The Career Flipper Podcast

2025 Podcast Recap: Gratitude, Growth & a Misspelled Logo

Episode Summary

2025 Podcast Recap: Gratitude, Growth & a Misspelled Logo

Episode Notes

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 guests
• The hilarious Canva logo fiasco at Jenny’s first vendor event
• Why messy beginnings still count as beginnings
• A 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!