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The Career Flipper PodcastAuthor: Jenny Dempsey
Thinking about making a career change but have no idea where to start? Youre not alone. Welcome to The Career Flipper, the podcast for anyone wondering, "What else is out there?". Im Jenny Dempseyyour host and a fellow career flipper. I didnt plan on changing careers, but after years in customer experience and a surprise layoff, I found myself asking, "How do people actually make big career moves? And more importantly, how do they keep going when it gets messy, overwhelming, and scary?" That curiosity led me to just ask people who have done it. To have real, honest conversations with people from all over the world whove made all kinds of career flips. Whether they started over in a new industry, turned a side hustle into a full-time gig, or made a total 180 to do something they actually love, their stories gave me ideas, inspiration, and even a little courage - so I figured they might give that to you too. Be sure to subscribe on your favorite podcast platform for new episodes every Thursday. Got your own flip story? Id love to hear it! Submit your story for a future episode at https://www.thecareerflipper.com Follow on Instagram: @thecareerflipperpod You dont have to have it all figured out. Just take that first step. What's the best that could happen? Language: en Genres: Business, Careers, Entrepreneurship Contact email: Get it Feed URL: Get it iTunes ID: Get it Trailer: |
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2025 Podcast Recap: Gratitude, Growth & a Misspelled Logo
Episode 78
Thursday, 6 November, 2025
In this heartfelt season wrap-up, host Jenny Dempsey reflects on everything The Career Flipper has become, and everyone who made it possible. What started as a personal experiment after being laid off has turned into a global community of second-chancers, dreamers, and brave souls rewriting their stories one imperfect step at a time.Jenny shares highlights from 2025: from a bartender in the Caribbean to a software engineer turned chocolate maker, and the lessons she’s learned from 86 incredible guests who have become unexpected mentors. She also opens up about juggling her full-time job, flipping furniture, grieving, and laughing her way through life, including the story of how she accidentally printed her misspelled logo on every piece of marketing material before her first big event.This episode is honest, funny, and full of gratitude, a love letter to everyone who’s ever listened, shared, or dared to flip their own story.What You’ll Hear:The evolution from Season 1 (post-layoff chaos) to Season 2 (balancing full-time work + creative passion)Key takeaways from this year’s most inspiring guestsThe hilarious Canva logo fiasco at Jenny’s first vendor eventWhy messy beginnings still count as beginningsA peek at what’s next for The Career Flipper in Spring 2026 THANK YOU FOR LISTENING, SUBSCRIBING, FOLLOWING, REVIEWING! I love and appreciate you all! 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? Whether you’re in the messy middle or celebrating the other side, I’d love to hear it and maybe even feature you on the show. Submit your story here: thecareerflipper.com. Want to support the show or work together? Book me to speak about career change at your next event, collaborate through sponsorships or affiliates or got another idea? Drop me a note at hello@thecareerflipper.com Bonus: If you’re in customer experience or building your own business, check out my online courses. Before I started flipping my life and furniture, I led CX teams and created training that’s helped over 12,000 students worldwide. Learn more at thecareerflipper.com/courses. 🎵 Music Credits Season 1: Intro & outro music by Audionautix.comSeason 2: Original music by yours truly, Jenny Dempsey, recorded in my home studio And hey, remember my favorite question: What’s the best that could happen? 💫
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