Jill and Randy Shepard describe Workamping and running a business in Episode 323

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Today, I’m joined by a dynamic duo who turned a one-year RV experiment into a full-time lifestyle and a thriving business.
Jill and Randy Shepard have gone from a hesitant beginning, when Randy was practically dragged into RV life, to becoming seasoned full-time RVers. Today they help campground owners streamline their operations and unlock new sources of revenue.
From managing spreadsheets in the front seat of their motorhome to helping campground owners to optimize operations, Jill and Randy have discovered how to blend remote work with hands-on Workamping in a way that’s both profitable and deeply fulfilling.
Whether you’re thinking about Workamping for the first time or dreaming of launching a business from your RV, this episode is full of inspiration and actionable insights you won’t want to miss.
What started as Jill’s plea for a one-year RV trial turned into a five-year adventure that reshaped both their personal and professional lives.
Their company, Pop Knows Campgrounds, provides remote accounting, systems analysis and business consulting services tailored specifically for campground owners.
Jill brings her background in accounting and business analysis, while Randy handles tech, training and documentation. Together, they offer campground clients a powerful combination of financial clarity and operational efficiency.
I was particularly struck by their ability to see opportunity everywhere. For example, they identify untapped income streams, like in-park pizza delivery and ozone RV cleaning, to helping campground owners prepare their businesses for sale.
Jill and Randy are not just business consultants; they’re problem solvers, educators and advocates for smart campground ownership.
Even more inspiring is how they’ve balanced their professional work with meaningful Workamping gigs. Jill runs remote operations from the RV while Randy hands out passes at a U.S. Army Corps of Engineers campground.
That flexibility allows them to stay close to family and hit the road when adventure calls.
If you’re an RV enthusiast dreaming about starting your own business, looking for a new way to work on the road, or a campground owner needing help with the behind-the-scenes chaos, you’ll definitely want to connect with Jill and Randy.
For more information, visit their website at PopKnowsCampgrounds.com.
This episode is sponsored by Workamper News. If you have more questions than answers when it comes to the Workamping and RVing lifestyle, then Workamper News can help
Listen to their free Workamping Q&A videos to get your questions answered. Each video answers questions submitted by folks, just like you, who are learning about the RV lifestyle, just getting started, or have been Workamping for a while.
The videos cover topics like what kind of Workamping jobs are out there, what do these jobs pay, tips for writing your Workamper resume, questions to ask an employer, what type of RV is best, how to get your mail as an RVer, and much more!
Listen to detailed answers now by watching the videos at workamper.com/answers.
In the description of each video, you’ll find a list of questions that were answered so you can quickly jump to the answers you want to hear.
Check out the free Workamping Q&A videos to get your questions answered today.
That’s all for this week’s show. Next time, I will be interviewing a business owner who has an income opportunity for technically-minded folks who love to travel and can relate with business owners and RV owners.
I’ll have more details on the next episode of The Workamper Show. Thanks for listening!