Prom vs Regionals?! The Parenting Dilemma Every Family Understands + Chewy’s Weekend Chaos

Jen, Gabe & Chewy dive into a real-life parenting dilemma that hits way too close to home — what do you choose when two once-in-a-lifetime moments collide? Jen shares the emotional decision her family is facing as her daughter qualifies for regionals… the same weekend as prom. It sparks a bigger conversation about priorities, memories, and the tough calls parents have to make. Meanwhile, Chewy delivers peak chaos with stories from his weekend in Florida — from soccer matches to questionable post-game conditions — and the crew brings it all back to the everyday madness of balancing life, kids, and commitments. This hour is packed with: The prom vs sports debate every parent fears Chewy’s unfiltered weekend stories Relatable family chaos and decision-making The kind of moments that make this show feel real Because sometimes… there’s no right answer.