Novak Djokovic is entering the final stretch of his career with one clear goal: winning a record 25th Grand Slam title to surpass Margaret Court and become the all-time leader in major championships. Standing in his way, however, are Carlos Alcaraz and Jannik Sinner — the two biggest obstacles between the Serbian and tennis history.

This season, Djokovic came close to that milestone, reaching the semifinals at all four Grand Slams but failing to advance to a final. He lost to Sinner at both Roland Garros and Wimbledon, and fell to Alcaraz at the US Open, where he was convincingly outplayed.

Djokovic is currently competing at the Shanghai Masters, a two-week event where he has already advanced past Marin Cilic in the opening round. The Serbian could only meet Sinner later in the draw, as

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