the bossbabe podcast

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She Built a Million-Dollar Business and Called It a Pretty Prison (the Truth About Revenue, Grief, and Starting Over)

June 23, 2026

This is the conversation about the part most founders don't say out loud: the moment you hit the revenue number and feel nothing. Natalie sits down with Jenna Wright — a Pilates studio owner who built a 7-figure business from $1,000 and an air mattress. From the outside, she'd made it. From the inside, she was running at 9% profit, paying herself $80K a year, and calling it — in her own words — a pretty prison. So she did what most founders won't: she dismantled it on purpose. They go inside...

Are you addicted to work and achievement? Exploring the concept of “never enough” and how to finally unlock alignment.

June 16, 2026

In this episode, Natalie sits down with Keren Eldad — coach to some of the world's highest achievers and author of Gilded and the new Gilt Free — to unpack why external success never delivers the safety it promises. Keren shares the three core wounds beneath achievement addiction, the "gilded cage" so many high-achieving women are trapped in, and the surprising income threshold where what you want out of life finally starts to change. You'll learn how to recognize the wound driving your hust...

She Makes 7 Figures Working 2 Days a Week—Here’s How (and Why She Almost Lost It All)

June 09, 2026

Most course creators add more channels to scale. Anna Konchar did the opposite and now runs a 7-figure business on 2 days a week. Natalie sits down with Anna Konchar — the funnel strategist behind a 7-figure evergreen course business that runs on 2 days a week while she's home with her three kids. Anna shares the exact mechanics of the evergreen funnel + paid ads engine she's used for eight years, why she cut her podcast and YouTube last year to focus on ONE offer, and how she rebuilt after ...