 He rode approximately 300 winners in National Hunt racing before returning to Flat racing and riding for his sister-in-law, Amanda Perrett, at Pulborough.In 2010 he became stable jockey for Ralph Beckett's stable.Crowley won his first British champion jockeys' title in 2016, beating the 2015 champion, Silvestre de Sousa, into second place and breaking the record for most winners ridden in a month with 46 victories in September.