#5 Robert Downey Jr.
With two nominations for Chaplin in 1992 and for Tropic Thunder in 2008, Robert Downey Jr. could have won an Oscar. And yet, he didn’t. We sure love him as an actor but his light-hearted role of Tony Stark in Iron Man will never convince the Academy he’s worthy of an Oscar. We certainly have high hopes for Robert Downey Jr. Let’s just hope one day he’ll have a Ben Affleck moment too.