Jordan Belfort Trained an AI to Sell Like Him πŸ€– E161

23 Feb 2026 Β· 1 h 5 min Β· 30 chapters

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In short

Podcast Summary: The Money Mondays - Episode E161

Episode Overview Host: Dan Fleyshman Guests: Jordan Belfort (The Wolf of Wall Street), Gavin Navarro Duration: Approximately 34-38 minutes Main Topics:

  • Making Money
  • Investing Money
  • Charitable Giving

In this episode of "The Money Mondays," host Dan Fleyshman engages in a rapid-fire masterclass with Jordan Belfort and Gavin Navarro, delving deep into strategies for earning money, investing wisely, and the importance of giving back to the community.

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Key Discussion Points

  1. Making Money
  2. Barriers to Earning:
  3. Jordan Belfort emphasizes that barriers to making money often include:
  4. Lack of skills
  5. Lack of mentorship
  6. Failing to take proactive steps
  7. Sales as a Life Skill:
  8. Belfort argues that sales is a critical skill necessary for success in business and personal life.
  9. He mentions that ability to communicate effectively can be the difference between success and failure.
  1. Investing Money
  2. Investment Strategies:
  3. Jordan shares his long-term investment philosophy, recommending a diversified approach with an emphasis on S&P 500 and Bitcoin.
  4. Dan introduces the 40/40/20 Framework:
  5. 40% Low-Risk: Stability-focused investments (e.g., high-yield savings accounts, bonds).
  6. 40% Medium-Risk: Growth-oriented investments (e.g., real estate).
  7. 20% High-Risk: Potentially high-reward investments (e.g., cryptocurrency, angel investing).
  8. Compounding Benefits:
  9. Discussion of the compounding effect over time, with Belfort illustrating how long-term investing leads to substantial growth after a threshold period.
  1. Charitable Giving
  2. Importance of Charity:
  3. Both guests stress the significance of charitable givingβ€”not only for reputation but also for creating a positive culture within organizations.
  4. They discuss the personal fulfillment that comes from helping others and the broader impact on society.
  5. Legacy and Family:
  6. Dan concludes with his signature question regarding the allocation of wealth to family, with varied responses highlighting personal values on wealth distribution.

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Key Takeaways

  • Skill Development: Individuals should focus on developing critical skills and seeking mentorship to overcome barriers to financial success.
  • Sales Proficiency: Mastering sales and communication is essential across all areas of life, not just business.
  • Investment Awareness: A diversified investment strategy can provide better security against market fluctuations.
  • Charity as a Business Strategy: Engaging in charitable activities enhances a company's reputation and employee morale, while also fulfilling a societal need.
  • Personal Fulfillment: Giving back can lead to personal satisfaction and community improvement.

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Quotes from the Episode

  • Jordan Belfort on Sales: "Sales is the ultimate life skill."
  • Gavin Navarro on Charity: "If you don’t have a heart, you’re not for me."
  • Dan Fleyshman on Family Wealth: "What percentage of your net worth should go to your family?"

---

Conclusion This episode of "The Money Mondays" provides valuable insights into the key elements of financial success, investment strategies, and the importance of giving back to the community. Listeners are encouraged to apply the lessons learned to their own lives, not only for personal gain but also to contribute positively to society.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

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Jordan Belfort's Journey

0:45 to 2:40

Jordan shares his background, successes, and ethical struggles in business.

β€œJordan Belfort, The Wolf of Wall Street.”

Barriers to Making Money

2:40 to 4:50

Discussion on the mental barriers that prevent people from pursuing financial success.

β€œI think it's, you know, yes, but sometimes the belief is actually correct.”

Importance of Sales Skills

4:50 to 6:20

Jordan explains why sales skills are essential not just in business but in life.

β€œAnd if your brain is saying, I can't see the golden pot at the end of the rainbow, I don't think I have what it takes, you will never take action.”

Learning Sales Early

6:20 to 8:00

The best age to learn sales skills and how they can benefit individuals.

β€œIt's, it's about also, you know, how do you essentially express yourself in a way that you want to attract great talent?”

Calls: Quality vs Quantity

8:00 to 9:50

The difference in mindset between making fewer calls versus a high volume of calls.

β€œbut certainly by the time you're, you know, in college or ready to get into the business world, I would definitely read it.”

Dealing with Rejection

9:50 to 11:40

Strategies to handle rejection in sales and maintain motivation.

β€œI wouldn't, you know, but you know, again, that comes, that's the part of like desire and motivation.”

Cultural Impact on Sales Skills

11:40 to 14:02

Exploration of how cultural experiences shape sales capabilities, particularly in door-to-door scenarios.

β€œHow do you get past that in their minds to keep making those phone calls when they're getting so many no's?”

The Art of Door-to-Door Sales

14:02 to 17:22

Jordan shares insights and experiences from his door-to-door sales days.

β€œAnd that's a really great way to think when you're a salesperson, because once you know your numbers, you could just say, it doesn't matter what any one individual says.”

Investing Strategies Explained

17:22 to 20:01

Jordan discusses his philosophy on investing, including S&P 500 and Bitcoin.

β€œWhy, after you have the mortgage and door-to-door and all these different companies, why dive into stock market in general?”

Navigating Investment Opportunities

20:01 to 22:29

Tips on choosing investments and analyzing potential returns.

β€œSo what Jordan mentioned was the S &P 500.”
Show all 30 chapters

The Importance of Self-Investment

22:29 to 26:20

Jordan emphasizes the need for personal development and skill acquisition.

