5 – Trading Places (1983)
Louis Winthorpe III – played by Dan Aykroyd in John Landis’ Trading Places – has it all. A beautiful, adoring fiancé, a charming British butler played by the late, great Denholm Elliott, and a hell of a lot of money. He may not have the most endearing of personalities, but if he really wanted to, he could probably just buy a new one.
So, as far as bad days go – the day he is robbed of absolutely everything is pretty high up the list. From being a smart, respectable businessman when he awakes, by the end of this fateful day, he finds himself without his beautiful, adoring fiancé. He no longer has a charming British butler played by the late, great Denholm Elliott, and he certainly doesn’t have any more money. What he is left with, however, is his distinctly unlikeable personality. Poor bloke.
