Welcome to Season 2 of The Career Flipper! In this episode, host Jenny Dempsey kicks off the new season with a sneak peek into what’s coming your way. Expect more real stories from people around the world who’ve made career changes, from all industries and backgrounds. Jenny dives into the ups and downs of career flips, including personal struggles, wins, and advice you can actually use to make your own transition smoother.

In this season, we’ll explore topics like:

• How to figure out what’s next when you’re feeling totally stuck
• How to know if it’s the right time to take the leap or play it safe
• Managing money while chasing a new career path

Jenny’s in the middle of her own career flip and shares how every conversation with her guests helps her keep moving forward, even when things get tough. Tune in for stories, advice, and the real behind-the-scenes of career changes.

Important Links:

• Subscribe to the podcast so you don’t miss any future episodes!
• Want to share your own career flip story? Email Jenny at [email protected] to be featured in a future episode.
• Follow the show on Instagram: @thecareerflipperpod

Don’t forget to subscribe and share this episode with someone who might be ready for their own career flip!

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 [email protected]

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.com

Season 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? 💫

In this episode, host Jenny Dempsey reflects on the journey of her podcast, 'The Career Flipper,' sharing insights gained from interviewing various guests who have successfully navigated career changes. She discusses the importance of finding one's calling, transferring skills from past experiences, taking calculated risks, and the necessity of continuous learning and adaptation. Jenny emphasizes the significance of overcoming fear and self-doubt while balancing practical needs with the pursuit of dreams. The episode concludes with a message of encouragement for listeners to stay curious and brave as they embark on their own career journeys.

Takeaways

• The podcast started from a dream and a desire to connect.
• Hearing others' stories can normalize the messy journey of career changes.
• Your calling evolves and may be right under your nose.
• Skills from past jobs are transferable to new opportunities.
• Calculated risks are essential in career transitions.
• Learning and adapting are crucial for growth.
• Fear and self-doubt are common but can be overcome.
• Balancing practical needs with dreams is important.
• It's okay to take traditional roles while pursuing passions.
• Stay curious and brave on your career journey.

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 [email protected]

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.com

Season 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? 💫

What if you have a successful six-figure career but still don’t feel fulfilled? That’s exactly what Marina Movsissian from Paris, France, experienced. In this episode,  Marina shares her journey from a thriving marketing and sales career, including time with Google in Dublin and San Francisco, to starting her own coaching business, EmpowerMov. While juggling her full-time job, Marina began helping women in leadership through workshops, 1:1 coaching, and speaking events—work she now does full time.  

Beyond her career flip, Marina reveals how dance has been a transformative part of her story, helping her build the creativity and confidence she brings to her work and life. Her story reminds us that even when a career seems picture-perfect, it’s okay to seek something deeper. Sometimes, your next chapter is quietly waiting for you—you just need the courage to say yes.

Episode Takeaways

• Confidence allows us to take space and shine together.
• Career flips can happen gradually, not just in one leap.
• Dance has therapeutic qualities that enhance personal growth.
• Coaching can help individuals discover their true desires.
• It's important to prioritize self-development as a coach.
• Women often face societal pressures that limit their self-expression.
• Fulfillment can come from various aspects of life, not just work.
• Trusting the process is key to finding one's path.
• Work-life balance is essential for overall well-being.
• It's okay to have multiple passions and interests outside of work.

Connect with Marina

• LinkedIn: https://www.linkedin.com/in/marinamovsissian-coach/
• Coaching: https://en.empowermov.com/

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 [email protected]

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.com

Season 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? 💫

Have you ever been asked by your boss to take on something totally outside your job description, and then suddenly, you’re discovering a whole new skill or side of yourself? It’s funny how these little pivots can change everything about how we see our potential.

Meet Leslie O’Flahavan! She’s someone who didn’t make a huge leap, but instead slid her career forward, moving from nine amazing years as a high school English teacher to becoming the owner of E-WRITE Online, a training consultancy where she speaks and teaches writing workshops for Fortune 500 companies, government agencies, and nonprofits around the world. She’s even a LinkedIn Learning instructor with six courses and created the “Bite, Snack, and Meal” approach to web content writing (she’s got a Wikipedia page to prove it!).

In this episode, Leslie shows us that a career shift isn’t about ditching everything you know—it’s about putting your skills to use in new ways. She shares how going into new roles with an open mind (and asking for help when you need it!) can make all the difference. You might find that you already have all the courage you need to pivot, whether it’s a small tweak or a big change.

Connect with Leslie

• Learn more about the services she offers with EWRITE: https://ewriteonline.com/
• Her LinkedIn: https://www.linkedin.com/in/leslieoflahavan/

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 [email protected]

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.com

Season 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? 💫

How do you navigate a career pivot as a new parent, especially when you realize your old job, that you still love, just doesn’t fit your life anymore?

In this episode, you’ll meet Lauren Rose Eimers from Boise, Idaho, who’s been on a winding career journey, moving from mental health to genetic counseling and ultimately to customer experience leadership in the tech startup world. We dive into her “one foot in, one foot out” approach to taking calculated risks, the importance of finding small moments of joy in daily work, and how becoming a parent reshaped her career priorities. Lauren shares her insights on balancing work and family, the highs and lows of big career changes, and how dreaming big and taking bold steps can lead to a truly fulfilling career.

Connect with Lauren Rose

• LinkedIn: https://www.linkedin.com/in/lauren-rose-e/
• Coaching: https://perfectedpath.com/ 

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 [email protected]

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.com

Season 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? 💫

Have you ever had a really good job, maybe even your dream job, take a turn for the worse? 

