Connect with Penny: https://www.linkedin.com/in/pennycrispellrose/
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In this episode of Nomads 50+, host Chris Kalaboukis speaks with Penny Rose, a CPA for nomadic creators who swapped a stable career and house life for the open road. After working as a forensic accountant for the FBI, Penny transitioned into entrepreneurship and full-time RV living at age 54—proving it’s never too late to reinvent your life.
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Penny shares how she and her husband timed their transition perfectly, leveraging his pension, their investments, and her new business to support their travels. They sold their home, paid off debt, and created a sustainable plan using the Profit First system, giving them the freedom to hit the road without financial stress. Their home base? A spot in an RV community in Florida—balanced with constant exploration across the country.
We also dive into the practical side of RV nomad life: traveling with their chocolate lab, Cooper, staying connected with a mix of Starlink, Verizon, and T-Mobile, and adapting to the challenges of running a virtual business from campsites. Penny also talks about the unexpected social benefits of the lifestyle—from reconnecting with old friends to building community with fellow RVers and online groups.
Her advice for aspiring nomads is clear: don’t wait until everything is “perfect.” Start a business or find a remote job first, make sure your income can cover your needs, and have a financial plan in place. With the right preparation, the freedom of life on the road is closer than you think.
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