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Writer's pictureJenny Dempsey

Ep. #4: Caitlin Kennedy, Nurse to Furniture Flipper

I, Jenny, have picked up my furniture flipping skills by immersing myself in countless YouTube and Instagram videos by other creators. Watching other flippers has been incredibly inspiring, giving me new ideas for products and techniques to experiment with. When I came across a fellow flipper's post about her career transition, I knew I had to connect with her and feature her story on the show.

Meet Caitlin Kennedy - self-proclaimed "serial crafter". She decided to swap scrubs for paintbrushes and make a living flipping furniture. This episode is like catching her mid-metamorphosis, giving you an inside look at how she's navigating this exciting career pivot.



 

A nurse for over a decade, Caitlin has always dabbled in some sort of crafting to supplement her income. Crocheting, painting, and creating cool stuff kept her busy between shifts. But it was a $15 thrift store table that sparked the idea. She painted it, posted it, and boom—sold! That "aha" moment set her on a path where furniture flipping went from hobby to hustle.



Fast forward through some family collaborations and a strategic decision to build a nest egg through flipping before her second child arrived. Caitlin now navigating the wild ride of entrepreneurship with a toddler and a baby in tow. It's messy, it's chaotic, but it's her dream.

What's inspiring is Caitlin resilience and her knack for adapting. She's using social media like a pro to build her brand, showing off her transformations and engaging with a growing community of fellow flippers. Her journey isn't just about career change; it's about personal growth, finding balance, and making it work against all odds.


And let's not forget her honesty about the challenges—like those slow sales weeks and balancing family demands. It's not always glamorous, but Caitlin proof that with grit and creativity, you can make your passion your paycheck.


If you're thinking of flipping your own career script, Caitlin story might give you hope. It's about trusting your gut, embracing uncertainty, and knowing that every step forward counts, even the wobbly ones.


Connect with Caitlin



 

Thanks for reading this story on The Career Flipper Podcast!


Every week, I, Jenny Dempsey, chat with folks from all over the globe about their amazing career flips. I dive into stories from every industry imaginable—big flips, small flips, and everything in between, whether they were by choice or circumstance. Sharing these journeys makes me feel less alone in my own career flip from customer service manager to furniture flipper and podcast host, and I really hope it does the same for you.


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