In the summer of 2002, he appeared in the Cape Playhouse production of Mass Appeal alongside Malachy McCourt, and in 2003 he was in Imua!
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He also appeared in WindRunner: A Spirited Journey starring Margot Kidder and Russell Means as Jim Thorpe's ghost.
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Wiles has recently appeared alongside Geena Davis and Donald Sutherland in the TV series Commander in Chief.
Jason Mraz | Jason Alexander | David Jason | Jason Robards | Jason Grimshaw | Jason Kidd | Jason Kenney | Jason Isaacs | Jason Statham | Jason Newsted | Jason | Jason Priestley | Jason Aldean | Jason Scott Lee | Jason Schwartzman | Jason Mewes | Jason Ritter | Jason Donovan | Jason Bourne | Jason Aaron | Jason Williams | Jason Reeves | Jason McCoy | Jason McAteer | Jason Derulo | Jason Blaine | Jason Biggs | Freddy vs. Jason | Jason Williams (basketball, born 1975) | Jason Voorhees |
He has also had minor parts in films like Windrunner: A Spirited Journey starring Jason Wiles, Christmas with the Kranks starring Tim Allen, I'll Do Anything, Enemy of the State, The Killing Jar, The Stoned Age, PCU, and Fast Sofa with Jennifer Tilly and Natasha Lyonne.