- Ewan McGregor - Self
- Paul Schrader - Self
- Richard Linklater - Self
- Martin Scorsese - Self
- David Letterman - Self
- Maya Hawke - Self
- Josh Hamilton - George Roy Hill (voice)
- Josh Hamilton - Self
- Billy Crudup - Self
- Billy Crudup - James Goldstone (voice)
- Sam Rockwell - Stuart Rosenberg (voice)
- Sam Rockwell - Self
- Brooks Ashmanskas - Gore Vidal (voice)
- Brooks Ashmanskas - Self
- LaTanya Richardson Jackson - Maude Brink (voice)
- LaTanya Richardson Jackson - Self
- Bobby Cannavale - Self
- Bobby Cannavale - Elia Kazan (voice)
- Zoe Kazan - Jackie McDonald (voice)
- Zoe Kazan - Self
- Alessandro Nivola - Self
- Alessandro Nivola - Robert Redford (voice)
- Sterlin Harjo - Robert Altman (voice)
- Steve Zahn - Donald 'Duck' Dobbins (voice)
- Steve Zahn - Self
- Jonathan Marc Sherman - Martin Ritt (voice)
- Jonathan Marc Sherman - Self
- Mark Ruffalo - Self
- Oscar Isaac - Self
- Karen Allen - Self
- Karen Allen - Frances Woodward (voice)
- Karen Allen - Self / Frances Woodward
- Vincent D'Onofrio - Self
- Sally Field - Self
- Sanford Meisner - Self (archive footage)
- Ben Dickey - Mark Rydell (voice)
- Martin Scorsese
- Mario Andretti
- Emily Wachtel
- Lisa Long Adler
- Ryan Hawke
- Amy Entelis
- Joe Rudge
- Hamilton Leithauser
Ethan Hawke hace el papel de Self.
Laura Linney interpreta a Self / Joanne Woodward en la serie.
George Clooney hace el papel de Self / Paul Newman.
Paul Newman interpreta a Self (archive footage) en la serie.
Joanne Woodward interpreta a Self (archive footage) en la serie.
Ewan McGregor interpreta a Self en la serie.
David Letterman hace el papel de Self.
Maya Hawke interpreta a Self en la serie.
Josh Hamilton interpreta a George Roy Hill (voice) en la serie.
Billy Crudup interpreta a Self en la serie.
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