Tim Curry
Played villains in: The Rocky Horror Picture Show (1975), It (1990), Home Alone 2: Lost in New York (1992).
On the big screen, Tim Curry mostly played bad guys. Because of how great his job as Pennywise was, some easily-impressed viewers still can’t sleep well.
Aside from his movie career, Tim Curry was quite successful on the theater stage, and also as a voice actor. An interesting fact is that thanks to a very specific tone in his voice, the actor mostly voiced villains. So, in video games, Frankenstein and even Satan speak with his voice. In 2012, he had a massive stroke, and is now disabled.
His Satan character was so beautifully done it puts the Penny-wise costume to shame.