After two decades in government, most recently as Deputy Chief Information Officer for the New York State Office of Information Technology Services, Jenn Lorenz did something bold: she walked away.

In this episode of The Career Flipper Podcast, host Jenny Dempsey chats with Jen about what it really takes to leave stability behind and create a career (and life) on your own terms. From her early days as a single mom rebuilding after divorce to building teams in IT leadership and now launching her own business, Human Insights Consulting Group, Jen’s story is proof that reinvention can happen at any stage, and that you’re never starting from scratch.

We dive into:

• What it’s like to leave a stable, 20-year government career by choice
• The emotional side of change, managing fear, imposter syndrome, and “what ifs”
• How to repurpose your skills into something completely new
• Creating a business that supports the life you want now (not 30 years from now)
• Why your future self deserves the good life too
• The story behind her upcoming book, 10 Little Rules for Getting It Done

Whether you’re stuck in a role that doesn’t fit anymore or dreaming about your “someday” plan, Jen’s story will remind you that someday can start with just one small step.

Connect with Jenn

• Get her book, 10 Little Rules for Getting IT Done: https://10littlerules.com/store/10-Little-Rules-for-Getting-IT-Done-p779037877
• LinkedIn: linkedin.com/in/jennlorenz
• Human Insights Consulting: insightbyhumans.com/services-main

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🪑 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.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? 💫