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Novak Djokovic has made a decision he may live to regret ahead of Wimbledon

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Following his early exit at Roland Garros, Novak Djokovic has now set his sights on the grass-court season.

Djokovic is still searching for a 25th Grand Slam title – an accolade that would make him the winningest player in the history of Grand Slam singles events.

At 39 years old, the Serbian star is running out of time to accomplish this feat.

However, with Carlos Alcaraz absent from Wimbledon this year, the chances of Djokovic winning an eighth title at the All England Club have increased significantly.

With that being said, Djokovic may have already made a grave error ahead of the grass-court major.

Novak Djokovic would be the undisputed GOAT if he won Grand Slam number 25 – could anyone argue otherwise?

“I think if he’s healthy, I think he still has a shot. I think he’s still in that conversation with those guys, but it’s clear, I guess, especially against Sinner, that it’s been pretty difficult for him.”

– Jim Courier

“He is the best of all time without any doubt. But even the way he expresses it makes me feel that he doesn’t believe he can.”

– Patrick Mouratoglou

“As time goes on, even he, you would think it would get tougher for, but this is going to get a whole lot tougher.”

– John McEnroe

Novak Djokovic could face Jannik Sinner earlier than expected at Wimbledon

Djokovic, as he has done in many past campaigns, has chosen to play zero grass-courts events in the lead-up to Wimbledon.

Following the conclusion of events in London, Stuttgart and ‘s-Hertogenbosch, Djokovic has fallen to world number eight – his lowest ranking in four years.

If Djokovic remains in the eighth position when the Wimbledon seedings are finalised next week, he will most likely be projected to play world number one Jannik Sinner in the quarter-finals.

This would be a less than ideal situation for Djokovic, who was defeated by the Italian in straight sets in the 2025 Wimbledon semi-finals.

Day Twelve: The Championships - Wimbledon 2025
Photo by Shi Tang/Getty Images

Of course, Djokovic is capable of beating Sinner, as demonstrated at the 2026 Australian Open.

However, the Serb would most likely want to avoid Sinner until the semi-finals at the very least.

Of course, Djokovic’s chances of winning a 25th major title could be further hampered over the next week, should he fall out of the world’s top eight.

If Djokovic were to do so, he would be projected to play a top-eight player in the fourth round at Wimbledon, rather than in the quarter-finals.

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Novak Djokovic’s Wimbledon debut

Novak Djokovic made his first ever Wimbledon appearance in 2005.

Djokovic, who came through qualifying, won on his main-draw debut, beating Argentina’s Juan Monaco 6-3, 7-6, 6-3.

The 18-year-old continued to perform at a high level in the second round, defeating Guillermo García López 3-6, 3-6, 7-6, 7-6, 6-4.

Djokovic’s run came to an end in the third round following defeat to ninth seed Sebastian Grosjean.

Sebastien Grosjean of France in action against Novak Djokovic of Serbia & Montenegro during the sixth day of the Wimbledon Lawn Tennis Championship on June 25, 2005 at the All England Lawn Tennis and Croquet Club in London.
Photo by Mike Hewitt/Getty Images

Grosjean, from France, defeated the Serb 7-5, 6-4, 5-7, 6-4.

Six years on from Djokovic’s debut in London, he won the first of his seven Wimbledon titles.