5 Best Rom Coms of the 2000s | Knicks Sweep 76ers, Lakers Get Swept | Rabbit Hole Roundup 122

5 Best Rom Coms of the 2000s | Knicks Sweep 76ers, Lakers Get Swept | Rabbit Hole Roundup 122

May 12, 2026 · 39 min

About this episode

Jared Weiss discusses his top 5 romantic comedies of the 2000s, shares motivational insights, and provides a sports recap.

In today's edition of the Rabbit Hole Roundup we're diving into one of my favorite top 5 lists yet… my Top 5 Rom Coms of the 2000s. And trust me these aren't just random cheesy movies. These are the rom coms that actually balance hilarious comedy with real emotion and authentic relationships. I'm talking classics and I break down the funniest scenes, the emotional moments that hit the hardest, and why these movies still hold up years later. Then I shift into a powerful clip from Cole DaSilva about being fully yourself and not watering down your personality to fit in. Whether it's loving old Nickelodeon shows, blasting carpool karaoke, sports, or just embracing your weird side, this segment is all about finding people who match your energy instead of shrinking yourself for others. After that I get into a deep message from Vex King about patience, delayed success, and building something that actually lasts. Branching off that topic I answer a powerful question from Andy Grammer: “How do you keep showing up for your goals when it feels like nothing is working?” I talk about overcoming invisible battles, staying grounded in purpose and how motivational music can…

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