Sinner's Ultimate Challenge in 2026

The Italian tennis player plans to compete in the Montreal Masters 1000, aiming to win all 9 Masters 1000 tournaments this season.

Pedro de Pablos | 13 Jul 2026 | 17.26
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Sinner's Definitive Challenge in 2026. Source: Getty Images.
Sinner's Definitive Challenge in 2026. Source: Getty Images.

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After winning his first Grand Slam of 2026 at Wimbledon, now Jannik Sinner faces the ultimate challenge of the season. His coach Darren Cahill has acknowledged that they plan to compete in the Masters 1000 in Montreal, as their goal is to win all 9 Masters 1000 of the year after claiming the title in the first 5.

No player in history has achieved such a feat, but if anyone can do it, it's the Italian player. Last year, Sinner chose not to play in Canada after winning Wimbledon to have a few weeks of rest, but given the record he has within reach this year, he has changed his plans to achieve what seems impossible. The Masters 1000 in Montreal will begin on August 2, so Jannik will have barely two weeks to recover and transition to a new hard court tour.

After experiencing a small "crisis" at the beginning of the season, losing in the semifinals of the Australian Open to Novak Djokovic and in the ATP 500 in Doha to Jakub Mensik, the world number 1 rolled up his sleeves and consecutively won the first five Masters 1000 of the year with overwhelming superiority. He first achieved the 'Sunshine Double' in Indian Wells and Miami, and later completed his collection in tournaments of this category with Monte Carlo, Madrid, and Rome, the only 3 missing.

Jannik Sinner during Wimbledon.

Can Alcaraz prevent Sinner's record?

It's true that he suffered a tough setback at Roland Garros by falling in the second round due to physical problems, but he has bounced back by winning Wimbledon and regaining confidence for what lies ahead. Sinner already knows what it takes to win the remaining 4 Masters 1000 on the calendar, and at first, only Alexander Zverev can pose a challenge for him at the Masters 1000 in Canada, where he will once again be the clear favorite.

Soon after, he will travel to Cincinnati, where Carlos Alcaraz is expected to return after a wrist injury kept him out of the circuit since April. However, until he finds his competitive rhythm, the Spanish player will start at a disadvantage compared to the Italian, although he already knows what it's like to beat him in a final at the same tournament - Sinner withdrew last year after losing the first set. Then comes the US Open, where he defends the final lost to Carlos in 2025, and from there he will face the final stretch of the season.

Last year, Sinner also had to retire from the Masters 1000 in Shanghai due to physical problems, although he won the last Masters 1000 of the year in Paris, so the question remains whether his body can withstand such physical demand over the next months. If he manages he will go down in history with an unprecedented feat, but if he falters along the way, he may opt to rest in some of these tournaments to avoid pushing himself too hard after a season where the demands and pressure have been at their peak.

This news is an automatic translation. You can read the original news, El reto definitivo de Sinner en 2026