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Jul 8, 2025  |  
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NextImg:Wimbledon predictions, best bets: Jannik Sinner vs. Grigor Dimitrov odds, picks Sunday

Jannik Sinner will face his first stiff test at Wimbledon on Sunday morning, but he’s still a massive favorite over Grigor Dimitrov.

There were some minor questions about how Sinner would fare at Wimbledon after his heartbreaking loss to Carlos Alcaraz in the French Open final, but those queries have seemingly been answered.

Nobody has been able to lay a glove on Sinner through three matches, and the Italian has yet to spend more than two hours on the court for a single contest.

Whitewashing Luca Nardi, Alexander Vukic and Pedro Martinez is one thing, but it will be a lot trickier to rout a player of Dimitrov’s caliber.

Dimitrov may be past his prime, but he is still a high-ceiling player who can do some serious damage when he’s in form and, most importantly, physically fit.

The Bulgarian was once the World No. 3 and he’s been to the semifinals at three different Grand Slams. However, he’s battled injuries lately and is never a safe bet to finish a match at this point.

Dimitrov has been forced to retire from four different matches this season, including his first-round contests at the Australian Open and Roland Garros. 

It’s great news that Dimitrov has been able to get through his first three matches at Wimbledon, but he’ll now be playing on back-to-back days and will be put through the ringer against Sinner.

Grigor Dimitrov made it to the semifinals at Wimbledon in 2014.
Grigor Dimitrov made it to the semifinals at Wimbledon in 2014. AFP via Getty Images

Dimitrov will know that he will need to have his sea legs with him in the latter stages of this match if he’s going to have a chance of pulling this upset.

That could lead to a quick set or two in the early stages of the match, as Dimitrov will likely try to conserve energy if Sinner gets ahead by a break or two.

That will push us towards the INSERT GAMES games, as there’s a path to success even if Dimitrov is able to nick a set against the World No. 1.

The Play: Under 32.5 games

Michael Leboff is a long-suffering Islanders fan, but a long-profiting sports bettor with 10 years of experience in the gambling industry. He loves using game theory to help punters win bracket pools, find long shots, and learn how to beat the market in mainstream and niche sports.