He Spent 20 Years Chasing Importance, Not Happiness | Ryan Serhant
episodePreviously titled “Ryan Serhant Reveals The MINDSET Behind His Billion Dollar Empire” — renamed by the publisher on Aug 13, 2026
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What drives Ryan Serhant's relentless ambition?
I subconsciously told myself, one day I'm going to figure out what my thing is. And once I do, everybody better watch the out because I am going to go so hard. I don't know what it's going to be. Once I figure out what I want and what I'm great at, I will never, ever, ever let it go.
Joining us right now is real estate broker, Ryan Serhant. Owning Manhattan star, Ryan Serhant. Are you ready to meet Ryan? The legendary Ryan Serhant. What about people who want to invest in real estate in 2025?
I think that what we'll see in 2025 is... Really? And I realized in that moment that I'd spent the last 20 years waking up every day to feel important instead of waking up every day to feel happy. People are no longer afraid of being failures. They're afraid of being embarrassed. Yes. So they won't try because they care about failing. They then don't try because they don't want other people to know it didn't work out.
What other habits do billionaires have that have helped you level up your life and your business just by being around them? They've Ryan Serhant is here on the School of Greatness, very excited about being with you because you have continued the way, I think I started finding you back in 2008, kind of when I started. I think you were on Million Dollar Listing back in, what, 10, 11, 12? When was that? When did you first start on that?
Our audition was in 2010. The show came out in 2012.
Yeah. So we kind of came up in the online marketing space doing different things around the same time. Yeah. And I watched your journey. And for me, it's really inspiring to see how consistently you've been in showing up for yourself and risking new ideas, trying new things and failing and trying new things and succeeding. And I don't think people understand the level of commitment you have to your vision and your mission.
Yeah.
We're not best friends or anything, but I see it from afar. I see the actions you take. I see the way you connect with your team. I see how you do content and how you keep innovating and trying stuff and trying stuff that doesn't always work. Like I see you trying stuff. I'm like, man, he's taking a risk there. I like that. And it didn't really do that well, but he tried it. You know, it's like, but I'm like, not many people are willing to try stuff that doesn't work. Yeah. and be okay with it. And you're just like, all right, that piece of content got a thousand views as opposed to a million, but we tried something new. We risked it to see. And the way you keep showing up is really inspiring and how you've, you know, and I don't think people see behind the scenes enough. You show behind the scenes, but I don't think they really see behind the scenes enough. Not that they need to see it, but how you think constantly of we need to think bigger. We need to try different. We need to hire different, all these different things.
For me, it's really inspiring because you keep getting big wins every two to three years. You come out with a book. Sometimes it does really well or not. TV show, boom, it crushes. You tried the software, you tried the app, you tried these things. Sometimes they work, sometimes they don't. But the fact that you keep showing up consistently.
I think you can have a lot of income streams. You can do a lot of different things, but it's very difficult to have multi-level passions. You can have a career, a couple jobs, a couple hobbies, but everyone always has their passion. Maybe your passion is really your kids. Maybe it's really your spouse. Maybe it's really that sport. And I think you've got to figure out what are your multi-level businesses that align with that singular passion. And so that was a realization for me before I started all the companies. Yeah. because I felt like you did. I felt like, okay, I'm doing this, I'm doing this, I'm speaking here, I'm selling real estate, then I'm on this TV show, and then I'm doing, and then I'm over here, and what am I doing? And I was passionate about the work until I took a step back and realized, okay, wait, am I really passionate about the work? Am I passionate about the results?
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Chapters
4 chaptersSpeakers
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