High Five Hot Mess Podcast

They Quit Great Jobs, Pulled Their Kids from School & Hit the Road

1 h 30 min · 27 de abr de 2026
Portada del episodio They Quit Great Jobs, Pulled Their Kids from School & Hit the Road

Descripción

What happens when two successful parents in their 40s walk away from stable careers, pull their kids out of school, and spend two years living on the road? Hilary is back on High Five Hot Mess to tell the truth about long-term van/RV life with kids — and it’s not the filtered Instagram version. We talk about saving for years to make it happen, what people said when they announced it, homeschooling on the road, discovering their daughter’s dyslexia, marriage inside 300 square feet, campground showers, public laundromats, Arctic Ocean adventures, and what freedom actually costs. This episode is funny, honest, emotional, and full of the kind of reality nobody posts online. In this episode: * Why they quit high-paying jobs * Saving for years to chase one big dream * What family and friends really thought * Homeschooling while traveling full-time * Discovering dyslexia on the road * RV life expectations vs reality * Parenting inside a tiny space * Marriage under pressure * Swimming in the Arctic Ocean * Learning when to say yes—and when to say no If you’ve ever wondered what it would look like to leave the safe path and choose a different life, this one is for you. Listen / Watch Everywhere: YouTube: @highfivehotmesspodcast Apple Podcasts: High Five Hot Mess Spotify: High Five Hot Mess Podcast Instagram: @highfivehotmesspodcast

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