdu Open

At the 2023 Chengdu Open, Dimitrov recorded his 400th career win. He reached the semifinals. He lost to Alexander Zverev. At the China Open, he won his first-round match and defeated Holger Rune to reach the quarterfinals.

2023: Ambassador for Lacoste

From the 2023 French Open onwards, Dimitrov became an ambassador for Lacoste.

2023: Deal with Lacoste Apparel Products and Lacoste Accessories

In 2023 Dimitrov concluded a deal with Lacoste Apparel Products and Lacoste Accessories.

2023: Partnership Agreement with Bianchet

In 2023, Dimitrov entered into a multilevel partnership agreement with Bianchet.

2023: Confirmed Vallverdu will work with Dimitrov in 2023

On December 1, 2022, it was confirmed that Daniel Vallverdu will work with Dimitrov also in 2023.

January 2024: Dimitrov wins ninth title and first since 2017 at Brisbane in January 2024

In January 2024, Dimitrov reached his third final at Brisbane. He defeated Holger Rune in the final to win his ninth title and first since 2017. As a result, he moved to No. 13 in the singles rankings on 8 January 2024, his highest since 2018.

March 2024: Dimitrov returns to his highest ranking of world No. 12 on 18 March 2024

In Indian Wells, Dimitrov reached the fourth round. As a result, he returned to his highest ranking of world No. 12 on 18 March 2024. At the 2024 Miami Open, he reached the fourth round, won his next match against Hubert Hurkacz and thus completed the full career set of quarterfinal showings at all nine active Masters events. With his 40th top 10 win over Carlos Alcaraz, he reached the semifinals of all Masters with the exception of the Madrid Open. Dimitrov reached his third Masters final defeating back to back top 5 players and Alexander Zverev in 10 years. In the final, he lost to Jannik Sinner.

December 2024: Stefan Edberg Sportsmanship Award

In December 2024, Grigor Dimitrov was selected as the winner of the Stefan Edberg Sportsmanship Award.

2024: Dimitrov played the longest best-of-three match in the tournament history at the 2024 Monte-Carlo Masters.

At the 2024 Monte-Carlo Masters, Dimitrov played the longest best-of-three match in the tournament history lasting 3 and half hours before succumbing to Holger Rune in the round of 16.

2024: Dimitrov comes back from two sets to love deficit at the 2024 Wimbledon Championships

At the 2024 Wimbledon Championships, Dimitrov came back from two sets to love deficit, defeating Shang Juncheng to reach the third round.

2024: Global Brand Ambassador for Payhawk

In 2024 Grigor became the Global brand ambassador for Payhawk, a global spend management software provider.

2024: Second Laver Cup Selection, Shanghai Masters Round of 16, Stockholm Open Semifinals, ATP Career Final, and Rolex Paris Masters Quarterfinals

In 2024, Grigor Dimitrov was selected for Team Europe at the Laver Cup for the second time. At the Shanghai Masters in 2024, he achieved his 40th win of the season, advancing to the round of 16. He also reached the semifinals at the Stockholm Open in 2024, marking his 100th indoor win. Dimitrov reached his 21st ATP career final, his fourth of the season. At the 2024 Rolex Paris Masters, he reached his 20th Masters quarterfinal.

2024: Indian Wells Round of 16 and Miami Open Quarterfinals

In 2024, at Indian Wells, Grigor Dimitrov reached the round of 16, battling a thumb injury, and then lost to Carlos Alcaraz. At the Miami Open in 2024, he reached the quarterfinals and then the semifinals, where he lost to Novak Djokovic, causing him to drop to world No. 18 in ranking.

2024: Completes Career Set of Grand Slam and Masters 1000 Quarterfinals

In 2024, by reaching the French Open quarterfinals, Grigor Dimitrov became the second player born in the 1990s to complete the career set of Grand Slam and Masters 1000 quarterfinals.

2024: Dimitrov's performance at the 2024 Australian Open

Seeded 13th at the 2024 Australian Open, Dimitrov reached the second round with a win over Marton Fucsovics, and then won over Kokkinakis in the second round, but lost in the third round to Nuno Borges.

2024: Dimitrov completes career set of Grand Slam and Masters 1000 quarterfinals at the 2024 French Open

With his win in the round of 16 over Hubert Hurkacz at the 2024 French Open, Dimitrov became the second player born in the 1990s after Daniil Medvedev, to complete the career set of both Grand Slam and Masters 1000 quarterfinals.

April 2025: Relationship with Eiza González Confirmed

In April 2025, Grigor Dimitrov confirmed his relationship with Mexican actress Eiza González through an Instagram post.

December 2025: Vallverdu and Dimitrov Split for a Second Time

In December 2025, Daniel Vallverdu and Dimitrov split for a second time.

2025: Longest Active Streak of Consecutive Grand Slam Appearances

As of the 2025 Wimbledon, Grigor Dimitrov had the longest active streak of consecutive Grand Slam appearances by a male player, and the fifth-longest all-time, at 58, which ended when he withdrew from the US Open.

2025: Partnership with Adidas

At the start of 2025, Dimitrov started partnership with Adidas providing him new tennis footwear the Adizero Ubersonic 5.

2025: Rolex Paris Masters Return and Season End

In 2025, Grigor Dimitrov returned to the ATP Tour at the Rolex Paris Masters. He partnered with Nicolas Mahut in doubles, which was Mahut's last tournament, where they lost in the first round. Dimitrov won his first round singles match but withdrew from the second round due to a shoulder injury, ending his 2025 season.

2026: Current Through 2026 Australian Open

The information is current through the 2026 Australian Open.