Grigor Dimitrov's Success and Achievements in Timeline

A closer look at the biggest achievements of Grigor Dimitrov. Awards, milestones, and records that define success.

Grigor Dimitrov is a Bulgarian professional tennis player, achieving a career-high ranking of world No. 3, the highest for any Bulgarian player. His most significant victory came at the 2017 ATP Finals. Dimitrov has secured nine ATP Tour singles titles during his career.

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Full Timeline Career & Achievements Success & Recognition Challenges & Struggles

2006: Orange Bowl U16 boys singles win

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

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

On September 7, 2008, Grigor Dimitrov won the US Open. On September 8, 2008, he became the junior world No. 1, overtaking Yang Tsung-hua.

2008: US Open Qualification and Challenger Title

In 2008, Grigor Dimitrov qualified for the US Open tournament. He also won his first doubles Challenger title at the ATP Challenger Trophy with Teymuraz Gabashvili.

2009: First ATP Tour Main-Draw Win

In 2009, Grigor Dimitrov upset Tomáš Berdych at the Rotterdam Open, securing his first ATP Tour main-draw win.

October 2013: First ATP Tour singles title

In October 2013, Dimitrov secured his first ATP Tour singles title at the Stockholm Open, marking the first time a Bulgarian man achieved this milestone.

2013: First ATP singles final

In 2013, Grigor Dimitrov reached his first ATP singles final at the Brisbane International, becoming the first Bulgarian player to reach an ATP final, where he lost to Andy Murray. He also surpassed $1 million earned in prize money.

December 2014: Dimitrov Named Bulgarian Sportsperson of the Year

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

2014: Sports Icarus Award in 2014

Dimitrov received the Sports Icarus Award in 2014.

2014: Bulgarian Sportsperson of the Year Awarded in 2014

Dimitrov was awarded the Bulgarian Sportsperson of the Year in 2014.

2014: Bulgarian Sportsperson of the Year

In 2014, Grigor Dimitrov was named Bulgarian Sportsperson of the Year, the first tennis player to receive this honor since 1958.

2014: Dimitrov Reaches Wimbledon Semifinals and Enters Top 10 ATP Rankings

In 2014, Grigor Dimitrov's strong performance at the Wimbledon Championships led to his first Grand Slam semifinal appearance. He defeated Andy Murray in the quarterfinals but lost to Novak Djokovic in the semifinals. This performance propelled him into the top 10 of the ATP rankings for the first time, reaching No. 9.

February 2015: Dimitrov Returns to Top Ten in ATP Ranking

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

March 2015: Dimitrov Defeats Federer at Exhibition Tournament

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

2016: Dimitrov Reaches Cincinnati Masters Semifinal and Returns to Top 30 ATP Ranking

In 2016, Grigor Dimitrov participated in the Summer Olympics but lost in the first round to Marin Čilić. He reached the Cincinnati Masters semifinal, beating Wawrinka in the third round, and returned to the top 30 of the ATP ranking, securing the second spot in the US Open Series standings.

2016: First win over a Top 2 opponent since 2016

In 2016, at Indian Wells, Grigor Dimitrov defeated world No. 2 Daniil Medvedev to reach the quarterfinals. This marked his first win over a top 2 opponent since 2016. He came back from a set and a double-break down at 4–6, 1–4 to eliminate the reigning US Open champion.

November 2017: ATP Finals victory and Career High Ranking

In November 2017, Grigor Dimitrov achieved the highest ranking of his career, reaching world No. 3 in singles by the ATP after winning the ATP Finals.

2017: Sports Icarus Award in 2017

Dimitrov received the Sports Icarus Award in 2017.

2017: Bulgarian Sportsperson of the Year Awarded in 2017

Dimitrov was awarded the Bulgarian Sportsperson of the Year in 2017.

2017: Balkan Athlete of the Year Award in 2017

Dimitrov was named Balkan Athlete of the Year in 2017.

2017: Dimitrov Credits Vallverdu for Upturn in Form During 2017 Season

During the 2017 season, Dimitrov credited Vallverdu with his upturn in form, mentioning that Vallverdu changed his mentality towards the game and was the main factor in how he played against top ten players.

