Whittle took up modelling in college. He would go on to become the face of Reebok in 2000. Whittle made his acting debut in 2002 the British television series Dream Team which aired on Sky 1. The actor said the show was a "dream job" for a young actor just starting out. Whittle's agent surprised him and sent him to audition for Dream Team. Whittle credits his career to his co-star Terence Maynard whom he auditioned with. Whittle left the show in 2006 after series 9 and in May 2006, it was announced that Whittle had joined the cast of the Channel 4 soap opera Hollyoaks in the role of Calvin Valentine. In December 2009, it was announced that Whittle would leave Hollyoaks and the character would be killed off in 2010. In an interview with Digital Spy explained his reasons for leaving Hollyoaks and revealed his plans to try his hand at American television and film. He only planned to do four years with the series. In the summer of 2009, Whittle joined series 7 of the BBC reality series, Strictly Come Dancing. He was paired with professional dancer Natalie Lowe. Whittle would place second after sports presenter Chris Hollins.