10 Business Mistakes I'm Grateful I Made (And What They Taught Me About Leading, Growing, and Getting Out of My Own Way) | with host Emily Duncan

10 Business Mistakes I'm Grateful I Made (And What They Taught Me About Leading, Growing, and Getting Out of My Own Way) | with host Emily Duncan

June 16, 2026 · 37 min · Episode 306

About this episode

Emily Duncan shares the ten business mistakes she is grateful for and the lessons learned from them.

We're talking business today, and more specifically, the mistakes I'm most grateful I made. We're in a real growth season right now, and I've been doing a lot of reflecting on what it took to get here: the lessons that were hard to learn, the seasons that almost broke me, and the realizations I wish I'd had years earlier. In this episode I'm sharing 10 of my favorite mistakes from almost a decade of building… favorite because without every single one of them, I wouldn't be the business owner or the leader I am today. We're covering a lot of ground: why removing yourself from your own business too soon can backfire badly, the difference between being a nice boss and being an effective one, why the "soft girl era" mentality actively caps your growth, how I became the bottleneck of my own company (and how I'm still working through it), why delivering feedback without the appropriate severity is actually a disservice to your team, the money conversation female entrepreneurs are too afraid to have, why posting like an influencer will cost you clients, the financial decisions I made in my early 20s that I'm still reconciling with, why trying to be for everyone means you're for no one…

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