From Hustle to Highway — The Willards’ Story of Living Intentionally
“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
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
If this conversation resonates, forward it to a friend or colleague. Insight is meant to be shared.
This episode of Outside Insights is brought to you by Placers — a values-led staffing and workforce solutions company helping businesses and individuals reach their highest potential. Whether you’re looking to build a more flexible workforce or take the next step in your career, Placers is your partner in creating what’s next. Learn more at myplacers.com.
If you found this conversation with Rose & Glynn insightful and valuable, make sure to subscribe to Outside Insights, with the links below, for more enriching discussions on entrepreneurship, creativity, and mental health. Join our community of entrepreneurs and thought leaders, and let’s grow together! You can subscribe to the podcast wherever you find your podcasts and on YouTube.
If you enjoyed this, I recommend listening to these past Outside Insights Podcast episodes:
From Engineer to CEO: The Calculated Risks That Built a Business – Episode 62
Born to Be Made: Building the MUSCLE of Leadership with Dr. Bryan Deptula – Episode 61
Peter Samuelson on Finding Happy, Paying It Forward, and Why Empathy Still Wins – Episode 60
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