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The Daily Motivation

The Risk & Reward of Becoming an Entrepreneur | Jenna Kutcher

The Daily Motivation

Lewis Howes

Education, Self-improvement

4.8960 Ratings

🗓️ 29 March 2026

⏱️ 12 minutes

🧾️ Download transcript

Summary

Jenna Kutcher shares her personal experiences, highlighting the importance of taking calculated risks, embracing vulnerability, and maintaining a resilient mindset in the world of business. This episode offers invaluable insights into the entrepreneurial path and inspires listeners to pursue their dreams with determination and a willingness to face challenges head-on.

Transcript

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0:00.0

Hi, my name is Lewis Howes and welcome to the Daily Motivation Show.

0:10.6

I'm curious for people that aren't entrepreneurs or that haven't done entrepreneurial things because

0:15.2

you and I weren't entrepreneurs. For me, I felt like it was out of necessity of the season of my life,

0:19.6

even though I didn't feel like I wanted to become one.

0:39.5

It was never like a desire, really. It was kind of forced into it or there was a necessity to it. For those that maybe feel like they might have something they want to put out there and build, but they're scared. Should they just go for it? Should they test something first and try to get a few sales and something? What do you think is the best approach now in today's time?

0:40.1

I sometimes don't necessarily know what I want, but I know what I don't want.

0:46.2

Like when I was in corporate America, I sat down at a table just like this,

0:51.7

and my boss said, here's your five-year plan.

0:54.0

They never once asked me, what do you want? What's your next move? Where do you want to go? And I wanted to go to corporate. Like I wanted to move back to Minnesota, be in Minneapolis, but here I was in a store, a glorified HR person that had to bring the garbage to the dumpster at the end of the night. Sometimes I think that people get really lost because they're like, well, yeah, if I knew what my passion was, I could go figure out a way to make money, but I don't even know what my passion is, right? And sometimes I think knowing what you don't want is just as important as knowing what you do want. And sometimes it's an easier place to start with. Like, I don't want 10 vacation days a year. I don't want to work weekends and nights, you know? And so it's like trying to figure those things out. But the other piece of that is that we have to like start to be open in saying, I've changed. I'm evolving. Maybe I wanted this thing for a while, but now I want something different. Yes. It's like we get so attached to our identities that the thought of like saying, oh, I'm different, or I know I said I wanted this, but it doesn't feel the way I thought it would, and so I want to pursue something different. It's like there's this notion, Dr. Maya Shanker was on my podcast, and talks about identity for closure. And it's like the reason

2:02.0

why you hold out of genes that don't fit you anymore because you remember how you invested in them

2:06.4

or the reason why you get the degree, even though three years into it, you know that you don't

2:10.7

want to do the profession. It's this idea of like, so I got to make it worth something, but instead

2:15.8

then we're wasting our future, right?

2:18.2

And it's fascinating because even being here with you today, having a book coming out, you're

2:24.4

seeing a changed mind.

2:26.6

Yeah, you didn't want to do this.

2:27.8

At all.

2:28.8

I mean, you are the one person who truly witnessed how much I said I wouldn't do this.

2:34.3

Yeah, you're like, just go launch a course and make a bunch more money and have less stress.

2:37.5

Yeah.

2:38.0

We are so afraid of changing and not just changing, which is scary and uncertain.

2:44.5

We're afraid of people seeing us change.

...

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