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Digital Social Hour

Why Most Entrepreneurs Fail (And How to Succeed) | Dean Graziosi DSH #1302

Sun, 06 Apr 2025

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Why do most entrepreneurs fail, and what’s the secret to success? 🤔 Join Sean Kelly on the Digital Social Hour podcast as he sits down with the legendary Dean Graziosi to unpack the mindset, resilience, and strategies behind thriving in business. 🚀  In this episode, Dean opens up about overcoming childhood challenges, the importance of finding purpose, and how to align your passion with success. From sharing personal stories of struggle to revealing why 80% of solopreneurs fail, this conversation is packed with valuable insights you won’t want to miss. 💡 Discover how Dean built a life of impact and fulfillment, the lessons he learned from icons like Tony Robbins, and the role of personal development in achieving your dreams. 🌟 Plus, hear his take on AI, innovation, and why NOW is the greatest time to start your business.  Tune in now to learn how to stay hungry, avoid common pitfalls, and craft a compelling future that keeps you motivated every single day. Don’t miss out—watch now and subscribe for more insider secrets. 📺 Hit that subscribe button and stay tuned for more eye-opening stories on the Digital Social Hour with Sean Kelly! 🎙️✨ #DigitalSocialHour #SeanKelly #DeanGraziosi #Entrepreneurship #Podcast #ApplePodcasts #Spotify #Success #Motivation #PersonalDevelopment #OvercomingChallenges CHAPTERS: 00:00 - Intro 00:33 - How Money Affects Your Life 06:32 - Facing Your Demons 11:04 - Identity and Money Connection 13:05 - Dean's Event Success with 2.5M Attendees 15:44 - Industry Distrust Issues 16:53 - Balancing Multiple Companies 17:30 - Exponential Internet Growth 19:26 - Best Time in History to Start a Business 20:26 - Reasons 80% of Businesses Fail 20:58 - Guided Business Development Strategies 22:48 - Learning from Others' Experiences 23:45 - Dean’s Encounter with Richard Branson 26:30 - Richard Branson's Encouragement to Go All In 28:48 - Meeting Tony Robbins 30:34 - Collaborating with Tony Robbins on Mastermind 32:04 - Finding the Right Business Partner 34:23 - The Importance of Not Keeping Score 37:18 - The Power of Giving Love 42:42 - Mental Health Awareness 46:29 - Innovation as a Solution 49:30 - Hard Work Now for Future Ease 53:53 - Where to Connect with Dean 54:10 - Why Everyone Should Embrace Entrepreneurship 54:20 - Outro APPLY TO BE ON THE PODCAST: https://www.digitalsocialhour.com/application BUSINESS INQUIRIES/SPONSORS: [email protected] GUEST: Dean Graziosi https://www.instagram.com/deangraziosi/ LISTEN ON: Apple Podcasts: https://podcasts.apple.com/us/podcast/digital-social-hour/id1676846015 Spotify: https://open.spotify.com/show/5Jn7LXarRlI8Hc0GtTn759 Sean Kelly Instagram: https://www.instagram.com/seanmikekelly/ #mindsetmentor #jimrohn #businesscoach #tonyrobbinsmotivation #mentalhealth

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Chapter 1: Why do most entrepreneurs fail?

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The world's gonna go to hell in a handbasket. AI is gonna make it so nobody has to work anymore and capitalism dies. Money won't mean anything. The dollar is gonna deflate. It'll be like Venezuelan's money. It's gonna be worth nothing. America's going bankrupt, Sean. If I said all those things to you while you were in high school, while you were in college, do you have a compelling future?

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No. All right, guys, got someone today I've watched for years now. Very excited for this one. We got Dean Graziosi. Thanks for coming on today, man. Good to be here, Sean. Yeah, you've been up to a lot lately. Still grinding.

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Yeah, still love it. That's why.

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Yeah, I could tell by the passion and all your webinars and everything, you're really teaching something that means a lot to you.

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It does. It's kind of the thing you don't realize when you're younger, when you want to get ahead. Most of us are running away from something. We're running away from a childhood we don't like, running away from watching your parents maybe settle. or running away from the norm. You just don't want to live the normal path, right?

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And I think when you're running away from that, you're just looking for that opportunity, right? You're looking, I've got to find the hunger. You've got to find that opportunity. What can bring me the money, the freedom, right? And then there's a time where it shifts, where hopefully you get the money out of the way at some point. We could talk about that.

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And when you do, then you realize how cool it would be to do something that I would do for free, but I love to do every day. And I think that's where the craft of your artistry or your craft really starts to hone in.