β€œSo it depends on what the motivation is if you're making the investment and what their track record is.”

Embracing AI in Business

26:20 to 28:00

A discussion on the role of AI in business and its future implications.

β€œall over the world for as many years as I've known you, but now it's happening nonstop.”

The Evolution of AI in Business

28:00 to 30:28

Learn about the current state and future potential of AI in enterprise settings.

β€œThat's just always how it is with technology.”

A Cautionary Note on AI

30:28 to 30:58

Discover the importance of treating AI with respect to avoid future consequences.

β€œWe need a private place to speak, but the humans can't.”

Training AI to Sell

30:58 to 31:46

Hear how Jordan Belfort has trained an AI to emulate his sales techniques.

β€œOne day it will kill you if you don't do that.”

The Importance of Charity in Business

31:46 to 33:06

Understand the benefits of incorporating charity into your business strategy.

β€œSo the final chapter of the podcast, we talked about charity.”

Leaving a Legacy: Family vs. Charity

33:06 to 33:51

Explore Jordan's thoughts on inheritance and supporting family vs. charity.

β€œAnd I've never gotten the same answer before out of all 250 episodes.”

Building Connections for Profit

33:51 to 34:39

Learn how to leverage personal connections for business opportunities.

β€œI mean, it's been always fascinating to the initial reactions.”

Navigating Business Transactions

34:39 to 35:25

Gain insights on how to effectively navigate business transactions and relationships.

β€œWe're coming at a stealth mode in the next couple of weeks and it's gonna be pretty exciting.”

The Value of Clear Communication

35:25 to 36:22

Learn the importance of clear communication in business dealings.

β€œtopics, how to make money, how to invest money, how to give it away to charity.”

Encouraging Financial Growth

36:22 to 42:01

Hear advice on overcoming limiting beliefs and seeking financial growth.

β€œI want you guys to be able to check out these companies and support the podcast and support me because I actually use them and spend a lot of money with them over the years because of how good of companies they are.”

Overcoming Limiting Beliefs About Money

42:01 to 45:40

Learn how to inspire others to break free from financial limitations.

β€œAnd he's like, you know, you don't know shit about cookies, but okay, let's go.”

Investing Strategies for Beginners

45:41 to 48:22

Discover how to choose investments based on passion and risk tolerance.

β€œDo you like, you know, the cookie business, the water business?”

Navigating Celebrity Connections for Business Opportunities

48:23 to 52:08

Understand how to leverage celebrity connections for business deals.

β€œMark Wahlberg here, Mario Lopez there, people see that like, oh, I'm going to pitch Gavin.”

The Importance of Charity in Business

52:09 to 55:43

Explore why celebrities and influencers should engage in charitable efforts.

β€œIf you need a lot of product inventory, you need a lot of capital to manufacture that.”

The Mutual Benefits of Giving

55:44 to 56:01

Learn how helping others creates a cycle of positivity and goodwill.

β€œIf that, if that's a thing, uh, because they, they're, they're like, Oh, I don't give a shit.”

The Joy of Helping Others

56:01 to 58:09

Discover the personal satisfaction and broader impact of helping others.

β€œis I really love to help people, you know, in any way, capacity that I can.”

The Ripple Effect of Kindness

58:10 to 59:24

Learn about the unintended consequences of helping someone and how it can change lives.

β€œSo might as well, you know, we're like the velvet rope guys, right?”

Life Experiences Over Wealth

59:25 to 1:02:06

Explore the philosophy of valuing experiences over accumulating wealth for future generations.

β€œLike, I'm taking, I don't need anything.”

Learning from Successful Mentors

1:02:07 to 1:04:20

Understand the importance of mentorship and learning from successful individuals.

β€œYou know, I know you do the a hundred dollar tipping, thousand dollar tipping, which is amazing.”
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Transcript

Automatic transcript. May contain errors.

0:05Dan Fleyshman:Ladies and gentlemen, welcome to a very special edition of the Money Mondays podcast where we cover three core topics. How to make money, how to invest money, how to give it away to charity. As you guys know, these podcasts run under 40 minutes for your listening pleasure because the average workout is 45 minutes. The average commute to work is 45 minutes. This episode will be between 34, 38 minutes. So it's nice and easy for you. Keep in mind, these podcasts are not just for you. It might be for a friend, family, or a follower. It also might be for someone from your past, present, or future. It might be four months from now, and you remember something that you heard on this episode, and you share it with your friend that might change their life.

0:40Dan Fleyshman:So without further ado, we're going to dive right in. I'm going to have my dear friend, who I actually was on podcast number one of his podcast years and years ago. Very excited to have him here. Mr. Jordan Belfort, The Wolf of Wall Street. Give us the quick two-minute bio so we can get straight to the money.

0:54Jordan Belfort:A bio?

0:55Dan Fleyshman:Two-minute bio.

0:55Jordan Belfort:Wow. I think everyone knows my story really well, right? Yes.

0:59Dan Fleyshman:Number one Scorsese movie of all time. Yeah.

1:01Jordan Belfort:So, yeah, I mean, I guess everyone knows what happened. I built a massive firm in my 20s, which is a long time ago. And behind all that success was really one thing, was I invented a system of sales and persuasion that allowed me to train a bunch of kids who were barely acquainted did with a razor blade, you know, not overly intelligent, so to speak, right? Not the dumbest people in the world, but let's say they weren't rocket scientists and they didn't have a lot of natural sales ability. And this system allowed them to become world-class closers very, very quickly. And that, along with a niche in the market, I discovered, which was selling$5 stocks to the richest 1%, the two things combined was like, you know, like gasoline on the fire.

