Why Every Entrepreneur Needs to Be Broken Once
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What does it mean to get broken as an entrepreneur?
Hey guys, the end of this video is a little awkward. We didn't realize it at the time, but the last like five or six minutes of Selah's audio cuts out and we don't have video or audio. So the ending will be a little abrupt, but there is an incredible amount of value in this conversation.
How can a hard reset change your leadership style?
And we're going to have Selah back on the show because as we mentioned, we didn't even get to the topic that I really wanted to address with Selah, which is personal branding in particular. So enjoy this episode. It is high powered. It is absolutely incredible. Selah is wonderful. She's one of my favorite people in the world. And I'm so incredibly excited to share her with you guys. So enjoy the show. I apologize for the awkward ending. And as always, I love you. In a crude laboratory in the basement of his home. started the conversation and then we got like into life stuff so like so we get to so we get to like almost the end and he's like do you have a couple extra minutes he's like i really want to know about master of the clothes because what you know i want to i'm interested in how we can roll it out and i was like I was like, hopefully you had a little extra time after.
It's all good. It's all good. It's all good. We'll power talk. But that's great that he's into Master of the Clothes. I'm so proud of you for how you rolled that out. Can you believe that just launched a few months ago? You worked on that for so long, and you sat on that. You sat on that as a silent sleeper. I remember when I finally found that thing, I was like, wow. Ryan, what is this thing? And you were like, Oh, it's just like this incredible proprietary sales process I developed. And it's just sitting over here off to the side that could help millions of people. And then look at you, like finally giving it to the world this year. I love it. Cheers to 2025.
What is the significance of fulfillment versus success?
Yeah. 2025 has already been a much better year than 2024, 2020. I'm, I am glad that, uh, I'm glad 2024 happened. Cause it was a good, it was a good life lesson on, um, I thought I had a lot of the mindset stuff figured out. I thought I had a lot of it figured out. Figured out in air quotes, right? But 2024 kicked me on my ass. And you know, we talked every week for how long. And coming out of it and starting to kind of find my way again and prioritize properly and that kind of stuff, it was a good lesson that if you don't if you don't continue to follow the path, how easy it is to fall off the path and how important things like discipline, commitment, uh, surrounding yourself with good people, like those kinds of things, how important they are because.
When you detach yourself from those things, you lose the way really quick.
Well, you had to fight to stay on that path too because it was one thing to stay on it. It's another thing to realize you're in a pruning season. I mean, I think that's what we talked about so many times is it was – What do I hold on to? What do I let go of here? And I watched you literally like separate Siamese twins, you know, with your bare knuckle fingers of this is what I wanted to. But this is now what I feel like I need to hold on to and vice versa. Look at this new thing now that is emerging in the space. And so 24 was shaping. It was pruning it. felt hard in our conversations, but I truly believe even how you're expressing where you are at this moment, that it was a much needed season, uh, just to, to prepare the ground for areas that you can really thrive in and that are ultimately like deep reflections of you, your brand, your story, and the work that you want to bring into the world.
Yeah. It's, um, it's funny. Like I almost feel like we need to get our ass kicked once in a while. Like every once in a while, maybe like once a decade, maybe like once a decade, just get your ass handed to you. You know, just to like remind yourself of one, like you're not gonna die, you know what I mean? Like you're gonna be okay. And two, that, like today I feel very, very fulfilled getting master, I mean, and you were so instrumental in this, like getting master the closeout, getting the Ted talk done. Like those two things in particular, like reframing what I wanted to be, how I wanted to, how I wanted to show up in the world.
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Chapters
8 chapters
1
What does it mean to get broken as an entrepreneur?
0:00–0:18
2
How can a hard reset change your leadership style?
0:18–1:53
3
What is the significance of fulfillment versus success?
1:53–4:29
4
Why is it important for entrepreneurs to stop chasing and start aligning?
4:29–7:12
5
How can sports teach valuable life lessons?
7:12–11:58
6
What are the risks of defining success based on others' expectations?
11:58–15:24
7
How can reframing fear catalyze action in business?
15:24–19:32
8
What lessons can we learn from personal struggles?
19:32–41:02
Speakers
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AI Isn't the Moat in 2026: How Marketers Win with Skills + Context