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Grandson of 1958 America’s Cup sailor takes up mantle for Hong Kong’s Youth team – ‘It wasn’t if I sailed, it was how much’

  • Calum Gregor’s dedication to sailing was never in doubt, born into a family of seamen and a grandfather who competed at the top of the sport
  • Gregor represents Hong Kong in the Youth America’s Cup and is preparing with a vigorous fitness regime

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Calum Gregor (red cap) says sailing gives you “a sense of freedom, like nothing else”. Photo: Handout

Calum Gregor’s steady climb to the top of competitive sailing is no surprise given his pedigree, in fact, it was expected. His grandfather, Denis Jackson, competed in the 1958 America’s Cup as a kite trimmer aboard a yacht called Sceptre.

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“It’s always run in the family and you’re expected to sail. It’s not a question of if, but how much,” Gregor, 21, said. “It’s fun to hear stories about the America’s Cup. The rest of the family is very excited.”

Gregor has been selected in the Royal Hong Kong Yacht Club’s Team Agiplast for the Youth America’s Cup, set to happen in New Zealand in March 2021. The America’s Cup is the oldest trophy is sailing, and one of the oldest trophies in any sport, having first been contested in 1851. A challenger and a holder race in hi-tech boats for the honours and now a parallel youth competition, in which all the sailors are aged between 18 and 25, are taking place too.

“Naturally, as soon as I heard about the team I was extremely interested and wanted to drop everything to do it,” Gregor said. “I was interning over Christmas and had university work, but I was trying to get strong enough. I was working really hard on that from January to March when we started doing fitness testing to see who would make the team.”

Denis Jackson (sitting, front left), grandfather of Calum Gregor, and his 1958 America’s Cup crew. Photo: Handout
Denis Jackson (sitting, front left), grandfather of Calum Gregor, and his 1958 America’s Cup crew. Photo: Handout
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Gregor made the cut, along side Nicolai Jacobsen, 17, Maria Cantero, 22, Jackie Truhol, 21, and Aymeric Gillard, 23.

“I think I have a good ability in that I can plan ahead, which is very important when you’re on a team boat so everyone knows what is going to happen in two minutes, so they are ready and they aren’t thrown into a tack unexpectedly” he said.

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