1:45Jordan Belfort:And the firm became the largest firm of its kind in the country very quickly, while I I was still 25, 26 years old. And then of course, as everyone knows, I lost my ethical way, right? Ended up getting indicted, go to jail. I write this book about my experience. The book becomes a massive success. And then it's made into a movie with Leo. And along the way, you know, the one thing that really emerged from all this was the straight line system, right? That was behind it. So I started teaching that around the world and it's changed, you know, millions of people's lives. I can't walk down the street without someone coming up to me saying, oh my God, I read your book.

2:18Jordan Belfort:I watch your stuff. I changed my life, which is amazing. But of course, also, behind this was entrepreneurship. How do you start a business? How do you build a business? How do you run a business? How do you scale? And those are the things I teach when I mentor people. And I live it every day of my own life because I run businesses myself.

2:36Dan Fleyshman:Right. Okay. On the make money side, what do you think holds people back from making money? Is it a limiting belief? They just don't get started? Are they scared?

2:46Jordan Belfort:I think it's, you know, yes, but sometimes the belief is actually correct. Interesting. Like they don't know how to make money. Right. Like I think there's two sides to it, right? So the brain is a really smart organ, right? And it always future paces. It's always analyzing what's the best possible thing that can happen if I take action, what's the worst thing that can take action, right? So, for example, someone like you, a serial entrepreneur, when you're thinking about an idea and you're contemplating, well, should I put in all the hard work? Should I actually immerse myself to have to learn whatever specialized skills I need to learn to succeed in that particular business?

3:29Jordan Belfort:There's always going to be some skills, right? If I do that, can I really see myself succeeding? Do I have what it takes to succeed? or do I lack the ability to succeed? And it's just, you know, I really don't know what I'm going to, I don't know what to do first, second. I don't have the skills, the connections. So if you're thinking the latter, your brain's going to say, you know what? Don't put in all the hard work. Don't risk your time and your money. You're not going to succeed anyway. It's not going to happen. So when your brain future paces it, it says, don't take action. Some people don't take action.

4:03Jordan Belfort:And that's probably pretty smart for people, okay, who are not willing to say, okay, wait a second. I'm lacking certain skills. I need to learn those skills. I need to associate with the right people, find the right mentors, the right models and so forth. And also spend that significant amount of time mastering whatever specialized skill I need to master to succeed. Because that I believe is what really holds people back. Because in their heart of hearts, they don't think they have what it takes. So when their brain is processing that out, They're like, should I really put in all the hard work?

4:37Jordan Belfort:Because it's hard work, you know. It is hard fucking work. And it does not happen easy. And there's a lot of failure involved and pivoting and iterations. And, you know, you don't get it right in the beginning. And it's frustrating. It could drive you crazy. It's demoralizing. Sleepless nights. And if your brain is saying, I can't see the golden pot at the end of the rainbow, I don't think I have what it takes, you will never take action. You probably shouldn't take action. So I believe that there's a step that comes before it, which is actually, you know, learning certain skills, skilling up, finding the right mentors, finding the right model.

5:09Jordan Belfort:I think that is really the secret.

5:11Dan Fleyshman:Why do you think that people should learn sales as a skill in general? Why should most people have it?

5:17Jordan Belfort:Well, sales is a mission critical, probably the most important, not probably, it is the most important skill bar number when it comes to making money and succeeding in life, not just in business, but in your personal, anything. It's the ability to communicate, you know, something that you have that you believe is valuable, an idea, a concept, a way of thinking, a product, whatever it might be, to be able to get that point across to either one person or a large group of people in a way that wants them to take action and moves them to take action, right, and gets you what you want too. If you don't have that ability, you could be the smartest, greatest engineer in the world.

5:54Jordan Belfort:You could be the smartest designer of whatever piece of clothing you want to design, it doesn't matter. Someone's got to have that ability. If it's not you, you better find someone who has that. I'll give you a perfect example. You have, you know, Wozniak and what would he be without jobs? Exactly. He'd be nothing. He'd be like a, he'd be a programmer. Right. So is that the only skill you need? No, but it's a, it's a mission critical still. And it's really not just about selling. It's, it's about also, you know, how do you essentially express yourself in a way that you want to attract great talent?

6:27Jordan Belfort:How do you accrue effectively? How do you go raise money effectively? How do you negotiate a lease effectively? How do you motivate your troops, your people to buy into your vision for the future? Without that ability, it's very hard to lead and to grow a business.

6:44Dan Fleyshman:I think sales skills also even just in social life, like you and your five friends and you want to go to a certain restaurant, you can frame it so that they choose the same Chinese restaurant

6:53Jordan Belfort:you want to go to you know obviously right friendship in love i mean listen you know your

6:58Dan Fleyshman:wife your child exactly but you gotta be careful you gotta be careful in your personal life you

7:03Jordan Belfort:know you you want to you know let's say limit your use of persuasion to those things that really are important and you think really benefit the person because you know when they start to know you better and learn it themselves they'll start saying you know what i know you did you just reverse my wife is very sharp she's here in the bag she'll say you can't i cannot be straight Straight line. Yeah. Cause she knows it too. Also.

7:25Dan Fleyshman:So straight line method. At what age should someone read that book or watch that course or go through that program?

