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

The Goal Digger Podcast | Top Business and Marketing Podcast for Creatives, Entrepreneurs, and Women in Business

Jenna Kutcher | Entrepreneurship, Business Strategy & Marketing

Business, Marketing

4.8 • 12.3K Ratings

🗓️ 24 December 2025

⏱️ 36 minutes

🔗️ Recording | iTunes | RSS

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Summary

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: https://www.facebook.com/groups/goaldiggerpodcast/ Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/ Goal Digger Show Notes: https://jennakutcherblog.com/entrepreneurship-costs-and-rewards Thanks to our Goal Digger Sponsors: Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. Find a co-host today at http://airbnb.com/host. Check out What Should I Do With My Money? from Morgan Stanley. Listen now at https://mgstnly.lnk.to/bqe8HiAC!GD. Visit http://www.spectrum.com/freeforlife 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 https://www.dell.com/deals. Your dream wardrobe’s one click away. Visit https://www.revolve.com/goaldigger for 15% off your first order with code GOALDIGGER.

Transcript

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0:00.0	Let me tell you what I know for sure after 14 years of building a business.
0:06.8	Becoming an entrepreneur is the most expensive personal development program you will ever pay for.
0:13.0	And I'm not even talking about the money.
0:14.8	I'm talking about the version of yourself that you have to let die.
0:19.5	The people pleaser in you who waits for permission, the woman who
0:22.8	apologizes before she even speaks, that little part of you who thinks if you just stay ahead of
0:27.5	everything, you'll finally be safe. I have literally watched the girl boss era rise and fall.
0:33.4	I've witnessed in a part of hustle culture and watched to get worshipped and then finally questioned.
0:38.6	I've been in rooms that I thought I needed to be in only to realize those weren't my rooms
0:42.4	at all. And here's what I know to be true. Entrepreneurship is not just about building a business. It's
0:48.4	about becoming someone who can. For women especially, this journey literally is going to ask us to unlearn almost every
0:55.6	single thing we've ever been taught, to stop making ourselves small, to stop waiting for permission,
1:00.7	to stop apologizing for wanting more. And so as you embark on this journey, you start unraveling.
1:05.9	And listen, this is good news. Because if you let it, I promise you, this path is going to heal parts of you that
1:13.8	you didn't even know you needed healing. It's going to take you back to the version of yourself who
1:19.4	knew exactly what she wanted before the world taught her to doubt it. This episode is about the
1:26.0	things that I know for sure. I'm talking about the hard one lessons. I'm talking about the things that I know for sure.
1:28.3	I'm talking about the hard one lessons.
1:30.3	I'm talking about the truths that only come from doing the work and putting in the reps.
1:34.3	I'm talking about the things I wish someone would have told me when I was just starting out.
1:38.3	So if you have ever felt like building a business is pushing on literally every bruise you didn't even know you had,
1:44.8	you're not crazy. You're just doing the real work. So let me tell you what I know. I'm Jenna Coucher,
	...

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