Jannik Sinner was on the brink—but Wimbledon had other plans for the Italian World No. 1. On Monday, he faced off against Bulgarian Grigor Dimitrov, cruising into the match without dropping a set. Yet, trouble struck when Sinner appeared to suffer an elbow injury mid-match, forcing a medical timeout. Down two sets and staring at what looked like a tough exit, Sinner was up against Dimitrov, who was eyeing his first quarterfinal at Wimbledon since 2014. But fate had a twist in store.
Dimitrov’s hopes came crashing down in the third set. At 2-all, after sealing a hold of serve with a slick backhand winner, he suddenly froze, clutching his right pectoral muscle. The crowd fell silent as Sinner rushed over, concern etched on his face, while Grigor sank to the grass in pain. After a quick consultation with the on-court physio and a moment of reflection, Dimitrov made the heartbreaking decision to retire mid-match, ending his comeback bid on Centre Court.
This marked the Bulgarian’s fifth consecutive Grand Slam where he couldn’t finish a match—a tough streak that includes this year’s Australian and French Opens, plus last year’s Wimbledon and US Open. At 34, his body has repeatedly betrayed him on the sport’s biggest stages, turning potential triumphs into moments of frustration.
Grigor Dimitrov looks like he tore the right pec muscle as he held for 6-3, 7-5, 2-2 vs. world #1 Jannik Sinner.
Dimitrov retired mid match in his last four Grand Slams, but even for his unlucky standards this would be UNBELIEVABLE. pic.twitter.com/LMFP9FMoyE
— José Morgado (@josemorgado) July 7, 2025
Earlier in the match, Jannik Sinner had his own scare. He slipped hard behind the baseline in the opening game, landing awkwardly on his right arm. Despite grimacing through a medical timeout and receiving elbow treatment, the resilient Italian refused to back down. His coaches, Simone Vagnozzi and Darren Cahill watched nervously.
However, now Sinner is back in a fourth consecutive Wimbledon quarterfinal. Even if this wasn’t the way he’d hoped.
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