Paul Thomas Anderson Director, Screenwriter, Producer Leonardo DiCaprio Bob Actor Sean Penn Col. Steven J. Lockjaw Actor Chase Infiniti Willa Actor Benicio del Toro Sensei Sergio St. Carlos Actor Teyana Taylor Perfidia Actor Regina Hall Deandra Actor Tony Goldwyn Virgil Throckmorton Actor James Downey Sandy Irvine Actor Wood Harris Laredo Actor Alana Haim Mae West Actor Starletta DuPois Gramma Minnie Actor D.W. Moffett Bill Desmond Actor Paul Grimstad Sommerville Actor James Raterman Danvers Actor Shayna McHayle Junglepussy Self Adam Somner Producer Sara Murphy Producer Will Weiske Executive Producer