Remove Your Emotion From It: Becoming Fiercer as a Founder
Let's Be Honest with Kristin Cavallari
Dear Media
4.2 • 3.3K Ratings
🗓️ 12 May 2026
⏱️ 58 minutes
🧾️ Download transcript
Summary
I'm back for another business focused podcast. The first one focused on launching a business, this episode is all about what comes next: growing, scaling, and sustaining a company once you’re past the startup phase. I break down why scaling is often harder than launching and what it really looks like to keep pushing a business forward without burning out. We talk about burnout, doubt, and the mental weight of ownership, when to pay yourself as a founder, the pros and cons of taking on investors, how to launch new categories the right way, marketing wins, mistakes, and brand-building moments, lawsuits, pivots, and knowing when it’s time to walk away.
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Transcript
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| 0:00.0 | The following podcast is a dear media production. |
| 0:04.4 | This is Let's Be Honest with Kristen Cavalery, a podcast all about getting real and open on everything from sex, relationships, reality TV, wellness, family, and so much more. |
| 0:15.7 | And just a fair warning, there will probably be some oversharing. |
| 0:22.1 | Hi, guys. Welcome in to another episode of Let's Be Honest. We are going to talk business |
| 0:31.0 | things today, guys and gals. This is going to be a part two essentially to another business type podcast I did. |
| 0:41.1 | The first one I believe was titled, so you want to launch a business. And that one was really about |
| 0:46.8 | starting a business. I walked you through what I did with Uncommon James and, you know, |
| 0:53.4 | just some of the things that I went through |
| 0:54.7 | in the early days. And now I feel like today we're going to talk about what it's like after you |
| 1:01.3 | launch your company and you've had it now for a minute. Maybe you're not really considered |
| 1:04.6 | startup anymore. But now what? Because I think it's, well, it's easier in a lot of ways after you've had it for a few years. |
| 1:14.3 | You know, you figure out a lot of those new beginning kinks. And in a lot of ways, it is, the ship runs smoother. |
| 1:26.2 | You know, a lot of things hopefully have become well-oiled. They |
| 1:30.6 | operate efficiently and, you know, things are doing what they're supposed to be doing. |
| 1:36.1 | But I think the harder part that comes now a little bit later is growing and scaling and getting to the next phase, I think, is harder. And in my experience |
| 1:51.2 | anyways, I'm sure I know there's different stories for everybody. But I just had this |
| 1:55.6 | conversation actually recently with someone and they were saying that the hardest jump is not, let's say, from, you know, |
| 2:03.8 | $1 million to $20 million or to $50 million. It is $50 million to $100 million. |
| 2:12.1 | And I feel that in my bones. I feel it. So what I did was I asked you guys, as always, on Instagram, |
| 2:22.4 | what exactly you wanted me to talk about. And then I just sort of gathered from your questions |
| 2:27.0 | and based on what I talked about on the previous episode and then kind of with where I'm at |
| 2:32.9 | in my own entrepreneurial. |
... |
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