Alan is a gambler desperate to erase the huge sports debt he owes to a cruel but quirky Chicago mobster.
Len Austrevich
Alan Fleck

Richard Jeni
Rich the Bookie

Rick Overton
Thadeus Wrazinski
Robert L. Hines
Robert L. Brown
Sara Rehnmark
Cheryl

Dana Gould
Therapist

Larry Miller
Peter Vondra
Joe Farina
Tim

Richard Portnow
Ed Thorton

Andy Dick
The Wire

Michael Rivkin
Toadie
Gary Ryder
Ted
Daniel Allar
Charlie

Lin Shaye
Martha the Bookie

Dan Castellaneta
Dan the Bookie
