Cocoon Conversation for June 2025

Episode notes

In this episode of "Cocoon Conversations," host Jenny Dempsey gets real about the emotional rollercoaster of juggling her career and furniture-flipping side hustle. She spills on burnout, imposter syndrome, and the chaos of pricing her art (“Am I worth it?!”). Jenny shares her messy, vulnerable moments—singing to her furniture, doubting herself, and still showing up. She reminds us that spirals aren’t failures, but part of the process, and that confidence is more like a flickering patio light than a spotlight. It’s raw, relatable, and a little unhinged—in the best way. Thanks for tuning in to The Career Flipper ! If this episode made you think, laugh, or feel a little braver about your own flip, do me a favor: Share it with a friend ⭐ Subscribe or follow wherever you listen Leave a quick review! It helps other career flippers find our little corner of the internet. Let’s stay connected: Instagram: @thecareerflipperpod for all things podcast LinkedIn: The Career Flipper Podcast And if you want to see my career flip furniture flips in real life, follow me at @sandiegofurnitureflipper Submit your story: Have a career flip story?