Pendelton "Penny" Wise is a smooth-talking con-artist who scams people with phoney travel comp vacations over the phone when, desperate for more fast cash, he's called to work for a shady, veteran con businessman Kelly Grant. The situation takes a turn for the worst when Penny begins a relationship with Grant's mistress, Caitlin.
Vince Vaughn
as Pendelton Wise
Julia Ormond
as Caitlin Carlson
Ed Harris
as Kelly Grant
Rory Cochrane
as Joel
Wallace Shawn
as Gene
Stephen Tobolowsky
as Mick
George Wendt
as Archie
J.J. Johnston
as Lloyd
Jeannetta Arnette
as Cheryl
Shishir Kurup
as Sujat
Tom Wright
as Marvin Sanders
Romany Malco
as Zeke