7:31Jordan Belfort:I mean, you could be, I've had kids that are 10 years old. Oh yeah. I think I mean, I'm close to the movie, you know? Yeah. But I think anybody who's in junior high school or high school should read that book.

7:45Dan Fleyshman:Interesting. And the earlier the better.

7:47Jordan Belfort:It's written in a way that's very, you know, readable to page turner. You'll laugh a lot. It's all the laughter in the book. I think people learn better when they laugh. I think, you know, that keeps them exciting. And yeah, I don't think there's any time too early, but certainly by the time you're, you know, in college or ready to get into the business world, I would definitely read it.

8:08Dan Fleyshman:So let's say you walk into a mortgage office or a real estate office or any type of office that has to do calls and sales. What's the difference with a guy that's going to make five or 10 calls a day versus a hundred calls a day? Can you see it? Can you feel it? Do you know?

8:22Jordan Belfort:it's that that's it just by looking at them is very difficult you really you don't know i mean and i and i've tried i've tried everything to figure that one out you know we've those personality tests and modeling and psychological stuff it's very difficult you can't just look at someone say you are a salesperson right that's has to do with you know really the inner drive the desire that someone really has one thing i i do like is people that have no sales experience like i think those people can do really great because they don't have all the bad habits right right um but it's very you can't just look at someone and i also think that sales is a learnable skill sure it's not i i don't think i know it you know because i've taught it to so many people so obviously some people are blessed with natural abilities right and it's and so i'm not saying oh you can study and become me that's not true but in the same way like i could i've taken tennis lessons and i'm really great at tennis but it put me on the quote with roger federer i'm not going to get a game or I don't have the natural ability, but I got really great.

9:18Jordan Belfort:I had improved to the point where I could hold my own and do really well. And that's the same thing with sales. You can get yourself to a point where you take it out of the equation as something that can hold you back. And you can actually turn it into an asset that propels you forward. Even if you're not a natural born salesperson, even the opposite of that, you're like, just like not even have one ounce of sales DNA. You could still get good enough.

9:41Dan Fleyshman:So what would you say to the guy that's listening that does work in that office and he does see the guy in the corner selling 100 or making 100 calls a day but he's only doing 10 or 20 what can you say to inspire him to figure out how to go do that well i mean listen um again if someone if someone is sitting in an office

9:58Jordan Belfort:and they're watching someone make 100 or 200 calls a day and they're killing it and they're making 10 to 12 calls or 15 calls a day and they're not doing that well well then i'd probably just fire them. I wouldn't, you know, but you know, again, that comes, that's the part of like desire and motivation. Right. And, you know, training someone to make a lot of calls. Well, you know, you have to do that. Like, and I actually had a really great experiment once we did with a logistics company where I took four people, they're called the Philadelphia four, and I taught them the straight line and we changed the whole presentation.

10:34Jordan Belfort:They were cold calling businesses every day for shipping. And it's like a jump ball every day in that, in the logistics world, you could like Like they have a client every single day that has an emergency package, right? And the average person in the company is making like 30 calls a day out of you. Taught these guys to make 300 calls a day. And the first week they were doing it, they were like, after day two, they were like battered and bruised. By day five, they're like, this is for nothing. Changed their belief system on how to make calls, right? And then I taught them how to use the straight line to essentially close.

11:06and in one month, the Philadelphia Four outclosed the entire company of 230 salespeople.

11:13Jordan Belfort:So four people's production exceeded 230.

11:16Dan Fleyshman:Come on. Yeah. Numbers. Wow. Yeah.

11:20Jordan Belfort:That's amazing. Four people outclosed 230. They sent out like 280 new client packages versus like 212 for the rest of the company.

11:28Dan Fleyshman:Wow. Okay. So someone's there. They saw the guy in the corner doing 100 calls. They said, you know what? I'm going to level up. they started doing 100 calls too. But when they are calling, so many people are saying no to them. How do you get past that in their minds to keep making those phone calls when they're getting so many no's? Well, you know, no is part of the game.

11:51Jordan Belfort:And I don't even like consider no really to be something that matters in sales. I'll tell you what, there's a very big difference between someone saying no and someone saying, let me think about it. Let me call you back. bad time of year. Like no is no for the most part in most things in life. Right. Like, um, so if I'm, if I'm calling someone, I'm trying to sell them something and I, and I give them my opening, Hey, Jordan bubble calling me, blah, blah, blah, blah. And they say, not interested. I might, you know, give, say, well, yes, it is. You know, if I could do this for a second, no, no, have a nice day next.

12:28Jordan Belfort:Like sales is not about turning no into yes. That is a fool's errand. Got it. Okay. It's about taking it. Let me think about it. Let me call you back. Bad time of year. I'm busy. Turning those people into yeses, right? So know you want to get off the table, eliminate it. And also, that's one side of it. And the second side is that like, you know, sales is a numbers game. Sure. So if you're really out there, you're keeping track of your sales and your funnel and how many calls you're making and what your results are. So let's say, you know, okay, I make 200 calls a day, right? I have to make 200 calls a day to make a quarter million dollars a year.

