This week, we’re diving into the two Adam Sandler comedies that launched his career: Billy Madison and Happy Gilmore. Whether you grew up quoting “O’Doyle rules” or shouting “the price is wrong, bitch,” these movies are forever burned into our brains. We break down what still works, what doesn’t, and whether these chaotic man-child stories hold up in 2025. Plus, we share some wild behind-the-scenes facts, favorite quotes, and the surprising heart hidden beneath all the yelling and nonsense voices.

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Music courtesy of Vince Sasso of the Vince Sasso Trio

(check them out on Instagram! @vincesassotrio)