As Wimbledon 2025 approaches, Novak Djokovic remains as driven as ever, his eyes set on further cementing his legacy in the sport. At 38, and currently seeded sixth—his lowest Wimbledon seeding since 2018—he's chasing a record-breaking 25th Grand Slam title, a feat that would definitively place him ahead of Margaret Court as the most successful singles player in tennis history.

Djokovic acknowledges that Wimbledon presents his "best chance" to achieve this historic milestone. Since his US Open victory in 2023, he has been tied with Margaret Court with 24 Grand Slam titles. Despite formidable competition from younger stars like Carlos Alcaraz and Jannik Sinner, who have dominated the Grand Slam scene recently, Djokovic believes his experience and prowess on grass give him a distinct advantage.

However, Djokovic is also facing what some are calling a career precipice. Following a straight-sets defeat by Jannik Sinner in the French Open semifinals, Djokovic hinted at the possibility of that match being his last at Roland Garros, acknowledging the increasing challenges he faces at this stage of his career. Yet, his performance at Wimbledon could very well determine the next chapter of his illustrious career.

The Wimbledon draw places Djokovic in the same half as Jannik Sinner, potentially setting up a heavyweight semi-final clash. Djokovic will begin his quest for an eighth Wimbledon title against Frenchman Alexandre Muller. A potential quarter-final match against British No. 1 Jack Draper also looms. Meanwhile, defending champion Carlos Alcaraz is set to begin his campaign against Fabio Fognini. Alcaraz is on an 18-match winning streak and could face Holger Rune in the quarter-finals.

Djokovic's journey to this point has been filled with remarkable achievements. He recently secured his 100th ATP title, a milestone surpassed only by Jimmy Connors and Roger Federer. However, surpassing Margaret Court's record of 25 majors remains a paramount goal.

Looking ahead, potential matchups and milestones aren't the only narratives surrounding Djokovic. Alex de Minaur, who had to withdraw from a highly anticipated match against Djokovic at Wimbledon last year due to injury, may have another shot at facing him this year. The draw indicates a potential fourth-round clash between the two, adding another layer of intrigue to Djokovic's path.

Regardless of the challenges and the emerging dominance of Alcaraz and Sinner, Djokovic's focus remains unwavering. He is aiming to secure his legacy as the greatest of all time. He is also vying for an eighth Wimbledon trophy, which would tie Roger Federer's record.