McCallum's career as producer began with Pennies from Heaven (1981), the film version of the 1978 BBC TV drama, for director Herbert Ross and writer Dennis Potter. After the commercial failure of the film, Potter invited McCallum to go to work in England. During the 1980s, McCallum's work with Potter included producing the films Dreamchild (1985), an unusual exploration by Potter of the creation of Alice's Adventures in Wonderland, which was nominated for two BAFTA awards, and Track 29 directed by Nicolas Roeg; executive producing the landmark BBC-TV series The Singing Detective; and in 1989 producing the Potter-directed TV series Blackeyes.
During the 1980s, McCallum also produced movies with filmmakers including David Hare (Strapless); Neil Simon (I Ought to Be in Pictures); Harvey Fierstein, whose HBO film Tidy Endings received two CableACE Awards; and Nicolas Roeg's Castaway. McCallum also produced the music video for the Rolling Stones' "Undercover of the Night", directed by Julien Temple.
He first met George Lucas on the set of Dreamchild.

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