- Jim Parsons - Henry Wilson
- Patti LuPone - Avis Amberg
- Rob Reiner - Ace Amberg
- Maude Apatow - Henrietta
- Mira Sorvino - Jeanne Crandall
- Michelle Krusiec - Anna May Wong
- Paget Brewster - Tallulah Bankhead
- Queen Latifah - Hattie McDaniel
- Alison Wright - Ms. Roswell
- David Bluvband - Lew
- Brea Bee - Woman
- Courtlyn Cannan - Woman (20s)
- Kelly Chavers - Waitress
- Bob Glouberman - Dr. Algren
- Adam Bucci - 2nd AC (Camille)
- Anthony Fanelli - Radio Correspondent
- Billy Boyd - Noel Coward
- Harriet Sansom Harris - Eleanor Roosevelt
- Daniel London - George Cukor
- DeJean Brown - Sharecropper Dad
- Dalton Baker - Randy
- Chris Dotson - Cy Freeman
- Carrie Gibson - Dorothy Arzner
- Darren Richardson - Cole Porter
- Timothy Dvorak - Irving Thalberg
- Fred Grandy - C. Aubrey Smith
- Joe Marinelli - Sidney Franklin
- Camille Natta - Luise Rainer
- Carey Scott - Leo McCarey
- Herbert Russell - Len Schlossen
- Samuel Caleb Walker - Rory Calhoun
- Jacob Kyle Young - Tab Hunter
- Nicola Bertram - Gertie
- Aidan Bristow - George Hurrell
- Brian Chenoweth - Lon Silver
- Frank Crim - Mickey Cohen
- Dan Dore - Gregory Hall
- Monica Lee Gradischek - Lucille Reimann
- Christine Kilmer - Ethel
- Kerry Knuppe - Sally
- Brian Konowal - Carl Williams
- Christian Martin - Dean Wharton
- Colette McDermott - Josephine
- Elizabeth Schmidt - Phyllis Gates
- Daniel Hagen - Joseph Breen
- Jake Regal - Erwin Kaye
- Mitch Eakins - Robert Montgomery
- Rachel Emerson - Rosalind Russell
- William Frederick Knight - Harry Golden
- Nick Milone - Football Player 2
- Katie McGuinness - Vivien Leigh
- Derek Chadwick - Quarterback (uncredited)
- Jessy Greer - Sex Worker 2
- Chad Doreck - John
- Barry Ratcliffe - Auctioneer
- Jim McCaffree - Academy Official
- Pierce Nasser - Football Player 11
- Tanase Popa
- Ned Martel
- Sara Stelwagen
- Todd Nenninger
- Todd Kubrak
- Julie Herrin
- Nathan Barr
Harriet Sansom Harris interpreta a Eleanor Roosevelt en la serie.
Billy Boyd hace el papel de Noel Coward.
Darren Criss hace el papel de Raymond Ainsley.
Rob Reiner hace el papel de Ace Amberg.
David Corenswet interpreta a Jack Castello en la serie.
Jim Parsons interpreta a Henry Wilson en la serie.
Laura Harrier hace el papel de Camille Washington.
Joe Mantello interpreta a Dick Samuels en la serie.
Dylan McDermott interpreta a Ernie West en la serie.
Jake Picking hace el papel de Rock Hudson.
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