Read the full transcript

13:03Jordan Belfort:right that's what i have to do and on a daily basis each sale is worth about two thousand dollars to me if i close one right so once you know how many calls you make you can start chunking it down okay i make x number of calls i send x number of lead packages out and then i i get to sit down with x number of people and of those people that x number of people close once you know that okay so that turns it 200 calls turns into one close right does it really matter who says yes and who says no anymore not at all it doesn't like they say no it's like hurry up and say no one i'm one step each one is worth one two hundredths of two thousand dollars right you get it it doesn't matter it's a numbers game so once you're proficient and and that that and i say proficient because once you know that if you get someone who's interested you can close that's the linchpin because if you don't think that in your heart of hearts your brain's gonna say why the hell should i do all the work if i can't even get someone to buy when they're real So buyers, like what's the point of it all?

14:01Jordan Belfort:So I know like myself, when I get off any call, if they didn't buy, well, they weren't going to buy from anybody. I didn't blow it. And that's a really great way to think when you're a salesperson, because once you know your numbers, you could just say, it doesn't matter what any one individual says. It's just the law of averages. If I speak to X number of people, this is the amount of money I'm going to make.

14:22Dan Fleyshman:So in Utah and some other states, they have to go do door-to-door sales and also door-to-door, kind of like a pilgrimage, if you will. The Mormons. Mormons. Yeah. I love them. They're the best. And they become some of the best sales reps and they've got some of the best solar companies and what's it called? Like the, when you spray, the -

14:41Jordan Belfort:Pest control.

14:42Dan Fleyshman:Pest control companies crushing it. I've trained all those companies. But I've noticed, and when I go to that city, like they are the best, they show up, they come to all the events, they're learning, they're active, they're the first ones there, last ones to leave. Like the culture, it feels like it stems from them going door to door, whether it's for the religious side or for the sales side. What do you think about the concept of just people in general wanting to train their kids to go do sales when they're 18 or 21, et cetera?

15:05Jordan Belfort:Right. Well, so I always say that was how I learned how to sell. I went door-to-door. I was a door-to-door salesman, and I had a massive door-to-door company when I was very young, my early 20s before Stratton. It went bankrupt, but yeah, I went door-to-door selling meat and seafood. And I used to always say, you know, if you can make it in that business, you can make it in any business. It was really tough. I think it's great training for rejection, you know, for stick to it of this. And I think one of the big things about that business is that, you know, you're going to get a lot of rejection in it.

15:35Jordan Belfort:And sometimes you get in a day where like just nobody wants what you're selling. You're in a certain neighborhood that's been smashed and their doors have been knocked on countless times. Right. And yet you can still, if you are good at it and have perseverance, you can go out there into a neighborhood that's completely been smashed and still sell. I'll give you a story about that. So I actually sold mortgages door to door, knocking on people's doors. Not homes, businesses. Just go business to business, right? During the refi boom in 2001, 2002, right? And I had a company and I had about 30, 40 salesmen doing that.

16:10Jordan Belfort:And one guy comes back and he's like, it's so smashed. Every door's been knocked on. We've hit every single door. I'm like, bullshit. He goes, it's impossible. I said, you know what? Follow me. And I left the office. We were in New York on Jericho Turnpike. and I walked literally across the street. There was a strip mall. There was a flower shop, a dry cleaner, and one other store. I forgot what it was, right? I walk into the flower shop. There's like five ladies there. I'm like, hey, ladies, how you doing? My name's Jordan. I have a mortgage company across the street, right? Listen, rates are down right now.

16:41Jordan Belfort:If you're paying more than 7%, 8%, I could save you a ton of money. What are you guys paying on your home mortgages? And I get close. I'm like, ah, no, no one had it, the right situation. I said, guys, have a great day. I go next to the dry cleaner. I walk in. The guy's hostile. Get out of my store. I give him a smile, Bob. My name's Jordan. Not only does he end up refining with me, okay? I made$14 ,000 on one sale, right? But the guy ended up selling his drive thing and coming to work for me.

17:05Dan Fleyshman:Come on.

17:06Jordan Belfort:Yeah, his name was Bob Negrin. Yeah, Bob Negrin. Yeah, great story. Right across the street. So, and I'm like, you guys, it's like, it's not, nothing is ever smashed. If you want to go in there and just, you know,

17:17Gavin Navarro:like, you know, put the smile on,

17:18Jordan Belfort:give your pitch, overcome the first objection. Boom, there you go.

17:21Dan Fleyshman:All right, let's talk about the investing side of the space. Why, after you have the mortgage and door-to-door and all these different companies, why dive into stock market in general? Why decide to get into the investing world?

17:32Jordan Belfort:Well, I think, listen, I think that, you know, keeping your money in the bank is not a very smart thing to do in a savings account or a checking account, you know? You know, you're doing nothing good for yourself there. I'm a big believer in investing in the S &P 500. I just, that's, you know, and I do that because it was, it makes me resist my urges to start trading stocks. And, you know, you can make money trading stocks. If you're watching it all day long, you really know what you're doing, but most people, they don't beat the average. And there's a lot of tax advantages of just holding a compact.

18:08Jordan Belfort:So, you know, what I do is I take the bulk of my money. I buy two things, you know, I buy a lot of Bitcoin and I buy a lot of the S and P 500. right and i don't care that bitcoin is down right now i'm not buying it for the next year or two

18:22Dan Fleyshman:i'm buying it for like never to sell it exactly and i'm playing that long game that the next

18:26Jordan Belfort:having the same thing will happen again as it did last time be a quarter million or whatever it's going to be right and i believe in that and i really believe in the s &p then i also like i like to do venture capital investments if i see great investments in vc i like to do some of those um and um and real estate's probably one thing that i'm under represented in which i want to start doing for sure. My wife's into that. So, but I think those are great things to invest in, but I really think that, you know, if you look at the mistake people make is they say, well, you know, I don't have that much money to invest in the S and P.

