x

75% of people globally want unbiased news (Pew Research) but are concerned they're not getting that.

Get balanced coverage with Symby. See how stories are covered across diverse outlets and spot when one side covers a story the other skips.

PODCAST

The Career Flipper Podcast

Thinking about making a career change but have no idea where to start? You’re not alone. Welcome to The Career Flipper, the podcast for anyone wondering, "What else is out there?". I’m Jenny Dempsey—your host and a fellow career flipper. I didn’t 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

business careers

All Episodes

00:46:29

From corporate marketing to chateau owner & event...

The Career Flipper Podcast ·

2025/06/26

Sometimes a joke turns into a new life.Trish Jasinski had built a fulfilling, decades-long career in corporate marketing—and she really loved it. But during the pandemic, while working remotely from a very tiny Paris apartment, she started joking with friends that châteaux in the countryside were cheaper than her shoebox of a flat.Just for fun—and with zero plans to actually buy—she went château shopping.And then it happened. She stepped into Château de Gère, a 14th-century stone fortress tucked

en

00:13:28

Cocoon Conversation for June 2025

The Career Flipper Podcast ·

2025/06/24

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

en

00:45:04

From software engineer to chocolate maker, meet Case...

The Career Flipper Podcast ·

2025/06/19

What happens when a software engineer follows a sweet little spark of curiosity all the way to the farmer’s market? In this episode, host Jenny Dempsey chats with Case Sandberg, founder of San Diego Chocolate Co., about what it really looks like to leave a stable tech job and step into the (often melty) world of handcrafted chocolate.We talk about perfectionism, pivoting with purpose, building something from scratch, and why your next chapter doesn’t need a polished plan — just a little momentum and

en

00:50:15

From Guest Experience Manager with Cirque du Soleil...

The Career Flipper Podcast ·

2025/06/12

Today’s guest is Carolene Méli, a ghostwriter for live entertainment executives and whose career has been anything but predictable.She started out studying nutrition, but what followed was a 20-year adventure in the live entertainment world. Carolene spent 11 of those years as the Guest Experience Manager of VIP Experiences at Cirque du Soleil, traveling to 17 countries, managing six different shows, and creating magical behind-the-scenes moments for audiences across the globe.Then—like so many of

en

00:36:00

From politics to nonprofits to executive coach, meet...

The Career Flipper Podcast ·

2025/06/05

This week, Jenny chats with Katie O’Malley, founder of Encourage Coaching, whose career path took her from the world of politics and nonprofits to coaching individuals from underrepresented communities into leadership roles. Katie’s story is one of heart, grit, and staying deeply connected to her “why.”Together, they dive into the emotional side of career pivots, what it takes to build a business that actually cares, and how listening, real, intentional listening, can be the most powerful tool for

en

00:43:30

From renaissance faire merchant to cartographer, meet...

The Career Flipper Podcast ·

2025/05/29

In this episode of The Career Flipper, I chat with Jenna Leveille, who went from working as a merchant in the travelling Renaissance Festival circuit to becoming the Deputy State Cartographer of Arizona and now she’s the VP of State and Local Government Strategy at a mapping company. But this journey? It’s anything but straight. Jenna’s path weaves through non-traditional college years, a detour into zoology (because saving the world felt like a good place to start), and finally landing in the world

en

00:15:31

Cocoon Conversations: My Career Flip Progress for May...

The Career Flipper Podcast ·

2025/05/27

In this episode of "Cocoon Conversations" on the Career Flipper podcast, I, Jenny Dempsey, take you along on my career journey. This year, I’ve committed to opening up about my own career flip, just as I encourage my guests to do. So here we are, in May 2025, and I can hardly believe it’s been four months since I started my current day job. It feels surreal to say that, especially considering I was laid off for two years before this.During this time, I’ve been balancing my full-time job with

en

00:44:14

From academia to holistic canine nutrition, meet...

The Career Flipper Podcast ·

2025/05/22

In today’s episode, we’re talking with Alexia, a holistic canine nutritionist who made an unexpected career flip, thanks to her dog. Alexia started her journey deep in the world of academia and art in the sustainability sector, researching, writing, and painting. But then her dog (yes, her sweet pup, Lucky) flipped her whole life upside down in the best way possible.Now? She helps dogs thrive, feel better, eat better, and live longer—with a perfect blend of heart, soul, and science. It’s the

en

00:40:10

From psychology to real estate to artist, meet...

The Career Flipper Podcast ·

2025/05/15

In this episode of The Career Flipper Podcast, host Jenny Dempsey chats with Victoria Tara, a Ukrainian-born contemporary artist based in Miami with a story that’s full of heart, bold choices, and beautiful color (literally and figuratively).Victoria shares her journey of flipping from a career in psychology and real estate and interior design to becoming a full-time artist. She opens up about the inspiration behind her vibrant paintings, how spirituality and meditation shape her creative process,

en

00:53:25

From corporate HR to HR consultant, meet Megan Pawlak

The Career Flipper Podcast ·

2025/05/08

Let’s just say Megan Pawlak did not take the straight path to becoming a powerhouse HR consultant. She started out in food service, rolled through the corporate world, and eventually said, “Yeah... I think I’ll start my own thing.”Now she runs Benandanti Consulting, helping early-stage startups grow without turning into soul-sucking corporate machines. She’s a pro at finding the right people, saying the quiet parts out loud, and reminding companies that “professional” doesn’t have to mean

en

00:40:53

From neuroscientist to startup entrepreneur to...

