Michael Keaton as Nicky Rogan

Robert Downey Jr. as Steven Schwimmer

Ari Graynor as Laurel Rogan

Griffin Dunne as Elliott Litvak

Bebe Neuwirth as Joanna Bourne

Shalom Harlow as Paisley Porter

Nadia Dajani as Renee Simons

Harris Yulin as Peter Redmond

Catherine O'Hara as Lillian Rogan

Tom Aldredge as Michael Rogan

Roger Rees as Jack Haskins

Ken Barnett as Young Waiter

Lillias White as Toyota Moseby

Amir Ali Said as Matthew

Rock Kohli as Ramaswamy Choudhry

David Guion as Voice of Lone Eagle

Zack Abramowitz as Bar Patron #1

Patrick Ssenjovu as Ibrahim Moshoeshoe

Craig 'Radio Man' Castaldo as Radio Man (uncredited)

John Tormey as George, Georgie, Giorgio

Frank Ciornei as Anatoli Kaganovich

Uzi Parnes as Yehoshafat Bodenheim

Neal Jones as Yessiree Bob

Andrew Benator as Restaurant Worker

Paul Woodburn as Restaurant Worker

Arnie Burton as Actor / Waiter

Harry Bugin as Dodgie

Bobby Steggert as Son in Play

Wade Mylius as Bathroom Fighter #1

Eric Zuckerman as Bathroom Fighter #2

David Guion as Lone Eagle (voice)

Bern Cohen as Hasidic Rabbi (uncredited)