Waylon Woolcock (born 8 July 1982 in Middelburg) is a South African professional mountain biker, riding for Team RE:CM Woolcock started cycling as a road rider at the age of 15 and turned professional at the age of 19. In 2007, he won his first major cycling tour, Tour d'Egypte. In 2008 he finished second in the South African National Road Race Championship. In 2011 to 2013, Woolcock took to mountain biking and in those years he won the JoBerg2c mountain bike stage race once and 2nd twice including nine stage wins in total. Woolcock's latest achievements are the MTN Crater Cruise Ultra Marathon and Cape Pioneer Trek stage race.