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Henry Main may have won his second Epsom Amateurs’ Derby on Monday, but he will be no less happy to ride point-to-point winners when the new season opens in November.

Main, 23, enjoyed a runaway victory at Epsom on the Mark Usher-trained Seeking Charles, winning by six lengths and beating 13 rivals after bursting clear at the two-furlong marker. The success followed up the rider’s victory as a teenager in the 2021 running of the race when he partnered Captain Haddock, who was trained by his aunt, Heather Main, and owned by his parents, Claire and Charles.

A ‘pupil assistant’ at Nicky Henderson’s Seven Barrows Stables, Main reflected on his twin successes by acknowledging that Lester Piggott rode nine Epsom Derby winners – and we are talking the Derby that really counts – and then added: “I can only remember bits of the race from five years ago. I took this win in a lot more having had a few ups and downs in the game.

“It was great to score on Captain Haddock, who had been bought to win the race, and then I hoped he could go jumping, but it didn’t work out. He was a bit soft and didn’t have the love for it. I adored the horse so wasn’t going to put him under undue pressure.”

Of Monday’s race he said: “I knew the horse Patrick Mullins rode [Gordon Grey] would go off hard and there was no point sitting upside and taking him on. Mark left it to me.

“He [Seeking Charles] was pulling the whole way and as soon as he got a bit of daylight he really kicked on. He’s a gentleman of a horse.”

Former British point-to-point riders Simon Walker and David Dunsdon finished second and third on Crooked Path and Edward Sexton respectively.

Main rode in pony races, but did not appear in point-to-points until the 2025 season when he had a single spin for trainer Katie Croft at Maisemore Park in Gloucestershire. Last season he had a ride in November for Croft and then two for Verity Green, but that gave no indication of what was to follow. Just before Larkhill’s Tedworth meeting in March on the weekend before Easter, Main was offered an unexpected opportunity and grabbed it with hands and heels.

He said: “When you’re not involved in point-to-point yards it’s quite hard to get going, unless you own a horse. Dan Williams, who I work with, was booked to ride one at Larkhill for Nicki Henton, but had to go to Uttoxeter to ride for the boss, so put my name forward. Then Tim Underwood asked me to ride one of his [at the same meeting, pictured top of the page].

Henry Main with owner/trainer Tim Underwood after the two men had made a winning association (Tim Holt)

“They both won and Tim said ‘I’ve got four running at Lockinge next weekend – you can ride them all’. Lockinge is ten minutes from Seven Barrows and a good fun day out. Lots of my friends go.

“I went to Sandon on the Saturday and rode a winner [a first training success for former rider Gillon Crow], then went to Lockinge.” Two or three winners in front of his mates would have capped a memorable period, but he had to be content with three visits to the winner’s enclosure on horses who had been placed, although Underwood supplied Main with plenty more rides and a couple of winners before the season ended.

Winning on Nicki Henton’s Hybery on a day when Main took his chance (Tim Holt)

Now he would like to build on that in the coming season. He said: “Lambourn is quite a good area in which to be based and a lot of people come here to school horses [using Jockey Club Estates facilities]. I’m available if needed and would like to ride in more races. That’s my main passion at the moment.

“In June I rode on the Flat at Chepstow then went to Cartmel to ride over jumps a week later. I had a ride at the Cheltenham Festival in the Kim Muir for the boss and then I was back riding on the Flat. I did 10st 3lb at Epsom, but I’m six foot and that is as light as I would want to go.”

Clearly a versatile rider, and being able to absorb experience while schooling upsides Henderson’s stable jockeys Nico De Boinville and James Bowen gives Main a handy edge, one he hopes to utilise through the winter.