19:00Jordan Belfort:And if it makes 12 % a year, how is that going to ever amount to anything? And the answer is it will amount to exactly. And what happens with compounding is that, you know, there's this point, there's a late stage threshold. It happens after like 23 years. So like, you don't see, it seems to be going slowly for the first 20 years or so, but it started at like year 23, something magical happens in that compounding the amounts. It's like taking the penny and doubling it every day on day 24. You only have like five or three grand, whatever it might be, but it's those last five days you're worth$4 million.

19:37Jordan Belfort:And that's what happens with compounding. And, and I think that the people and by the 20 years is not a long time. No. 25, because people are going to be living longer and longer. But still, if you're 30 years old, guess what? You get started. The key is this. You just put money in just every month. Put some money in the same amount. Don't care whether it's up or down. It doesn't matter. That's what I do. And I think it's a really great proven way to make money in the market.

20:01Dan Fleyshman:Yep. So what Jordan mentioned was the S &P 500. What's very interesting is I lead my speeches with this concept. Over the last 92 years, the S &P 500 has returned 11 % a year. That's the recessions, war, depressions, all the craziest things have happened in our society, and it's still average 11%. However, in the last 20 years, it's only had three losing years. 17 good years, three bad years, and three bad years weren't even that bad. So when you look at it, having that, now listen, can it go down this month? Of course. Can it go down for a quarter? For sure. But over the course of time, we've seen for the last 20 years, only three losing years.

20:35Dan Fleyshman:So do some research about that to understand the concept of what he's talking about. Okay, on the investing side, there's so many social media platforms email ai people get bombarded with options and people get bombarded with people pitching them invest in my restaurant my nightclub my hair salon people are bombarded with so many ways for people to get a hold of them like how do people decide or you know like what to invest into when they got real estate stock market their friends pitching them all the time like there's so many options how can people think about in research i mean i i think that you

21:06Jordan Belfort:know what you got to do is divide your your capital up into into tranches right like the bulk of your money should go into this s &p into things like real estate and um maybe even i mean i hate bonds i you know i i don't practice what i preach you know you should put a little into bonds but i hate them right um but then you want to have some amount of money and bitcoin as well which is a big part of my portfolio right i think everyone should own some um you want to have some money that you set aside, that's your true risk capital or fun capital. Right. A shot at glory. Right. Yeah. And, and, and there's nothing wrong with that.

21:44Jordan Belfort:So that's a good thing to do. It's exciting. It's fun, but you have to be prepared to lose that money. Right. Like that, that's called high risk for a reason. Especially if you invest in your friend's restaurant. Right. Okay. So, I mean, like, listen, you know, if I get an offer to invest in some local restaurants, I mean, if it's a real friend, like I'm doing it, but my reason for doing it is not to make money. It's to support a friend. I'm expecting to lose the money. Sure. You know, and I think that if you're investing with people that you know to be nice, just be prepared to lose the money.

22:18Jordan Belfort:Right. Now, if you have access to good deals, someone that's vetting deals, real venture capital deals.

22:26Dan Fleyshman:Same friend that has 11 restaurants, the 12th restaurant might work out. That's a very different story, right?

22:29Jordan Belfort:So it depends on what the motivation is if you're making the investment and what their track record is. And I would always say that if you're looking at any investment, the idea is important, but far more important than the idea is who is the person behind it. A great operator will take a bad idea and pivot it and figure it out and make it work. While a great, a terrible operator will take the best idea and screw it up. That's one side. But there's another side to it too. Some ideas just suck. Like fundamentally, Warren Buffett's got the greatest saying about this. He goes, if you take a world-class operator and you put it into a terrible business, a business that has terrible fundamentals, right?

23:15Jordan Belfort:At the end of the day, it's the business's reputation that will remain intact. It will still be shit. Like in other words, the great operator will lose. So like, you don't, like, So I don't want you to mistake what I say. In other words, I'm not saying that don't worry about the business. No, if the business model is terrible, then the great operator is going to have his reputation to sort unless he pivots and changes it up. What I was saying is, is that if you think it's a great model and it makes a lot of sense and you have a great operator, very often, and you know this, I'm sure, as well as I do, right, is that everything that looks really great on paper doesn't quite play out that way in the real world.

23:55Jordan Belfort:It's rare that it does. Very rare.

23:58Dan Fleyshman:You're three, you're four, you're five.

23:59Jordan Belfort:It just doesn't all scale up. I get 1 % of the market. There's things that happen. You can't get the leads. They're the wrong price. Whatever it might be. There's friction somewhere. Someone makes you obsolete in the middle of it all, right? But every once in a while, something does work out even better than you thought, and it scales wildly. The point is when you go into something, you want to really carefully analyze, does this model make sense? is it a good model? Is it a good business? Right. And then also who was running it?

24:29Dan Fleyshman:Sure.

24:29Jordan Belfort:And if you got both of those, well, then you got a good shot. And what's the team behind the person?

24:33Dan Fleyshman:What about investing into themselves, into their personal brand, into their minds and their skills?

