Djokovic Eyes 100th Title

- Novak Djokovic ultimately achieved his 100th tour-level title at the Geneva Open in May 2025, becoming only the third man in the Open Era to reach this milestone. - The other two male players to have won 100 or more singles titles are Jimmy Connors, who holds the record with 109, and Roger Federer with 103. - The "Big Three" era, consisting of Djokovic, Roger Federer, and Rafael Nadal, saw a period of unprecedented dominance in men's tennis, with the trio winning 66 of the 81 Grand Slam singles titles from 2003 to 2023. - Djokovic has won the Madrid Open three times, all on clay, which is second only to Rafael Nadal's four titles on the surface at that event. - He holds the all-time record for the most men's Grand Slam singles titles with 24. - The generational shift Djokovic mentioned is led by players like Carlos Alcaraz and Jannik Sinner, who have already won Grand Slam titles and established themselves at the top of the sport. - Djokovic is the only man in history to have won all nine ATP Masters 1000 tournaments, a feat he has accomplished twice, referred to as the "Career Golden Masters". - At the time of his comments in Madrid, Djokovic had not won a title in 2025 and was on a three-match losing streak for the second time that year, a rarity in his career.