2017: Dimitrov Reaches US Open Semifinals

In 2017, Dimitrov reached his first Grand Slam semifinal since the 2017 Australian Open at the US Open. Dimitrov upset Roger Federer in a lengthy five-set match to reach the Semifinals. He then lost to Daniil Medvedev in the semifinals, as a result Dimitrov rose 53 ranking places in a single tournament.

2017: Second Bulgarian Sportsperson of the Year Award

In 2017, Dimitrov was once again named Bulgarian Sportsperson of the Year and was also awarded the Balkan Athlete of the Year.

2017: Dimitrov's Significant Milestones in 2017

In 2017, Grigor Dimitrov achieved significant milestones, including his first Masters 1000 title, first ATP Finals crown, five tour finals, four tour titles, eight top-10 match wins, 250 career match wins, exceeding $10,000,000 in career earnings, exceeding $5,000,000 in a single season, and reaching his second Grand Slam semifinal.

2017: Dimitrov Wins Brisbane Title and Reaches Australian Open Semifinals

In 2017, Grigor Dimitrov won the Brisbane title, defeating Kei Nishikori in the final. He then reached the semifinals of the Australian Open, where he was eliminated by Rafael Nadal in a five-set match.

2017: Dimitrov Wins 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, ending the year at a career-high world No. 3.

2019: Dimitrov Wins Against Federer at the 2019 US Open

At the US Open 2019, Dimitrov won one of his eight meetings with Roger Federer.

2020: Dimitrov Leads Bulgaria in 2020 ATP Cup

In January 2020, Grigor Dimitrov captained the Bulgarian team in the inaugural ATP Cup. He won his single matches against Dan Evans and Radu Albot and pulled a victory in doubles with teammate Alexandar Lazarov.

2021: Dimitrov reaches San Diego Open Semifinals

In 2021, at the San Diego Open, Grigor Dimitrov secured his first win against Márton Fucsovics, defeated August Holmgren, and won against Aslan Karatsev to reach the semifinals, marking his first semifinal appearance of the year, where he lost to Casper Ruud.

November 2022: Dimitrov finishes year ranked No. 28

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

2022: Dimitrov Reaches 350 Career Wins

In 2022, at the Delray Beach Open, following his second-round win over Mitchell Krueger, Grigor Dimitrov became the second man born in the ‘90s or later to reach 350 career wins. He became the 130th man in the Open Era and the 22nd active player to achieve this milestone.

July 2023: Dimitrov Returns to Top 20

On July 24, 2023, Grigor Dimitrov returned to the top 20 in the rankings after a strong performance at Wimbledon.

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

In 2023, at the Chengdu Open, Grigor Dimitrov recorded his 400th career win defeating Juan Pablo Varillas. He reached the semifinals, losing to Alexander Zverev.

December 2024: Stefan Edberg Sportsmanship Award

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

2024: Dimitrov's 2024 Season Highlights

In 2024, Dimitrov was selected for Team Europe at the Laver Cup for the second time. At the Shanghai Masters in 2024, he secured his 40th win of the season. He reached the semifinals at the Stockholm Open, recording his 100th indoor win. Dimitrov reached his 21st ATP career final at the tournament. At the Rolex Paris Masters in 2024, Dimitrov reached his 20th Masters quarterfinal, tying with Pete Sampras and Marat Safin for fourth all-time record wins at the tournament with 24.

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

In 2024, Grigor Dimitrov reached the French Open quarterfinals, becoming only the second player born in the 1990s to complete the career set of both Grand Slam and Masters 1000 quarterfinals.

2024: Dimitrov's comeback at Wimbledon Championships

In 2024, at the Wimbledon Championships, Grigor Dimitrov came back from two sets to love deficit to defeat Shang Juncheng and reach the third round. It was the ninth overall comeback from two sets down in a single edition of the All England Club, tying the record for most comebacks at the tournament in the Open Era.

2025: Longest Active Grand Slam Streak Ended

As of the 2025 Wimbledon, Dimitrov held the longest active streak and fifth-longest all-time streak of consecutive Grand Slam appearances at 58, however, the streak ended when he withdrew from the US Open.