Winner to face Djokovic or Cobolli in the SF.
After being on the brink of defeat, World No. 1 Jannik Sinner was handed a second life after Grigor Dimitrov suffered a heartbreaking injury on Monday. The Italian will look to make the most of it, when he faces big serving American Ben Shelton in the quarterfinal of Wimbledon 2025 on Wednesday. Sinner was eliminated at this very stage in last year’s tournament – will history repeat itself?
Sinner was down 3-6 5-7 2-2 when a right pec injury forced Dimitrov out of the Championships. “I don’t know what to say,” revealed the stunned top seed. Nonetheless, he must approach Wednesday’s last eight clash with a fresh mind and renewed energy. The 23-year-old won the Australian Open in January, and backed it up with two runner-up trophies during the clay court swing. He is currently 23-3 in 2025, with an 85+% success rate in service games on grass.
"I don't take this as a win at all."
— Wimbledon (@Wimbledon) July 7, 2025
Jannik Sinner was full of respect for his friend Grigor Dimitrov after he was forced to retire.#Wimbledon pic.twitter.com/bQTsxUM8Mu
Speaking of success on serve, southpaw Ben Shelton is among the best servers on tour. The 6’4” beast relies heavily on his first hit as well as the forehand to control rallies. Having just entered the Top-10 prior to the Championships, Shelton went winless across two out of three build-up competitions on grass. His best performances in 2025 include a runner-up finish in Munich, and semifinals at the Australian Open and in Stuttgart.
His time is now.#Wimbledon | @BenShelton pic.twitter.com/UByYSUmy6o
— Wimbledon (@Wimbledon) July 7, 2025
Jannik Sinner leads the head-to-head against Ben Shelton by 5-1 so far. He has won five consecutive matches against his American counterpart.
Shelton won the first contest against Sinner in the Lexus ATP Head2Head, at the Shanghai Masters. It was a come-from-behind three set win for the 22-year-old. Since then, Sinner evolved into a ruthless machine, and defeated Shelton five straight times without dropping a set. The most recent of these was at the 2025 Australian Open.
| Event | Round | Winner | Score |
| 2025 Australian Open | Semifinal | Jannik Sinner | 7-6(2) 6-2 6-2 |
| 2024 Shanghai | Round of 16 | Jannik Sinner | 6-4 7-6(1) |
| 2024 Wimbledon | Round of 16 | Jannik Sinner | 6-2 6-4 7-6(9) |
| 2024 Indian Wells | Round of 16 | Jannik Sinner | 7-6(4) 6-1 |
| 2023 Vienna | Round of 32 | Jannik Sinner | 7-6(2) 7-5 |
| 2023 Shanghai | Round of 16 | Ben Shelton | 2-6 6-3 7-6(5) |
| Jannik Sinner | Category | Ben Shelton |
| 3 | Grand Slams | 0 |
| 19 | ATP Singles Titles | 2 |
| 1 | ATP Doubles Titles | 0 |
| 4 | Masters-1000 Titles | 0 |
| – | Olympics Best Performance | – |
| No. 1 | Current World Ranking | No. 10 |
Dimitrov used the slice and change of direction brilliantly against Sinner. He was able to stay on the neutral side even when he couldn’t attack, and pounced on any half chance dished out on the Sinner serve. While Shelton doesn’t have a masterful slice game, he will need to serve a high percentage of first serves to conquer the Jannik peak. If the baseline exchanges come into play, it will be advantage Sinner.
Prediction: Jannik Sinner in four sets.
Jannik Sinner is the favourite in this quarterfinal clash vs minnow Ben Shelton. According to the estimated probability money line, he has an 81% shot at success ahead of the match. Here are the match result odds (as per BetMGM):
Here are the odds for the match specific events, where Sinner has been predicted to win in three or four sets (as per BetMGM):
(According to BetMGM: BetMGM offers exclusive promo codes, bonus deals and accurate odds for users upon signing up. Use BetMGM to ace your betting game in all sports!)
(Image Credits: Mike Frey, Imagn Images)
A passionate sports fan through and through, I am currently pursuing my MA in Global Sports Journalism. I specialise in tennis and football writing at The Playoffs News, and I have prior experience working at EssentiallySports and Sportskeeda. Born and raised in Bengaluru, India, sport was my safe space right from my childhood. After trying my hand at multiple sports and representing my educational institutions in cricket, badminton and table tennis, I found sports media to be my calling.
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