As a production assistant in the 1979 comedy picture J-Men Forever starring Peter Bergman and Phil Proctor, he earned his start in the entertainment world. He then worked as a production assistant on Raquel: Total Beauty And Fitness, his mother’s fitness film.
Damon has also appeared as himself in the television documentary programs Intimate Portrait (2001) and Raquel Welch: Beyond the Fantasy (1995). Raquel and James’ kid had an uncredited role as Yanni as a Boy in the 1971 film The Beloved.