Happy Gilmore 2: Comebacks, Chaos & Comedy on the Green

What happens when one of the most iconic sports comedies of the '90s gets a sequel nearly 30 years later? In this episode of Over the Teacup Sunday with Michael and Diane, we dive into the wild, nostalgic, and surprisingly heartfelt world of Happy Gilmore 2.

Adam Sandler returns as the hot-headed golf legend, joined by original cast favorites like Christopher McDonald (Shooter McGavin), Ben Stiller (Hal L.), and Julie Bowen (Virginia Venit)—alongside new faces like Bad Bunny, Benny Safdie, and Sandler’s own daughters. Directed by Kyle Newacheck and co-written by Sandler and Tim Herlihy, the film blends slapstick comedy with emotional depth as Happy fights to fund his daughter’s ballet dreams while facing grief, legacy, and a new generation of chaos.

We unpack the sequel’s biggest surprises, emotional turns, and outrageous cameos, while asking:

• Does nostalgia still work?
• Can a comedy sequel carry real emotional weight?
• And what does Happy Gilmore 2 say about aging, redemption, and second chances?

Grab your tea and join us for a conversation that’s equal parts hilarious and heartfelt. Because sometimes, the most unexpected comeback begins with just… one more thing before you go.

Find everything "One More Thing" here: https://taplink.cc/beforeyougopodcast