In this episode of Millennial Meets Gen Z: 90’s Edition, we watch and discuss Grumpy Old Men (1993), a wintertime classic full of rivalry, romance, and small-town charm. Allison brings the nostalgia, while Hannah experiences the film for the first time — with plenty of very Gen Z observations.

We talk through the rivalry between John Gustafson and Max Goldman, the arrival of Ariel, and why Hannah instantly connected with her character. Ariel’s independence, confidence, and warmth made her a standout, and Hannah quickly saw herself in her.

We also explore how the film balances humor with unexpectedly tender themes like aging, friendship, regret, and choosing joy later in life, while highlighting the iconic performances from Jack Lemmon, Walter Matthau, Ann-Margret, Burgess Meredith, and more.

Along the way, the episode veers delightfully off the rails with Hannah’s backpack being mistaken for a face by Zoom, a discussion of her extremely well-loved lucky stuffed dog, and a Gen Z interpretation of John’s fishing habits that briefly turns him into an “environmentalist baddie.”

We close by teasing what’s next as we move into a Robin Williams chapter with Hook.

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