Born in Weston-super-Mare, Somerset, Richard Kingscote started riding lessons as a 12-year-old and subsequently spent his early teenage years working ponies, for hours on end, on nearby Brean Beach during school holidays and weekends. He attended the British School of Racing and, thereafter, became apprenticed to Beckham trainer Roger Charlton, with whom he would spend four years.
In his first four seasons, Kingscote rode 2, 31, 36 and 44 winners. In August, 2007, he was approached by Cheshire trainer Tom Dascombe and has been retained jockey at his Manor House Stables ever since. In July, 2008, Kingscote rode his first Group winner, Classic Blade, in the July Stakes at Newmarket, closely followed by his second, Ole Ole, in the Superlative Stakes on the same course the very next day. He had to wait a little longer for his first Group 1 winner, Brown Panther, in the Irish St. Leger in 2014.
In 2015, Kingscote punctured both lungs and suffered multiple fractures to his elbow, wrist and collarbone. Nevertheless, he enjoyed his best season, numerically, in 2016 with 113 winners and has ridden over a hundred winners in four of the last five seasons, only narrowly missing out on making it five from five in the curtailed 2020 season. Nevertheless, Kingscote was crowned all-weather champion jockey, for the first time, in 2020/21 with 79 winners to his name.