Novak Djokovic suffered pain, both physical and emotional, in the Wimbledon semifinals on Friday. The emotional pain comes from another lost chance at his 25th career Grand Slam. Djokovic had made six straight Wimbledon finals until this year when he fell to Jannik Sinner in three sets.

Jannik Sinner is through to the Wimbledon quarterfinals, though not in the way he wanted. Sinner lost the first two sets of his fourth-round match with Grigor Dimitrov on Monday before Dimitrov was forced to retire from the match after suffering an apparent pectoral injury.

Follow our analysis and reactions from day eight at Wimbledon as Jannik Sinner and Novak Djokovic moved into the quarterfinals

Injuries have plagued ATP World No. 19 Grigor Dimitrov throughout the 2025 season. However, just yesterday, Dimitrov said he was "pain-free" and looking forward to his match against the top-ranked Jannik Sinner in the fourth round of Wimbledon.

No. 1 Janik Sinner advanced to the Wimbledon quarterfinals Monday after his opponent, Grigor Dimitrov, retired injured while he was leading their fourth-round match two sets to love.

After winning the first two sets and having Sinner in serious upset danger, Grigor Dimitrov had to retire due to injury in the third set. The 34-year-old from Bulgaria had battled injuries for much of his career, and he knew something was wrong with his pectoral muscle after a serve.

Jannik Sinner risked a lot against Grigor Dimitrov in the round of 16 of the 2025 Wimbledon Championships, despite starting as a clear favorite and having defeated the Bulgarian ace in four of their five official matches.

The 34-year-old Bulgarian won the first two sets 6-3, 7-5 and was tied with Sinner 2-2 in the third when he went down with the injury.