Denis Leary as Jack Hanaway

Terence Stamp as Fred Moore

Aitana Sánchez-Gijón as Vicky Rivas

Michael Badalucco as Eddie Bianco

Danny Nucci as Cousin Matt

Gene Canfield as Joey

Marj Dusay as Mrs. Moore

Neal Huff as Howard

J.K. Simmons as Mr. Shulman

Justin Lazard as Lenny

Rocco Sisto as Ilm Zamsky

Jimmy McQuaid as Young Howard

Murphy Guyer as Howard's Boss

Paul Eagle as Landlord

Fiddle Viracola as Aunt Ethel

Jeremy Webb as Hampton's Waiter

Gregory Scanlon as Valet

Gary DeWitt Marshall as Broken Ivory Bartender

D.C. Benny as Comedian

Moira Kelly as Vera

Patrick Boll as Porter