942: The Price of Entrepreneurship No One Talks About (And Why I'd Pay It Again)

Becoming an entrepreneur is the most expensive personal development program you will ever pay for, and I'm not even talking about the money. I'm talking about the version of yourself that you have to let die: the people pleaser who waits for permission, the woman who apologizes before she speaks, that part of you who thinks staying ahead of everything will finally make you safe. I've watched the “girl boss” era rise and fall. I've witnessed hustle culture get worshipped and then finally questioned. I've been in rooms I thought I needed to be in only to realize those weren't my rooms at all. Here's what I know: entrepreneurship is not just about building a business. It's about becoming someone who can. For women especially, this journey will ask you to unlearn almost everything you've been taught: to stop making yourself small, to stop waiting for permission, to stop apologizing for wanting more. Goal Digger Facebook Community: Goal Digger Instagram: Goal Digger Show Notes: Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at Find a co-host today at Check out What Should I Do With My Money? from Morgan Stanley. Listen now at Visit to learn how you can get Business Internet Free Forever. Experience the power of a Dell PC with Intel Inside®, backed by Dell’s price match guarantee. Shop now at Your dream wardrobe’s one click away. Visit for 15% off your first order with code GOALDIGGER.

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942: The Price of Entrepreneurship No One Talks About (And Why I'd Pay It Again) is an episode from The Goal Digger Podcast by Jenna Kutcher | Entrepreneurship, Business Strategy & Marketing.

This episode is 38:43 long.

This episode was published on Dec 24, 2025.

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