[1] In 2010 MacGregor teamed up with her younger sister Kate MacGregor, Annie Lush and Mary Rook to win gold at the ISAF women's match racing World Championship in Newport, Rhode Island, United States.

The British crew won the final 3–2 over an American team helmed by two-time world title-winner Sally Barkow.

[5] The three won a gold medal at the 2011 World Cup event in Hyères, France by beating Barkow's crew 3–0 in the final.

[6][7] MacGregor was selected to compete for Great Britain at the 2012 Summer Olympics in the newly created Elliott 6 metres match-racing event.

[9][10] The event took place at the Weymouth and Portland National Sailing Academy with the round robin group stage being held from 29 July to 4 August 2012.