Episode 377
April 14, 2026

Jessica Peacock – Workamping as W-2 employees and 1099 contractors

Today, I am speaking with a Workamper who makes a living through traditional Workamping jobs as well as by installing RV roof protection products. She also offers a warning about the difference between W-2 income and 1099 independent contractors.

Jessica Peacock is a full-time RVer who has spent the past three years traveling across 21 states while combining Workamping with independent contract work in the RV industry.

Jessica shares how she and her fiancé found a unique way to stay on the road by installing lifetime RV roof protection systems. It is a job that allows them to travel from location to location while earning income.

She also opens up about an issue many Workampers face, but don’t always fully understand until it is too late. That’s the difference between 1099 contractor work and W-2 employment.

Jessica explains how those differences can impact taxes, scheduling, overtime and overall job expectation. She discusses why it is so important to ask the right questions before accepting any position.

If you are considering Workamping or looking for creative ways to earn money while traveling, this conversation offers some valuable real-world insight.

Jessica’s story is a great reminder that the Workamping lifestyle offers incredible freedom, but it also requires awareness and preparation.

From her experience installing RV roof systems as a 1099 contractor, she has created a way to earn income while traveling to places most people never see.

At the same time, her challenges with 1099 versus W-2 employment highlight how important it is to understand how you are classified, how taxes are handled, and what that means for your income and workload.

She also reinforced the importance of asking detailed questions before accepting any Workamper position so there are no surprises when you arrive.

Beyond the work itself, Jessica clearly values the people she meets, the places she explores, and the sense of freedom that comes from living on the road.

She has experienced great employers and difficult situations, and those lessons have helped her build a better path forward.

If you would like to connect with Jessica or ask her questions about her journey, you can find her on Facebook under Jessica Lynn Peacock.

She is happy to help others who are looking to leave the traditional 9-5 lifestyle and explore the country through Workamping.

Today’s episode is sponsored by Workamper News. Much more than just a job-listing website, when you put the tools of this professional service into action, you’ll find out just how easy it can be to turn your Workamping dreams into reality.

A Workamper membership opens the door to a one-stop-shop for all-things Workamping. Being the original resource for Workamping, you’ll find the largest number of job listings, be able to connect with a community of Workampers, and view resources compiled by experts who have been enjoying the RV lifestyle for many years.

If you’re serious about leading a successful and enjoyable Workamping lifestyle, then membership is for you. Join today at www.workamper.com. Embark on new adventures today with the support of Workamper News behind you!

That’s all for this week’s show. Next time, I will be speaking with a wine expert from Nova Scotia who wants to help Workampers to enjoy more flavorful experiences by visiting local wineries.

I’ll have that interview on the next episode of The Workamper Show. Thank you for listening!

Want To Be Interviewed On The Workamper Show?

We are always looking for Workampers interested in sharing their story and Employers wanting to talk about their Workamper program. If you are interested in being on an upcoming episode of The Workamper Show, please schedule an interview with Greg!