Peter and Andrew unpack Gil Junger's 1999 teen romantic comedy 10 Things I Hate About You, exploring how its smart adaptation of Shakespeare’s The Taming of the Shrew and its fast-paced, trope-filled character dynamics made it a defining film of the era. They discuss the film’s themes of teenage rebellion, dating expectations, and high school social hierarchies, and debate whether its stylized view of late-90s youth still resonates in a modern world.

In their remake scenarios, they tackle a structural challenge: How do you adapt a story about high school dating for families? Could it work as a much darker, R-rated thriller? What would a no-budget, one-location Breakfast Club-style version look like? Would it be better as an ongoing TV series about the fallout of Cameron's disastrous first date, or a sketch-comedy anthology of modern Shakespeare adaptations?

The hosts also celebrate their 30th episode by handing out awards to their past ten covered films, and share their current viewing habits, including The Celebration (Festen) and Deliver Me From Nowhere, while referencing Clueless, American Pie, The Breakfast Club, Milk and Cereal, and Fight Club in their discussion.

Topics covered: The value of Dogme 95 filmmaking restrictions, the challenges of writing realistic high school movies, the benefits of shooting a short film in Iceland, and why some movies are highly rewatchable and enjoyable even if they aren't considered traditional masterpieces.