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July 25, 2025 48 mins

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“It didn’t ruin anything. This was the most incredible memory — one I’ll take to my deathbed that can never be taken away.” — Rose Willard


What would it take to step away from a life that looks successful — but no longer feels like your own?

In Episode 63 of Outside Insights, I talk with Rose and Glynn Willard — entrepreneurs, parents, adventurers, and creators of Reset Your Journey. After building a thriving fitness business and moving into their dream home, they made a radical decision: to sell everything, buy an RV, and travel full-time with their kids.

Their story offers an honest, vulnerable look at how to bridge the gap between the life you’re living and the life you truly desire.

This isn’t just a story about RV living — it’s about:

  • Taking a “mini retirement” or earned pause to reset your priorities
  • Building a financially sustainable life of freedom without sacrificing security
  • Roadschooling and raising resilient kids outside the norm
  • Embracing discomfort, minimalism, and the unknown
  • Facing the challenges of reentry after living differently

We talk about everything from boondocking tips and mobile tech setups to how they sold their business — and why they sometimes question that decision. We explore how they protected their time, learned to slow down, and what they’d do differently if they started again.

Their journey holds lessons for anyone considering a sabbatical, navigating a career pivot, or wondering how to live with more intention — without losing everything they’ve worked for.

If you’ve ever asked yourself:

  • Could I live more simply?
  • What’s really keeping me stuck?
  • Is now the time to make a leap?

Then this episode is for you.

🎧 Listen to Episode 63
🌐 Explore their blog + videos: https://www.resetyourjourney.com

Whether you’re dreaming of a slower pace or simply curious about what it takes to redefine success — this is the conversation you need to hear.

Until next time, friends,
Chris

Mark as Played

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