Dirty Rotten Scoundrels (1988)

"Nice guys finish last. Meet the winners."

Con artist Lawrence Jamieson is a longtime resident of a luxurious coastal resort, where he enjoys the lavish fruits of his deceptions -- that is, until a competitor, Freddy Benson, shows up. When the new guy's lowbrow tactics impinge on his own sophisticated work and believing him to be the infamous conman 'The Jackal', Lawrence resolves to get rid of him. Confident of his own duplicitous talents, he challenges Freddy to a winner-takes-all competition: whoever swindles their latest mark, American heiress Janet Colgate, out of $50,000 first can stay, while the other must leave town.