Born in the US, Oldfield moved to Britain in the 1960s. His stage debut was in the musical Hair at the Shaftesbury Theatre in London's West End in 1969. This was followed by a screen appearance in ITV's Thriller (1973), and his first feature film was Emily (1976), in which he played an American visitor pursuing Emily (Koo Stark). Between 1976 and 1977 he appeared as Burford Puckett of the United States Air Force in the British television serial Yanks Go Home. In 1979 he was in The Golden Lady opposite Ina Skriver, with whom he had also worked in Emily.
In 1980 Oldfield became a minor but notable figure in the Star Wars saga, appearing as Rebel fighter pilot Hobbie Klivian in The Empire Strikes Back and delivering the line to Carrie Fisher “Two fighters against a Star Destroyer?”
In 1981 he was Brother Simeon in Omen III: The Final Conflict and went on to appear in Ragtime (1981), The Lords of Discipline (1983), Scream for Help (1984), The Razor's Edge (1984), and Lifeforce (1985).

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