It stars Adam Sandler in the title role, Bradley Whitford, Bridgette Wilson, Norm Macdonald, Darren McGavin, Mark Beltzman, and Larry Hankin.

[1] Despite receiving mixed reviews from critics at the time of its release, the film is now considered one of Sandler's best and has garnered a cult following over the years.

Refusing to study or learn the business as his father wants, Billy spends his days hanging out with his friends, drinking to excess, and causing all manner of disturbances across his family's estate.

Both men excel in different activities, but Billy manages to take a single-point lead before the contest's final event, a Jeopardy!-style academic test.

Billy gives a completely dimwitted answer for the opening question in the event, but when asked to pick the next category for Eric, chooses business ethics.

Eric then tries to kill Veronica with his loose arm before getting shot in the buttock by Danny McGrath, a rifle-wielding madman whom Billy apologized to earlier for bullying him years ago.

At his graduation ceremony, Billy, realizing that he is not mature enough to replace his father, announces he will pass ownership of Madison Hotels to Carl Alphonse, Brian's more polite and loyal operations manager, before stating his intention to get a teaching certificate.

[6] The Madison's Mansion exterior and grounds were shot at the Parkwood Estate in Oshawa while the interior was filmed in Casa Loma in Toronto.

[14] Owen Gleiberman also panned the film, saying "By the end, you feel like a drill sergeant — you want to wipe that stupid grin off Sandler's face".

"[17] Brian Lowry of Variety also gave the film a mixed review, saying "There are a few bursts of sheer, irresistible idiocy — along the lines of 'Wayne's World' or even 'Pee-wee's Big Adventure' — but not enough to sustain the more arid stretches.

"[18] Billy Mowbray of Film4 gave the film a positive review, writing: "When you get that Sandler's comedic persona is meant to be annoying, like Beavis and Butt-Head or Cartman, the laughs come thick and fast".