Novak Djokovic is poised to make Wimbledon history as he advances to the semifinals, while world number one Jannik Sinner faces scrutiny over a wrist injury, following their quarterfinal victories on July 9, 2025, at the All England Club. 

The 38-year-old Serbian, chasing a record-extending 25th Grand Slam title and an eighth Wimbledon crown, defeated American Taylor Fritz 6-4, 7-6, 6-3 in a match lasting two hours and 45 minutes. Djokovic’s resilience, despite a knee surgery recovery from earlier this year, positions him one win from a semifinal clash with either Carlos Alcaraz or Daniil Medvedev.

Meanwhile, Sinner, the 22-year-old Italian, overcame a wrist concern to beat American Ben Shelton 6-2, 6-4, 7-6 in a grueling three-hour match, advancing to his second Wimbledon semifinal. The injury, sustained during a practice session on July 7, raised doubts, but Sinner managed 12 aces and 38 winners, though he required a medical timeout. 

His next opponent, Alcaraz, poses a formidable challenge after defeating Cameron Norrie. Djokovic, with a 3-1 head-to-head lead over Sinner, expressed respect for the young star’s resilience, while fans and analysts debate Sinner’s fitness. The semifinals, set for July 11, promise a historic showdown, with Djokovic eyeing immortality and Sinner aiming to prove his mettle.