| Series cast summary: |
 | Colin Fogarty | - | Himself 1 episode, 2016 |
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| Henry Godinez | - | Himself - Resident Artistic Associate, Goodman Theatre 1 episode, 2016 |
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| Jane Jacobsen | - | Herself 1 episode, 2016 |
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 | Terry Kinney | - | Himself - Co-founder, Steppenwolf Theatre Company 1 episode, 2016 |
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 | Tracy Letts | - | Himself - Ensemble Member / - 1 episode, 2016 |
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| Maya Lin | - | Herself 1 episode, 2016 |
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| Patricia McBride | - | Herself - Associate Artistic Director, Charlotte Ballet 1 episode, 2016 |
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| John Medwedeff | - | Blacksmith / - 1 episode, 2016 |
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| Antone Minthorn | - | Himself 1 episode, 2016 |
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 | Pat Mitchell | - | Herself - Board Chair, Sundance Institute 1 episode, 2016 |
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 | Jeff Perry | - | Himself - Co-founder, Steppenwolf Theatre Company 1 episode, 2016 |
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 | Amy Redford | - | Herself - Trustee, Sundance Institute 1 episode, 2016 |
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 | Robert Redford | - | Himself - President & Founder, Sundance Institute 1 episode, 2016 |
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| David Schmitz | - | Himself - Managing Director, Steppenwolf Theatre Company 1 episode, 2016 |
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| Anna D. Shapiro | - | Herself - Artistic Director / - 1 episode, 2016 |
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| Megan Shuchman | - | Herself - Education Director, Steppenwolf for Young Adults 1 episode, 2016 |
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 | Gary Sinise | - | Himself - Co-founder, Steppenwolf Theatre Company 1 episode, 2016 |
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 | Harley Quinn Smith | - | Herself 1 episode, 2016 |
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 | Kevin Smith | - | Himself - Filmmaker 1 episode, 2016 |
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| Herb Tam | - | Himself 1 episode, 2016 |
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| Lester E. Tichenor | - | Himself - Carbondale Community Arts Center Board Member 1 episode, 2016 |
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| Helgi Tomasson | - | Himself - Artistic Director, San Francisco Ballet 1 episode, 2016 |
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| Edward Villella | - | Himself - Former Principal Dancer, New York City Ballet 1 episode, 2016 |
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 | Roger Ross Williams | - | Himself - Filmmaker 1 episode, 2016 |
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| Esther Allen | - | Herself - NEA Literary Translation Fellow '95, '10 1 episode, 2017 |
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| Claudia Avila | - | Herself 1 episode, 2017 |
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| Luis Avila | - | Himself - US Army Captain 1 episode, 2017 |
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| Nate Bocker | - | Herself - US Army Sergeant 1 episode, 2017 |
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| Charles F. Bolden Jr. | - | Himself - Administrator, NASA 1 episode, 2017 |
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 | Jessica Chastain | - | Herself 1 episode, 2017 |
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 | Marion Cotillard | - | Herself 1 episode, 2017 |
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 | Michael Cunningham | - | Himself - NEA Literary Fellow, '88 1 episode, 2017 |
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| Antonio Douthit | - | Himself - Co-Artistic Director of Dance, COCA 1 episode, 2017 |
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 | Tina Fey | - | Herself 1 episode, 2017 |
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 | Jean Firstenberg | - | Herself - CEO, American Film Institute 1980 - 2007 1 episode, 2017 |
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 | Jane Fonda | - | Herself 1 episode, 2017 |
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 | Morgan Freeman | - | Himself 1 episode, 2017 |
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| Jessica Gada | - | Herself - Creative Arts Therapist 1 episode, 2017 |
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 | Bob Gazzale | - | Himself - CEO, American Film Institute 1 episode, 2017 |
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| Mike Goodrich | - | Herself - US Army Sergeant E5 1 episode, 2017 |
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 | Joy Harjo | - | Herself - NEA Literary Poetry Fellow, '77, '92 1 episode, 2017 |
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 | Marshall Herskovitz | - | Himself - Producer, Writer, Director, AFI Alumnus & Board Member 1 episode, 2017 |
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 | Sophia Loren | - | Herself 1 episode, 2017 |
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| Rich McAfee | - | Herself - Air Force Master Sergeant E7 1 episode, 2017 |
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 | Ewan McGregor | - | Himself 1 episode, 2017 |
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| Jon Meadows | - | Himself - US Army Staff Sergeant 1 episode, 2017 |
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| Blair Meerfeld | - | Himself - IMPart Program Director, The Art League 1 episode, 2017 |
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 | Julianne Moore | - | Herself 1 episode, 2017 |
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| Dava Newman | - | Herself - Deputy Administrator, NASA 1 episode, 2017 |
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| Lee Nolting | - | Herself - Artistic Director Emerita, COCAdance 1 episode, 2017 |
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 | David Oyelowo | - | Himself 1 episode, 2017 |
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 | Kimberly Peirce | - | Herself 1 episode, 2017 |
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 | Joaquin Phoenix | - | Himself 1 episode, 2017 |
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 | Natalie Portman | - | Herself 1 episode, 2017 |
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 | Zachary Quinto | - | Himself 1 episode, 2017 |
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| Lily Rapp | - | Herself - COCA Dance Student 1 episode, 2017 |
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 | Martin Scorsese | - | Himself 1 episode, 2017 |
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 | George Stevens Jr. | - | Himself - Founding Director, American Film Institute 1967 - 1980 1 episode, 2017 |
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 | Kristen Stewart | - | Herself 1 episode, 2017 |
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 | Tilda Swinton | - | Herself 1 episode, 2017 |
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| Brooke Terry | - | Herself - COCA Dance Student 1 episode, 2017 |
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| Rebecca Vaudreuil | - | Herself - Music Therapist 1 episode, 2017 |
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| Melissa Walker | - | Herself - Healing Arts Coordinator 1 episode, 2017 |
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| George R. Willeman | - | Himself - Nitrate Film Vault Manager, Library of Congress 1 episode, 2017 |
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 | Larry Wilmore | - | Himself - Writer / - 1 episode, 2017 |
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 | Edward Zwick | - | Himself 1 episode, 2017 |
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