Callum Shepherd: Isle of Jura allowed me to move on from Derby disappointment

Callum Shepherd: Isle of Jura allowed me to move on from Derby disappointment

By Andy Stephens
Last Updated: Mon 7 Jul 2025
Callum Shepherd has admitted that he chose not to watch last year's Derby after losing the ride aboard Ambiente Friendly, but that as an optimist, he remains hopeful that his time will come to ride and maybe even win the world's most famous Flat race.
Shepherd spoke candidly about the disappointment of losing the ride on the latest episode of Jockeys The Podcast, where he talks about a wide range of topics with host Adam McNamara.
Inevitably, the conversation drifted to events of last summer when Shepherd was unexpectedly jocked off Ambiente Friendly at Epsom, having ridden him in his previous two races that season.
The combination had gained a wide-distance victory in the Lingfield Derby Trial three weeks before the premier Classic, but his owners, the Gredleys, sprung a surprise by telling Shepherd he was surplus to requirements and going to be replaced by 50-year-old Rab Havlin.
Shepherd ended up riding at the evening meeting at Lingfield on Derby Day and didn’t dare watch the big race beforehand. 

Enjoy the whole show

“I was heartbroken,” he said. “Basically, it was fear of how it would make me feel if he won. Horses kept falling by the wayside in the run up the race and I was terrified as to how I would get over it if it [the horse winning] happened.
“I could imagine that in 20 years’ time, when it was being replayed, the voicever being ‘This is the year Callum Shepherd got jocked off’. I hated that was going to be be the narrative for me and, had it happened, then it might have been.
“It was not even a case of watching the race and swinging off his tail, which is a phrase jockeys use to one another [when they get jocked off and want to slow down the horse in question by swinging on its tail]. I didn’t want to be that person. I didn’t watch the race. There are some lovely people behind that horse, and it was horrible not to be involved with them.
“It boiled down to fear of how it was going to make me feel. I don’t know how I’d have got over it because it’s not something you can put right." 
He added: “Let’s be realistic, I might never get such a good ride in the Derby ever again. I’m very ambitious that I will ride in Derbys and hopefully win one, but probability will tell you that I’d be unlikely to go into the race with a 5/2 chance, or whatever he was.
Watch what happened in the 2024 Derby. Ambiente Friendly was in the yellow silks, with a white cap
“For instance, this year an Arc-winning jockey, Luke Morris, had his first ride in the race on a 100-1 shot. It’s so hard to get a ride in the race, let alone one with such a chance.”
Ambiente Friendly ended up running a huge race and threatened to win, but ultimately was no match for City of Troy in the closing stages. He has not won since, been gelded and has moved yards.
“In the lead-up, let’s be frank, I wasn’t conflicted with what I wanted the result to be,” Shepherd said. “By the same token, I wished no ill will to those involved, but it wasn’t going to be a palatable watch.”
Shepherd says he was able to “move on” after he guided Isle Of Jura, trained by George Scott, to a commanding victory in the Hardwicke Stakes at Royal Ascot soon after. 
“Because of what preceded it, that added to the joy of it all,” he said. “That was magic. I can’t describe how special that was.” 

WATCH OTHER EPISODES OF JOCKEYS THE PODCAST

SAFFIE OSBORNE
SAM TWISTON-DAVIES
DAVID EGAN
GEORGE WOOD
ALAN JOHNS

The Lost Sock: join him on his journey

Copyright 2025 Racing TV - All Rights Reserved.
My Account
Home
Watch
Live
Replays
On Demand
Catch Up
Tv Schedule
RTV Play Schedule
Racecards
Racecards
Today's Runners
Non-Runners
Tommorow's Runners
Racing Calendar
Results
Tips
Racing TV Tipsters
Nap Of The Day
News
All
Latest
Highlights
Columnists
Most Viewed
Free Bets
Members
Benefits
Join Offers
RtvExtra
Club Days
Syndicate
Magazine
Rewards4Racing
Tracker
More
Racecourses
Profiles
Responsible Gambling
Racecourse Offers
Racing TV Syndicate
Casino Offers & Free Spins
RaceiQ
TV Authentication
Royal Ascot
Cheltenham Festival
Patch Time
DeviceID
Version
production-
Races
Tips
Watch
Results
Menu