Thirty years later, the comedy classic’s chill menswear feels more relevant than ever. “I was kind of dressing him as if I wanted him to be cute to college girls,” director Tamra Davis tells GQ.

Sandler's first proper post-SNL success set the character template he and others would mine, with greater or lesser success, for the next three decades. In Billy Madison, Sandler plays the titular ...

All of Netflix’s upcoming movies and TV shows pale in comparison to the mightiest of mighty releases hitting the streaming ...

Better reviews from critics and fans led to nearly double the box-office intake of "Billy Madison." ...

Adam Sandler knew he had a talent for breaking people up when he was a kid. He was always trying out jokes and gags at the ...

Myung J. Chun via Getty Images Adam Sandler went full Billy Madison during a bit at the 2025 Academy Awards on Sunday night. During his opening monologue, Oscars host Conan O’Brien took it upon ...

Photo illustration by Zachary Scott for The New York Times NBC In 1990, Lorne Michaels hired Adam Sandler for “Saturday ... name with a leading role in “Billy Madison” in 1995 and later ...

All of Netflix’s upcoming movies ... in the Happy Madison production Joe Dirt, it’s not out of the question that Happy Gilmore 2 could be a conduit to the multiverse of Adam Sandler movies.

Adam Sandler losing his cool at the 97th Academy Awards Sunday night. Myung J. Chun via Getty Images Adam Sandler went full Billy Madison during a bit at the 2025 Academy Awards on Sunday night.