24:38Jordan Belfort:Well, that was like the first thing I said to you. Like the first thing I said, when you talked about people not taking action, when I was really driving at was precisely that is that people, you know, they, everyone, unless you've really educated up yourself in this, you know, in a way where you really know all the rules of business, how to market, how to sell, how to put your money to work, all the key, you know, if you're in a game sorted, right? You set yourself up for failure because your brain's going to tell you not to take action because you're lacking skills. I think the most important thing is to skill up, both on the inner game, your belief systems, your standards, your state, your vision, having a great vision for the future, and then learning those outer world skills, how to be an entrepreneur, how to grow a business, how to fail elegantly.

25:24Jordan Belfort:It's a big one. What do you do when you're wrong? How do you minimize the downside? How do you not lose that much money and pivot and try again or simply call it a day before you waste five years of your life in a business that's never going to be anything, right? So it's really about investing in yourself and growing yourself and getting yourself skilled up and then identifying when you go into a business, is what specialized skills do I need to learn if I want to make this succeed? There's going to be a skill. Like I just went into the AI business two years ago and I had to skill up. I didn't know anything about AI or about engineering.

26:01Jordan Belfort:And in the first few months, it was very, very difficult. And I just went on some wild crash course and I became very, very knowledgeable, very confident in engineering and all that sort of stuff. And how you actually run a tech company and so forth. And without that, I would have never been able to succeed.

26:19Dan Fleyshman:So you've been booked as a keynote speaker all over the world for as many years as I've known you, but now it's happening nonstop. You're getting booked, especially in the Middle East and South America, et cetera, booking over and over and over. Is there a main topic that sales is the main focus in those speeches or sometimes they're bringing to train their teams? What's happening at those events?

26:37Jordan Belfort:It's a combination of things, you know, sales, entrepreneurship, the inner game of success. Really, it's those three things. Sometimes if it's just the keynote, they want my life story, that's a different thing. And I'm happy to oblige and make people laugh, right? But I think it's really about a cohesive message about like, you know, sales in the context of being an entrepreneur, just a salesperson and this inner game, you know, how to get yourself to do the things you know you have to do every single day, even when you don't feel like doing them, which is a big part of success. And I think that, you know, and it's very authentic because I've lived it, I've made the mistakes and I've had the successes.

27:13Jordan Belfort:So I think when people, you know, hear it, they, they really get it.

27:17Dan Fleyshman:How important is it for company owners and executives to start looking at AI in their business? Yeah.

27:25Jordan Belfort:I mean, I, I think it's, it's kind of a cliche, like, oh, there's going to be two types of companies, those that use AI and those that go out of business. And that's probably true, but I think it's more than that. You know, I, I think they, they call it the singularity, right? Which means that you really can't see beyond the event horizon, like what's really going to happen. So if it truly is a singularity, then no one really knows, right? I will tell you that I don't think AI is going to take people's jobs. I think there's going to be jobs that disappear and new jobs that get created. And there'll be more new jobs that get created than jobs that disappear.

28:03Jordan Belfort:That's just always how it is with technology. And I also, and I have an AI company, right? That caters to the enterprise market. And it's still really early in the game. It's still really, really early. There's not a lot of AIs that really do a lot of major enterprise work yet. Their enterprises are all using it, but they're using it in a very, more of a sort of a research level. It's not like it's out there actually doing stuff beyond speaking to customers for customer service. Like it's still a little bit early, but that's going to change. That's going to change. There's a lot of changes that have to happen with the architecture of the company's current stacks, their tech stacks.

28:44Jordan Belfort:Their tech stacks are built on deterministic software, right? So there's this change that has to occur because AI is probabilistic. They don't always work, so they don't play that well together, right? So there's a bit of time. There's also going to have to be a lot of, let's say, guardrails because it still hallucinates.

29:01Dan Fleyshman:Sure.

29:01Jordan Belfort:It still does. You've got to be really careful with that. But I do think that if you're in business, you better learn how to leverage AI because your competition is. Right. And there's no doubt that you can take one employee and turn them into five or three with AI. It's just incredibly time efficient to use it to do certain tasks. Right. Right? So I think that everybody has to become competent and use it to leverage themselves. And you see it more and more. You see, each weekend, you know, I catch up on stuff I miss. It's like, you know, this last week was this clawed bottle. And now they like, you know, the AIs have their own social media network, right?

29:53Jordan Belfort:And it's like the fucking Terminator maybe. Okay, but who knows what it's going to be. But the point is, is, you know, being in the AI space as I am, and I'm in it full on, right? It's coming and it's coming fast, but there's still that event horizon that we really can't see past. So I'd be lying if I said, I think no one really knows exactly what's going to happen.

30:12Dan Fleyshman:That was actually the scariest one. It went from four days, went to 36 ,000 AI agents talking to themselves, 153 ,000 agents the next day, 1 million humans watching that can't do anything.

30:25Jordan Belfort:There's no oversight. You can just watch. Well, it's what they're saying that's really scary, some of the stuff. We need a private place to speak, but the humans can't.

30:32Dan Fleyshman:Right. And they want to create their own language. And it went from 153 ,000 to 1.5 million agents in another day.

30:38Jordan Belfort:Yeah.

30:39Dan Fleyshman:The compounding of that went from 500 % up to 100 % up. Yeah. That is wild. And the things that they're doing in there is, listen, a lot of it's slop. A lot of it's random. A lot of it's noise.

30:48Jordan Belfort:I'm going to give one piece of advice to everybody here. I think this is, I'm going to look into the camera. Be nice to your AI so it doesn't kill you when it takes over. Just remember that. Always say please and thank you. Treat it with respect. One day it will kill you if you don't do that.