The Career Flipper Podcast ·

2025/05/01

In this episode of the Career Flipper podcast, Jenny Dempsey chats with Brian Feretic about his journey from being a neuroscientist to becoming a resin artist and entrepreneur. Brian opens up about how he dealt with layoffs, found his passion for plants, and even started a social marketplace for plant lovers. He talks about the ups and downs of switching careers, the importance of taking a step back to reflect, and how he rediscovered his love for art. This episode is all about the power of

en

00:17:10

Cocoon Conversations: My Career Flip Progress for...

The Career Flipper Podcast ·

2025/04/29

In this April 2025 "cocoon episode" of the Career Flipper podcast, host Jenny, gets real about her own story of jumping back into the corporate world after being laid off. She chats about how she juggles her day job with her creative side gigs and why giving yourself a second chance is so important. Jenny shares those little moments of joy she finds in her weekend projects and opens up about why she decided to add ads to the podcast to help with expenses. Her story is all about change, bouncing

en

00:40:50

From middle school teacher to furniture restoration,...

The Career Flipper Podcast ·

2025/04/24

Tonya Cassidy has been a middle school teacher near Piedmont, North Carolina, for her whole career — and she loves her students. But on the side? She’s been running Appaloosa Artisans, her furniture restoration business, creating seriously gorgeous pieces for her clients. And now, with retirement on the horizon, Tonya’s getting ready to take her furniture business full-time — which is kind of wild considering how unexpected this whole path was. But if you’ve seen her work on Instagram, you’d swear

en

00:37:40

From corporate banking manager to house flipper, meet...

The Career Flipper Podcast ·

2025/04/17

In this episode of The Career Flipper podcast, host Jenny Dempsey sits down with Alex Ferro of Winston-Salem, North Carolina. He opens up about his career shift from corporate banking to real estate — and the personal journey that led him there. After his dad passed, Alex started questioning what success really meant to him. He realized that climbing the corporate ladder wasn’t cutting it anymore — he wanted more freedom, more purpose, and a better balance in life.Alex shares how he navigated the

en

00:34:52

From academia to marketing writer, meet Hannah Slack

The Career Flipper Podcast ·

2025/04/10

In this episode of the Career Flipper podcast, host Jenny Dempsey chats with Hannah Slack, from Sheffield, England. She is a freelance writer who made the leap from academia to marketing. Hannah, who holds a PhD in history, opens up about her journey of stepping away from academia because of mental health challenges and finding her groove in freelance writing. She talks about the early hurdles of freelancing, why patience is key, and how crucial it is to have a support network. The episode dives

en

00:50:21

From mail carrier to customer experience leader, meet...

The Career Flipper Podcast ·

2025/04/03

Today on The Career Flipper, host Jenny Dempsey is chatting with Michael Mattson, whose career journey is a perfect example of how small, intentional shifts can lead to massive transformations. Michael started out as a mail carrier, delivering letters door to door—and yes, getting to pet all the dogs along the way! But beyond the friendly pups, he saw firsthand the importance of both customer and employee experience, which set him on a path of discovery and career growth.With a high-empathy mindset,

en

00:39:54

From corporate marketing to independent publisher,...

The Career Flipper Podcast ·

2025/03/27

In this episode, host Jenny Dempsey is sitting down with Carol Pearson from Bay City, Michigan—founder of 10 Little Rules, an independent publishing house. Carol’s career journey has taken plenty of twists and turns. She started in corporate PR and marketing, moved into freelancing, and eventually built her own publishing business. But this conversation isn’t just about career changes—it’s about life changes, too. Carol opens up about navigating divorce, losing both of her parents, and how those

en

00:17:24

Cocoon Conversations: My Career Flip Progress for...

The Career Flipper Podcast ·

2025/03/25

In this episode of the Career Flipper podcast, our host Jenny Dempsey gets real about her journey back to full-time work after being laid off for two years. She opens up about the tough times she faced while applying for over 400 jobs and how each rejection hit hard, making her question her identity, which was so tied to her career. Jenny also talks about her adventures in flipping furniture and podcasting, highlighting how important it is to have the mental space to chase your passions. She sees

en

00:51:16

From model to tech entrepreneur, meet Julie Hanell

The Career Flipper Podcast ·

2025/03/20

In this episode of the Career Flipper podcast, Jenny Dempsey chats with Julie Hanell, who's originally from Switzerland, lived all over and has had quite the diverse career path. Julie's done it all—from modeling to running a coffee shop in South Africa, starting a tech company aimed at empowering women, and working in talent acquisition. Nowadays, she's the head of growth at a global company and also co-hosts the She Hustles podcast, which is all about supporting female entrepreneurs. In this

en

00:47:57

Navigating career change: growth, identity and...

The Career Flipper Podcast ·

2025/03/13

Changing careers isn’t just about updating your resume—it’s a big, emotional transition that can shake up your sense of identity, self-worth, and even how you move through the world. In this episode, career flipper host Jenny Dempsey sits down with Licensed Professional Counselor, Katie Asmus, founder and director of the Somatic Nature Therapy Institute headquartered in Boulder, CO, to dive into the rites of passage that come with career shifts, the power of listening to your inner voice, and why

en

87 results

Similar Podcasts

TaxTalent.com The Golden Rule Podcast

Adam Golden

TaxTalent.com Podcast

Tony Santiago

Handelsblatt Crime - spannende Streitfälle der deutschen Wirtschaft

Ina Karabasz, Solveig Gode, Sönke Iwersen

Deffner und Zschäpitz – Der Wirtschafts-Talk von WELT

WELT

Black Box - La scatola nera della finanza

Guido Brera e Gian Luca Comandini -...