👉 | Adam Sandler, Kristin Kreuk
Billy Madison (Adam Sandler) is back, now middle-aged and still the same lovable goofball. After decades of running the Madison hotel empire, his carefree lifestyle is disrupted when a young, ambitious competitor, Vanessa Drake (Kristin Kreuk), threatens to acquire his father’s legacy. Vanessa challenges Billy to modernize his outdated business practices or risk losing everything.
Desperate to prove himself, Billy decides to enroll in college to gain the skills he needs. His return to school is filled with hilarious moments as Billy struggles to navigate the world of social media, group projects, and tech-savvy Gen Z classmates. Despite his antics, he finds unexpected allies in his professor and a group of quirky students who teach him as much about life as they do about business.
Meanwhile, Vanessa reveals she isn’t as ruthless as she seems and has her own reasons for wanting to succeed. As the tension between them builds, a comedic rivalry turns into mutual respect—and even a hint of romance.
In the final showdown, Billy must pitch his bold new hotel concept to a panel of investors, using his unique charm and creativity to win them over. With the company saved, Billy proves that staying true to yourself is always a winning strategy.