Cheltenham Festival: Which horses do Harry Redknapp and Sir Alex Ferguson have at the Gold Cup?

Race horse owner Harry Redknapp watches Cheltenham Festival hopeful The Jukebox Man warm up at the Ben Pauling Stables on the Naunton Downs Estate, near Cheltenham, western England, on February 23, 2026. (Photo by Darren Staples / AFP) — (Image credit: Getty Images)

Two former Premier League managers watching from the sidelines again on Friday afternoon - but in very different circumstances from their meetings in the beautiful game.

Sir Alex Ferguson and Harry Redknapp both have a literal horse in the race at Cheltenham on Friday afternoon.

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Harry Redknapp Gold Cup win would be 'dream come true'

Sir Alex Ferguson has had multiple runners at Cheltenham this week — Sir Alex Ferguson has a long-standing passion for horse racings (Image credit: Getty Images)

Former Tottenham manager Redknapp has his sights on the ultimate prize in jump racing, meanwhile, with The Jukebox Man set to be part of the 11-strong field in the Gold Cup at 4pm.

Both horses are among the favourites in their respective races: at time of writing Maestro Conti is at 13/2, while The Jukebox Man is at 7/2.

Sir Alex Ferguson watching one of his horses at Cheltenham in 2025 — Sir Alex Ferguson has a stake in multiple horses (Image credit: Getty Images)

The legendary Sir Alex has already had three horses from his stable in action at the Cheltenham festival this week.

L'Eau du Sud placed third on Wednesday, which was matched on Thursday by Regent's Stroll. Il Ridoto meanwhile came 15th in a 23-horse field.

The Cheltenham festival is one of the biggest dates on the racing calendar, with the Gold Cup regarded as one of the most prestigious prizes in the sport.

That makes it a dream come true for Redknapp to even have a runner in the race.

Harry Redknapp watching one of his horses at Cheltenham in 2025 — Harry Redknapp says The Jukebox Man is 'not for sale at any price' (Image credit: Getty Images)

Redknapp told the Independent: "I've always been interested from eight years of age. My nan was a bookies’ runner in the East End of London.

"I grew up with it, listening to the Grand National around the radio and going back to my mum winning the sweepstake at the cake factory she worked in the year Foinavon won. I've always loved it.

"I went to West Ham as a player at 15 and it was full of punters – they all loved a bet and The Sporting Life would be in the dressing room.

“It's a dream to have a horse to run in the Gold Cup and go there with a chance. I've had an awful lot of horses, still got an awful lot, but this one has taken us to places that you only dream about as a racehorse owner.

"He's my dream, he's not for sale and he wouldn't be for sale at any price."

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Steven Chicken has been working as a football writer since 2009, taking in stints with Football365 and the Huddersfield Examiner. Steven still covers Huddersfield Town home and away for his own publication, WeAreTerriers.com. Steven is a two-time nominee for Regional Journalist of the Year at the prestigious British Sports Journalism Awards, making the shortlist in 2020 and 2023.

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