Elijah Wood as Aaron Feller

Chris Klein as George Rifkin

Ginnifer Goodwin as Molly Rifkin

Ally Sheedy as Dr. Reynolds

Jon Bernthal as Jams Dixon

Elisabeth Moss as Patricia

Sofia Vassilieva as Mara

John Rothman as Rifkin's Father

Robert Hogan as Senior Partner

Clark Middleton as Porn Clerk

Jordin Ruderman as Liberal Woman at Party

Charlene Biton as Peep Show Girl

Adam LeFevre as Client

Malachy Cleary as Oncologist

Jon David Casey as Pimp

Jamison Stern as First Gay Man

Phil Burke as Second Gay Man

Michelle DiBenedetti as Prostitute

Amir Arison as Lawyer

Ian Kahn as Liberal Man at Party

Tanya Clarke as Mara's Mom (uncredited)

Aran Bertetto as Bar Patron (uncredited)

David Lee Denny Jr. as Bar Patron (uncredited)

Melissa Goodwin Shepherd as Rifkin's Sister (uncredited)