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Yeah. I love how you talk about money because I think over 50% of Americans live paycheck to paycheck, right? And you're basically saying that when you live that way, you can't operate like yourself.

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Yeah, you know, I mean, you think about it. I look at my parents, amazing. You know, they were married and divorced a lot, right? But at the kitchen table, I don't think they realized how much money was the conversation. My parents split when they were three, so it was two different tables. But always, you know, I shared this once with Lewis Howes, right?

Chapter 2: How does childhood trauma affect entrepreneurial success?

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If I asked you about the oxygen in the room right now and said, have you thought about it? You're like, no, it's just abundant. It's everywhere. But if someone choked you, all you'd think about is oxygen. Same with money. You don't realize how sometimes money chokes our thoughts, our dreams, our goals. I would, but I'd like to, but. So when you realize that money, it's not the root of all evil.

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You can solve problems for yourself. You could solve problems for other people. You can give it all away if you want. But if you realize that money does solve problems and once you get money out of the way, I guess I know we jumped right into this, but once you get money out of the way, there's nobody left in the mirror but you.

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Because I know in my 20s and my 30s, all I did was hustle to get away from being that broke kid who had dyslexia, who lived in a trailer park. I wasn't into personal development. In my 20s, I was by the time I was in my 30s. But in my 20s, it was just gun, run, run, run, run. And I started getting momentum. I had apartment houses. I was building houses. I had a collision shop.

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Then I started in the self-education industry. And all of a sudden, there was a time, Sean, where I didn't think about money anymore. And I had to face that guy in the mirror, face those issues that probably drove me to be a crazy entrepreneur in the first place. There was no like when, when, like when was kind of here. And then I had to work on me. And

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And I think that's a wish I would love every single person, no matter what age you are. At some point, if money wasn't an issue anymore, what kind of man would you become? Or what kind of woman would you become?

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Yeah.

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And I think it's a different answer.

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It is. So once you made some money, you finally found out what you were running from?

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Yeah, for sure. And some of it, like, it's almost like... It's almost like there's certain things that happen in life. Maybe it's just me more than most. Maybe you could share if you have one, but there's certain things in life that happen. Maybe they're not the best, so you just tuck them away. Like, I'm just hustling. I want to get this podcast going. I want to get my company going.

Chapter 3: What role does personal development play in business growth?

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My parents were married nine times. My father was very physical between the two of them, right? They had five for my dad, four for my mom. My dad lived in a very violent, had a very violent childhood. His father beat him really bad. So my father was very violent, very aggressive. I mean, I had a bleeding ulcer at 12 years old because I was so worried about my dad doing crazy stuff.

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Not physically to me, but to other people, right? Yeah. So long story short, what did I do? I'm like, head down, just get freaking successful. You don't have to worry about your dad. You don't have to worry about your mom, all that crazy initial. I had my own apartment by the time I was 17. Like just do your thing and go, go. And I was, it was grind, hustle, screw everything.

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No, my past doesn't bug me. Who gives a shit? Like just go, go, go. And then there's a moment where you don't have to run so hard. And it's like the box pops open. It's like, I'm gonna deal with that. And I'll tell you what I used to think is I got the hustle. because I love to hustle, I love to grind. I'm 56 years old, I still grind hard every day. I start at four o'clock every day, right?

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I used to think that I was, I didn't want to cure some of that because I thought that craziness was the drive. Like, what if I did that? What if I got soft? What if I got complacent? What if I had no more resilience, right? What if I wasn't creative or innovative or resourceful anymore? And that was another lie.

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When you get that clear, you become more centered, more focused, and you realize there's a whole nother level. I think I've grown since I've gotten more aligned.

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Wow. What a journey, man. Thanks for opening up about that. Yeah, I think childhood trauma plays a major role in all our lives, and some of us never address it, right? True. How did you eventually face that, I guess? Was it a specific process?

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You know... I'd love to say that personal development has been a part of my life for a long time. I first listened to Tony Robbins probably 27 years ago, and now he's my dearest friend and partner. But when I listened to him 27 years ago, it started this journey. I've gone through all of them. I still do personal development. I read a book a month. Wow. I listen to it while I work out.

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And I have to because it's like a muscle. You can't go to the gym for three weeks and get a pump and think you'll stay in shape for the rest of your life. So if you want your head straight, you want to focus on the best version of you, you want to focus on solutions and not let old stories hold you back, all that stuff keeps popping up. And every level, there's a new devil.

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So every time you think you got your shit figured out and you're going to the next level, all of a sudden you hire your third employer, your 50th employer, your 500th, or you get to a million, 10 million, 100 million, or a billion. Every one of those levels have a massive amount of new devils, and each one of those could trigger something from your past, trigger an insecurity.

