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.

Dimitrov was playing fantastic tennis, running Sinner around the court and delivering booming serves. Dimitrov won the first set 6-3 and survived a hard-charging comeback attempt from the Italian in the second to take the set 7-5 and put the world No. 1 in a desperate position.

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

Jannik Sinner has advanced to the Wimbledon quarterfinals despite hurting his right elbow on a fall and dropping the first two sets.

Top-ranked Jannik Sinner has canceled his practice session at Wimbledon after sustaining a right elbow injury the night before in a fourth-round match against Grigor Dimitrov

Tuesday at Wimbledon will feature a quarterfinal between No. 1 seed Jannik Sinner and No. 10 seed Ben Shelton in the first men's singles match of the day.