Tossup between Happy Gilmore and Billy Madison. Went with the former because I enjoy the plot more. He's trying to save his grandma's house, for fuck's sake!
Really surprised there is not a single vote for Big Daddy. It's #3 for me out of the options presented. Speaking of which, the fact this poll came out in 2006 and no new additions would make the cut today is a reminder of how much terrible shit he's released in the last 15 years.
Uncut Gems aside, that is.