Jannik Sinner would have been counting his blessings after securing his spot in the quarterfinals despite being well-beaten by Grigor Dimitrov before his opponent was forced to retire due to injury.

The fact that the Italian was trailing 2-0 in sets in that clash does offer hope that he is beatable on the grass court at Wimbledon. Ben Shelton will be hopeful that he is the man to overcome the world number one.

The American has been impressive throughout his run to this stage of the competition, but he will come up against a seeded rival for the first time on Wednesday.

Jannik Sinner vs. Ben Shelton Overview

StatInformation
Date & TimeWednesday, July 9, 2025
WhereAll England Club, Wimbledon, London
How to WatchESPN

Odds

Match ResultOdds
Jannik Sinner-470
Ben Shelton+365

Jannik Sinner vs. Ben Shelton Head-to-Head Record

TotalJannik SinnerBen Shelton
Wins651
Wimbledon Games110

Jannik Sinner has been the dominant force in the head-to-head encounters, winning each of the last five meetings between the stars. That includes a success at the semi-final stage of the Australian Open earlier this year, and a win at Wimbledon 12 months ago.

Match Preview

Jannik Sinner’s air of invincibility was wiped away in the round of 16, as the Italian appeared to be heading for the exit but for an injury to his opponent. Grigor Dimitrov has produced the road map to beating the Italian, as his big serving style rocked the Italian, and Sinner had few answers.

However, all champions need their fair share of luck, and the three-time Grand Slam winner will sense that Monday’s clash was a wake-up call. Prior to his poor display in the round of 16, Sinner had cruised through the opening rounds, dropping a staggering low of just 17 games.

Ben Shelton could sense this summer as being his best chance to make the breakthrough in a Grand Slam. It is the American’s best showing at Wimbledon, but he is already a two-time semi-finalist in major events.

Shelton has battled through to this stage with some excellent performances, dropping just a single set in the process. However, he showed his character in the previous round to overcome Lorenzo Sonego, despite dropping the first set against the Italian.

Jannik Sinner vs. Ben Shelton Picks

Shelton will take enormous confidence from Sinner’s shaky display in the previous round, but the Italian is likely to be back to his best for this quarterfinal clash.

However, at the prices, it could be worth taking the American to upset the world number one at the All England Club.

Pick
Ben Shelton
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Alex Dudley
Alex Dudley

Sports Analyst and Betting Expert

Alex has over 15 years of experience in sports betting, specializing in soccer and horse racing. He uses his deep knowledge of markets and strategies to guide readers through disciplined and informed betting.

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