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Rennae Stubbs predicts what Jannik Sinner will do to try to convince Darren Cahill to stay on as coach in 2026

Photo by Dan Istitene/Getty Images
Photo by Dan Istitene/Getty Images
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Jannik Sinner and Darren Cahill’s coaching relationship is set to finish at the end of the 2025 ATP Finals.

During the Australian Open, Cahill announced his intentions to step down from his role as Sinner’s coach at the end of the season.

The Australian has been an integral member of Sinner’s team since joining in 2022, and has guided him to four Grand Slam titles and the number one ranking.

Darren Cahill looks on during the 2025 Cincinnati Open
Photo by Matthew Stockman/Getty Images

Different reports throughout the year suggested Cahill may change his mind and stay on as Sinner’s coach, although the likelihood is that the pair will contest just two more tournaments together (Paris Masters, ATP Finals).

With time running out for Sinner and Cahill, former doubles star Rennae Stubbs has predicted what the Italian may do to try to convince the 60-year-old to continue as his coach.

Rennae Stubbs thinks Jannik Sinner will ‘throw a lot of money’ at Darren Cahill to convince him to stay

During the latest episode of the ‘Rennae Stubbs Tennis Podcast’, she shared her thoughts on Sinner and Cahill’s coaching relationship.

“I think the biggest question for me with Jannik [Sinner] is, is Darren Cahill going to keep going?” said Stubbs.

“He has said that this is his last year, but you have to think that Jannik is going to be throwing a lot of dough his way to stick around and keep coaching.

“It’s going to be interesting to see what happens if Darren Cahill is on the coaching bag next year, because you have to think Jannik is going to throw a lot of money at him to stay.”

Jannik Sinner and Darren Cahill pictured together at Wimbledon in 2025
Photo by Dan Istitene/Getty Images

Stubbs proceeded to explain why Cahill is retiring, responding to fans who have suggested the job ‘isn’t stressful’.

“I know Darren has been coaching for so long, and it is such a stressful job,” she said.

“People think, how is it stressful? You have the best player in the world; it’s not that difficult.

“But the amount of stress on you to get that right, give them the right things, give them the right game plans, and Darren is really big on the game plans and just his whole thought process of getting Jannik’s head around big matches.”

As Stubbs mentioned, Cahill has been coaching for quite some time, taking his first job as Lleyton Hewitt’s coach in the 1990s.

He has since worked with tennis legends Andre Agassi and Simona Halep, guiding them to Grand Slam success.

PlayerGrand Slams won with Darren CahillGrand Slams
Lleyton Hewitt12001 US Open
Andre Agassi12003 Australian Open
Simona Halep12018 French Open
Jannik Sinner42024 Australian Open, 2024 US Open, 2025 Australian Open, 2025 Wimbledon
Darren Cahill’s coaching achievements

It doesn’t seem like Cahill is interested in winning an eighth Grand Slam title as a coach, but that’s not to say he can’t add a few more titles to his tally before the end of the year.

Can Jannik Sinner and Darren Cahill win the Paris Masters and ATP Finals?

Sinner is playing his penultimate tournament of the year in Paris, an event he has yet to win during his career.

Returning to the French capital after withdrawing with an illness a year earlier, Sinner will take on Belgium’s Zizou Bergs in the first round on Wednesday, October 29.

He hasn’t been given the kindest of draws and faces a potential semifinal clash with the defending champion, Alexander Zverev.

There’s also the prospect of a sixth meeting of 2025 with Carlos Alcaraz in the final…

Carlos Alcaraz looks on ahead of the Paris Masters.
Photo by Ibrahim Ezzat/NurPhoto via Getty Images

Sinner will be up against it in Paris, but will likely head to Turin as the pre-tournament favorite a few weeks later.

The 24-year-old won the ATP Finals a year ago, and will be tough to beat when he returns home for what may be his final tournament with Cahill as his coach.

Of the players in contention for a spot at the tournament, nobody has a higher win % than Sinner.

ATP RaceNameCountryStatusATP Finals recordATP Finals win %
1Carlos AlcarazSpainQualified3-443%
2Jannik SinnerItalyQualified10-283%
3Novak DjokovicSerbiaQualified50-1874%
4Alexander ZverevGermanyQualified17-1063%
5Taylor FritzUSACurrently qualifying5-456%
6Ben SheltonUSACurrently qualifying
7Alex de MinaurAustraliaCurrently qualifying0-30%
8Lorenzo MusettiItalyCurrently qualifying
9Felix Auger-AliassimeCanadaNot currently qualifying1-233%
10Jack DraperGreat BritainInjured – Won’t play
11Casper RuudNorwayNot currently qualifying7-654%
12Holger RuneDenmarkInjured – Won’t play1-233%
13Daniil MedvedevRussiaNot currently qualifying12-1152%
14Alejandro Davidovich FokinaSpainNot currently qualifying
15Alexander BublikKazakhstanNot currently qualifying
ATP Finals contenders and their records at the event

Only time will tell if Sinner can improve his record when he returns to Turin next month.

The 2025 ATP Finals are scheduled to begin on Sunday, November 9.