Whitfield was born in Amlwch, Anglesey, Wales. He studied construction at Sheffield Hallam University in England. He moved to Australia from Britain in 1999 to work as an engineer in Lidcombe, before later settling in Sydney. He appeared in several Australian television series, such as Opening Up, All Saints, The Strip, Packed to the Rafters, and McLeod's Daughters.
Whitfield gained his first prominent role in the Australian supernatural film Gabriel. He also starred in the 2010 television series Spartacus: Blood and Sand, which was filmed in New Zealand. He portrays a version of the historical Spartacus, although in this retelling he is a conscripted soldier condemned to death who defeats all four of his executioners and is thereby recycled as a gladiator. The actual Spartacus, like this fictional version, led a rebellion against the Romans (the Third Servile War). Whitfield also appeared in the Australian thriller The Clinic starring opposite Tabrett Bethell (of Legend of the Seeker fame) which was shot in Deniliquin.
In August 2010, Whitfield teamed up with Freddie Wong and created a 2-minute YouTube video named "Time Crisis", based on the game Time Crisis. Whitfield made a brief, uncredited voice-only appearance in the prequel mini-series Spartacus: Gods of the Arena, which premiered on 21 January 2011.
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