What do Prada backpacks, prom dates, and unclaimed pearls have in common? In this episode of 82 Toothpicks, we're diving into 10 Things I Hate About You to uncover the estate planning lessons hidden beneath the teen drama and Shakespearean banter.

It’s not just about high school heartbreak—when Kat and Bianca’s mom is mysteriously absent, the real question becomes: who gets what, and why? Ethan, Thad, and Joselyn unpack the subtle (and not-so-subtle) legacy themes in this '90s favorite, including sibling squabbles over heirlooms, the importance of clarity in who owns what, and how often families are left guessing when there’s no estate plan in place.

Alongside quoting their favorite lines and debating who really won the movie trivia showdown, the hosts highlight why even the lightest teen comedies can reflect real-life estate issues—especially when someone’s “just helping themselves” to mom’s pearls from the drawer.

💼 Estate planning keywords: inheritance, family dynamics, missing parent, personal property disputes
🎬 Featured film: 10 Things I Hate About You
🕰️ Highlights:

• [21:22] Missing parent = messy assumptions

• [22:26] “I found them in a drawer” – why that doesn’t hold up in court

• [28:11] Movie gets a surprising “laugh-cry-think” score from the team

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