Townes Van Zandt as Self (archive footage)

Willie Nelson as Self - Musician

Kris Kristofferson as Self - Musician

Joe Ely as Self - Musician

Guy Clark as Self - Musician

Donna Spence as Self - Sister

Ann Rice as Self - First Cousin

Luke Sharpe as Self - High School Classmate

John Ruehl as Self - Shattuck Classmate

Bob 'Maverick' Myrick as Self - College Roommate

Frank 'Chito' Greer as Self - Friend

Fran Lohr as Self - First Wife

Jerry Jeff Walker as Self - Musician

Kevin Eggers as Self - Record Producer and Label Owner

Wrecks Bell as Self - Bass Player

David Olney as Self - Musician

J.T. Van Zandt as Self - Son

Steve Earle as Self - Musician

Susanna Clark as Self

Peggy Underwood as Self - Townes' Lawyer

Leland Waddell as Self - Drummer

Cindy Van Zandt Lindgram as Self - Second Wife

Katie Belle Van Zandt as Self - Daughter

Mickey White as Self - Guitarist

John Lomax III as Self - Music Writer and Manager

Harold Eggers as Self - Road Manager and Agent

Will Van Zandt as Self - Son

Jeanene Van Zandt as Self - Third Wife

Dylan Ferrero as Self - Road Manager

Kinky Friedman as Self - Musician and Author

Emmylou Harris as Self - Musician

Bob Moore as Self - Friend

Steve Shelley as Self - Sonic Youth

Tim Foljahn as Self - Two Dollar Guitar

Larry Monroe as Self - DJ

Lyle Lovett as Self

William Hedgepeth as Self - Audio Conversations with Townes Van Zandt (archive sound)

Lightnin' Hopkins as Self (archive footage)

Jason Perrine as Office Intern (uncredited)