Chapter 4: How did Dean Graziosi achieve massive event success?

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You know, that's not by luck. You've done it multiple times at this point. True story. Yeah. 14 companies now, right? Yeah. That's insane. How do you balance all that?

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Well, I don't have 14 all at the same time. I help run Tony's main company, which he's got an amazing team over there and I help them run that. I stepped in over there when the world went from when COVID hit and Tony was a live event business and they had to switch to digital and I just went over to help my friend and I helped run that company.

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Then we have our company Mastermind, about 400 employees between the two. Those two take up the majority of my time. Mastermind, so that's just a giant. Mastermind.com, we co-founded, yeah.

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Wow, 400 employees. That's insane.

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Pretty crazy.

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Yeah.

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It's fun though.

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You're still growing too.

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We are.

Chapter 5: Why is now the best time to start a business with AI?

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So I was doing extremely well, but nowhere near where I am today. I think I've grown a lot since then. But I remember thinking, yeah, maybe millionaires don't have the magic. But if you're a billionaire, maybe they have the magic. And I remember sitting on the boat asking him things and he was talking about how he found his hunger and how he wanted to take care of his mom instead of mom.

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He wanted to take care of his mom and started in seventh grade. And he told me all these things and it was all the same little things. It was all these same little cumulative things that added up that made him Richard Branson. But the one big takeaway that I got, I said, hey, my companies are doing well and I feel like I want to give back more.

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Not guilty about making money, but I wanted to do more for the world. And he said something really cool, and I'm going to paraphrase it, but he basically said, hey, God, the universe, whatever you believe, puts people on this earth with different capabilities and different skills.

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And he said, thank goodness for the people that, say, go to a homeless shelter and help and serve and maybe serve food or help people get close. Like, thank God for those people. He said, but you are given the gift to know how to make money. So I think you should go all in on that because some people need to go there and help serve food. You can walk in and hand them a check for 50 grand.

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If that's the gift that God gave you, go make as much money as you possibly can. If you want to give it all away and impact lives, you should, but you have a gift. And I thought it gave me permission to go faster, harder, stronger. And since then, and my partner Tony is obsessed with giving back and serving others, but I've done 30 million meals through Feeding America.

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We build churches in Africa. We, you know, I mean, when the fires hit in California, we used to do fun stuff. Tony called me. He's like, there's a lot of people that were in rich areas, but there's a lot of people who weren't and they can't even afford to go to an Airbnb right now. So Tony's like, I'm going to put up 750 grand right now to get some Airbnbs for him this week.

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I'm like, put me in for 250. Let's give a million. Like we get to do those fun things in the invisible. I didn't put it on social. I don't tell anybody when I donate money or do things like that, but I get to do it. It makes me feel good. Like my little scorecard of life, right? And then I just think, wow, if I give more away, that means I'm going to sharpen my skills to go make more of it.

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Because I heard somebody say once, if you think money doesn't solve problems, you haven't given enough away yet.

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Wow. It's powerful. It's really powerful. I bet you've learned a lot from Tony over the years working with him.

Chapter 6: What are guided business development strategies?

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And I know that some people listening right now saying, I get that. I've done it in my 20s. I chose the wrong partners. You got to be aligned. It's like choosing a spouse or significant other. You got to be aligned. If one person only cares about money, one person cares about people first and money second, no way it's ever going to meet. It's never.

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And if you choose money first, I've never seen anybody win who chooses money first.

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Wow, that's deep.

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You've got to choose, is it a service that impacts people? Does it really have depth and breadth? Is it sustainable? You've watched online campaigns come on with the six figures in six minutes. Somebody will blow up. And then why are they gone in 18 months? Because the product wasn't built right. It wasn't done right. It takes a depth of caring. And then go make all the money in the world.

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But my whole point is picking the right partner is really important.

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Yeah.

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without compromising who you are and really being aligned, like almost write a prenup of, is this what you believe? And this is what I believe. And if it doesn't work out, how do we go about it? You know how many people get stuck in ugly partnerships? I mean, a lot. It happens all the time. And especially the creative, who brings on a partner who's an operative.

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They think through completely different lens. The crazy innovative entrepreneur who does podcasts and does crazy stuff compared to someone comes in and wants structure and standing operating procedures and processes. They're two different languages. I've watched those two explode into ugliness. So you just got to be really clear on the way in.

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But once you choose the right person, the best advice I could give is don't keep score. If your capabilities and someone else's capabilities align and one plus one makes five, where I've seen go sideways, like, wow, you know, maybe you're working on a career. What do you spend most of your time on?

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