‘My nan used to get locked up for taking bets’: Harry Redknapp celebrates ‘dream’ first Cheltenham Festival winner

Shakem Up'Arry and Harry Redknapp
Harry Redknapp, owner of Shakem Up'arry, after winning the TrustATrader Plate Handicap Chase, ridden to victory by Ben Jones at the 2024 Cheltenham Festival.
(Image credit: Alamy Live News.)

Former Tottenham Football Club manager Harry Redknapp enjoyed his first taste of Cheltenham Festival success today when Shakem Up’Arry took the Trustatrader Plate Handicap Chase for local trainer Ben Pauling. It was also a first Festival triumph for jockey Ben Jones.

A delighted Redknapp said: “This is an incredible day and Ben gave him a fantastic ride. He travelled so well and I thought, ‘Please don’t stop now’. People behind me were going, ‘Go on Harry, he’s won!’ and I thought, ‘No he ain’t until he has passed the line’.

Gemma Redrup
Former web features editor, point-to-point editor and digital racing editor

Gemma is an experienced journalist, who was a member of H&H staff from 2014 to September 2025. She is passionate about all equestrian sports, including racing and point-to-pointing. She has enjoyed riding out for top trainers Nicky Henderson and Charlie Appleby and took part in a charity Flat race at Epsom in August 2018. Gemma’s has reported from numerous five-star events around Britain and Europe, as well as European championships.