Billy Madison, Happy Gilmore, The Wedding Singer, The Waterboy, Big Daddy, and Little Nicky

What a great run for a comedian in film. Every one of them brings his comedic vision to the big screen in such a genuine way. They all feel like a hungry young comedian who wants to leave his mark. I still like many of his comedies from the 00s (especially Mr. Deeds and 50 First Dates), but those six are the reason I’m an Adam Sandler fan to begin with.

Also, he’s an EXCELLENT dramatic actor, but that deserves its own post.