The Artist’s Way at 40: One Woman’s Unexpected Second Act + Special Announcement | (replay) Calleen De Oliveira, Ep. 25

You’re good at your job, you’re juggling everything, and somewhere underneath all of it there’s a quiet question you haven’t answered yet: what do I actually want to do next? The problem isn’t that you don’t know how to work hard — it’s that no one ever taught you how to listen to yourself. ABOUT […]

Invisible to Iconic: How She Turned Her Colors Into a Passion-led Career Change | Marissa Ray, House of Colour, Ep. 24[replay + updates]

There is a moment when something finally feels like you — not the version that carpools and manages spreadsheets, but the version that has been waiting. Marissa found hers in a color drape. She didn’t blow up her life — she built a new one, slowly, intentionally, one client at a time, and she’s here […]

From Accountant to Author: Ruby Rayne’s Inspiring Second Act [replay + update], Ep. 23

Ruby wrote her first book on a dare — an accountant who’d never wanted to write, plotting a love story in her head at the kitchen table. Four books, a number-one release, and an Audible deal later, she’ll tell you she still can’t believe she did it. What she won’t say upfront: she wrote the […]

Returning to Engineering after 12 years at Home | Leah Tilstra [replay + updates], Ep. 22

Returning to work after a career break? Here’s what stay-at-home moms get told: the years home don’t count, you’ll come back at a lower title, and you should take whatever salary is offered. Leah Tilstra rejected all three — and walked back into engineering at Abbott with a senior title and a sign-on bonus after […]

Why Taking a Break Might Be the Best Thing for Your Creative Journey | Molly Wipperfurth, Ep. 21

Six months in, Molly has a lot to celebrate — real connections she never expected and a podcast she taught herself from nothing that landed in the top 10% globally within three weeks. But being proud of something you built is exactly why you protect it. So this update is about what comes next: slowing […]

From Healthcare Operations to Elementary Education: A Midlife Career Pivot | Meghan Johnson, Ep. 20

A midlife career change she didn’t initially choose. Meghan spent years as the operations leader who had to deliver the layoff news — and she cried the first time she did it. Then, a few waves later, it was her. She handed over her badge in a parking lot, took a summer to stop bracing, […]

“It’s Too Late For You”: the Menopause Dismissal That Sent Her to Nursing School in Her 50’s | Cindy Ravn, RN, PHN, APE, Ep. 19

Cindy spent 35 years in skincare and loved every bit of it — the thriving practice, the clients who felt like family. Then perimenopause hit, every test came back normal, and a doctor told her “it’s too late for you” and wrote a prescription for antidepressants. What happened next wasn’t a breakdown. It was an […]

Art Teacher to Jewelry Founder: How Larissa Loden Built a Business (and Life) That Fuels Her | Ep. 18

Larissa Loden never wanted to be an entrepreneur. She grew up watching her family’s small business run on feast or famine and swore she’d never recreate that chaos — so she became an art teacher instead. Then her assistant principal handed her the permission slip that changed everything. A decade after that career pivot, she […]

From Vera Wang to Her Own Sustainable Label: Launching a Fashion Brand During Naptime | Sonja Nesse, Neranesse, Ep. 17

Sonja Nesse got into fashion — the industry she’d dreamed about since she was 16. Then she saw the inside: the waste, the conditions, the clothes made to last two washes. It conflicted with everything she valued. Instead of walking away, she carved out the work that brings her joy and built Neranese, a sustainable […]

What I’m Learning About Midlife Career Changes 6 mo. In (15min.)|Molly Wipperfurth + (replay) Using Your Existing Skills for your Second Act | Joanna Ehresman, Fika Design

Six months into this midlife career change experiment, Molly’s pulling back the curtain — not on a guest, but on herself. Two lessons the guests keep teaching her, two mind shifts that have quietly changed how she thinks about money and risk, two things that have flat-out not gone to plan, and two she’s reworking […]