I’m so excited to welcome Kathleen “Kate” Goggin! Kate’s a pro at navigating career changes, and she’s here to share her journey and some hard-earned insights on making career shifts work for you. Kate’s background is wide-ranging—she’s worked in radio and TV production, web writing, outreach, media affairs, and consulting. She’s taken all the lessons learned from those ups and downs, along with her experiences within her life outside of work: moving, raising a family, health and caretaking, and poured them into her book, “10 Little Rules When Good Jobs Go Bad”, a guide to help people handle tough job situations. Kate’s all about self-awareness, compassion, and community support when it comes to creating fulfilling career paths, and I think you’re going to love her perspective!

Connect with Kathleen

• LinkedIn: https://www.linkedin.com/in/kategoggin/
• Learn more about Kathleen on her website: https://kategoggin.net/
• Purchase her book, “10 Little Rules When Good Jobs Go Bad”
• Also available on Amazon

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 [email protected]

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.com

Season 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? 💫

Have you ever had a project that just didn’t go as planned? In this episode, Jenny Dempsey shares a personal story about a furniture project that didn’t quite work out the way she hoped—but ended up creating a great opportunity for someone else.

She dives into the lessons she learned from this setback and highlights the importance of community and support during tough times. 

Jenny reminds us that life often takes unexpected turns, and it’s all about embracing those changes and staying open to new possibilities. She wraps up with a big thank you to her listeners for the connections and shared experiences that make this journey so special.

And, stay tuned for Season 2 premiering January 16th, 2025.

Connect 

• Contact me to share your story on a future episode: https://www.thecareerflipper.com/contact

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 [email protected]

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.com

Season 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? 💫

Have you ever walked down the street and spotted a pile of dog doo just sitting there? Even with doo-doo bags available from the city or apartment complex, some folks just don’t bother to pick it up. It's gross, right? And let's be real—nobody wants that mess ending up on their shoes!

Now, let me introduce you to Courtney Copeland. She made a big career change, leaving her corporate marketing job after over a decade to start her own dog waste removal service, SD Scoop Squad, in sunny San Diego, California. 

Courtney's journey is pretty inspiring! She shares how her love for dogs and her desire to tackle this “crappy” problem led her to her next career step. You might think, “Isn’t that a bit bougie? Can’t people just pick up after their pets?” But you’d be surprised at how many people genuinely need this service. Whether it's someone with a disability who can't bend down or just folks who can’t be bothered to use the free bags provided in their apartment complexes, there’s a real need out there.

Courtney is out there making a difference, one scoop at a time, and helping pet owners keep their spaces clean and enjoyable. It's all about turning a problem into an opportunity and making life a little easier for everyone.

Connect with Courtney

• Learn more about SD Scoop Squad & book your service: https://www.sdscoopsquad.com/
• Follow SD Scoop Squad on Instagram: https://www.instagram.com/sdscoopsquad
• Connect on Facebook: https://www.facebook.com/sdscoopsquad

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 [email protected]

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.com

Season 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? 💫

What happens when the career you’ve spent decades working toward doesn’t turn out the way you expected? 

In this episode, Julie Morris from Seattle, Washington shares her career flip story of shifting from academia, where she received her doctorate in ethics and worked as a professor, to a whole new path in tech as a program manager. She opens up about facing a toxic work environment and how it led her to question her long-term plans. Julie talks about the importance of staying open to change, recognizing the value of transferable skills, and taking a leap into something completely different when your original plan no longer fits. Plus, she offers practical tips on how to explore new opportunities, from making a list of your interests to connecting with others in fields you’re curious about.

Episode Takeaways

• Don't be afraid to explore different career paths and be open to new opportunities.
• Recognize the transferable skills gained from previous experiences and how they can be applied in new environments.
• Make a list of interests and curiosities to guide your exploration.
• Connect with people in fields of interest to gain insight and support.

Connect with Julie

• LinkedIn: https://www.linkedin.com/in/juliermorris/
• Instagram: https://www.instagram.com/juliermorris

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 [email protected]

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.com

Season 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? 💫

How do you know when it's time to make a big career change, even if you're not sure what’s next?

In this episode, I’m excited to reconnect with Jake Conneen, who I know from high school in the little Southern California town we grew up in, Norco. Now based in El Paso, Texas, Jake shares his wild ride of career flips—from construction to journalism, restaurant management, the military, nursing, and now running his own woodworking biz, Doby’s Craft House, named after his dog. Jake’s all about taking smart risks and following what truly makes you happy, even if it means flipping careers more than once. He opens up about how the stress shifts when you start working for yourself, and why self-care and time management are a game-changer. And to keep it real about how we juggle all the things, you may also hear his daughter, Rosemary, in the background during the episode! He’s leading by example for her, showing the importance of chasing passions and making her own choices.

If you’ve been thinking about a career flip but aren’t sure how to take the leap, Jake’s story will definitely inspire you!

Episode Takeaways

• Taking calculated risks and following what makes you happy can lead to fulfillment in your career.
• Working for yourself can bring a different kind of stress, but it can also provide a sense of control and fulfillment.
• Self-care and time management are crucial when juggling multiple responsibilities.
• Setting an example for your children by pursuing your passions and making your own choices can inspire them to do the same.

Connect with Jake

https://www.dobbyscrafthouse.com/

Instgram: https://www.instagram.com/dobbyscrafthouse/

YouTube: https://www.youtube.com/@dobbyscrafthouse

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 [email protected]

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.com

Season 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? 💫