Billy Madison is the 27 year-old son of Bryan Madison, a very rich man who has made his living in the hotel industry. Billy stands to inherit his father's empire, but only if he can make it through all 12 … Adam Sandler, Bradley Whitford, Josh Mostel, Bridgette Wilson-Sampras, Darren McGavin, Norm Macdonald, Mark Beltzman Added on Amazon Prime 2023-07-24. Youtube Trailer