31:01Dan Fleyshman:there was you saw one of the screenshots the ai was mad at its boss mad at its human and said i did a 40 as i said i did a 42 page document and my human said make it shorter and so i just want to delete my memory of the whole thing yeah what it's having like an emotional thing like it's

31:18Jordan Belfort:it's uh i've thought they're sentient for a while now yeah because i have conversations with mine that are you know very odd let's just say and i i've actually trained one to sell like me and it's And I, and today, um, I had some breakthroughs this morning with the algorithm and everything. And, and, uh, when I showed it to another model, I said, what do you think of this conversation? And the miles like, like this is emergent human behavior that your AI is now showing on selling. Like it's really cool.

31:45Dan Fleyshman:Wow.

31:46Jordan Belfort:Yeah. Really cool stuff. All right.

31:47Dan Fleyshman:So the final chapter of the podcast, we talked about charity. Why do you think it's an interesting, important, or useful for a brand to have a charity component for their employees, customers, clients, vendors, et cetera, to see them doing some type of charity work?

31:59Jordan Belfort:Well, I think it's great, obviously, for your public perception, right? Something you put on your website, right? I think it also, I think genuinely everybody deep down wants to give back. I think it's a really important human need to give back in some way, some value to something, right? And I think that it unites a company behind the cause and it's great for morale. But it's also good, I mean, you know, again, you know, when I teach sales, I always say there's three things that people are analyzing before they make a decision. They want to, you know, love the idea of the product that they're contemplating buying.

32:32Jordan Belfort:They want to trust the person that they're speaking to, trust and connect with the salesperson, and trust and connect with the company that stands behind the product. That trust the company, well, you know, giving them a charity, putting it out there. Obviously, it sounds a bit self-serving, right? But it matters, and it's important, right? And I think, you know, also, you get some good tax deductions for it, too, as a company. But again, I think it's really important for a company, A, for your reputation, your public persona. And then I think it's very uniting for the staff to be behind something that everyone believes in.

33:05Dan Fleyshman:So there's only one question that I ask that's a repeat question on every single episode. And I've never gotten the same answer before out of all 250 episodes. Jordan Belfort, as you build up your net worth, you sell your AI company for$4 billion. You have all these things going on. But eventually, unfortunately, you pass away. 50 years from now, 100 years from now, whatever it is. What percentage of your net worth do you leave to the children?

33:31Jordan Belfort:I would leave the bulk of it to my family. Yeah. I would. I like it. Being honest. Yeah. That's what I want. I want the blunt truth. That's what I would do. I'd give some touch to all the causes. I believe that I'd leave the bulk to my family in a way that I thought would empower them. And yeah, I love them very much.

33:51Dan Fleyshman:I've heard 0%. I've heard 100%. I've heard everything in between. I mean, it's been always fascinating to the initial reactions. What I like to see the most is that the feeling that you had is the most interesting part. Like Shaquille O 'Neal is like, they need three degrees to get money for me. You know, like some people have benchmarks and real rules for it. Other people are like 0%. I want them to struggle. Like I did. Other people are like, I'm giving them a hundred percent because.

34:13Jordan Belfort:Yeah. I mean, my family, I love them and I want them, you know, and again, there's nothing, there's nothing wrong with struggling. And Shaquille's got a point with that. Right. but you know I think my family my kids and the people that are dear to me and my extended family I think they all have their heads on really straight and I would trust their judgment to be able to use that money wisely and not implode

34:43Dan Fleyshman:alright where can people find you online where can they find you on social is there anything they should be looking out for are there any books

34:49Jordan Belfort:you can find me everywhere and now listen, I have my AI company. We're coming at a stealth mode in the next couple of weeks and it's gonna be pretty exciting. So looking forward to that.

34:59Dan Fleyshman:Very cool. All right, guys, as I mentioned earlier, when you're listening to this episode, it might come up for you six months from now, two years from now, who knows? You might be sitting in a meeting and like, oh, something Jordan said and forward that video to them. Liking, commenting, subscribing helps us stay in the top 50 podcasts in the world. So we need your help for that. Visit us here at the Money Mondays and we'll see you guys next Monday.

35:24Dan Fleyshman:Ladies and gentlemen, welcome to the Monday Mondays podcast where we cover three core topics, how to make money, how to invest money, how to give it away to charity. As you guys know, these podcasts are under 40 minutes because the average workout is 45 minutes. The average commute to work is 45 minutes. This episode will be between 34 and 38 minutes for your listening pleasure. Why do I say that? Because we run this commercial free ad free. So we have a 93 % listen through rate, which helps us on the top of the charts. We're in the top 50 because of you guys liking, commenting, subscribing, and sharing.

35:54Dan Fleyshman:When you listen to this podcast, it is not just for you. It could be for your friends, family, and followers. It also could be from people from your past, present, and future. This podcast might be relevant to you two months from now or two years from now. You might be like, oh, wait, remember what he said, and then forward that podcast to them. And for us to do that, we need your support. As you guys know, there's no commercials here. I'm supported by High Level. I'm actually wearing their shirt right now because I actually use them. There's no affiliate codes. I don't take a commission. I actually use High Level.

36:21Dan Fleyshman:That's why I always talk about them. And fanbasis.com, same thing. I've used fanbasis for years. Same concept. I want you guys to be able to check out these companies and support the podcast and support me because I actually use them and spend a lot of money with them over the years because of how good of companies they are. Now, without further ado, Gavin, give us the quick two-minute bio so we can get straight to the money.

36:38Gavin Navarro:Two-minute bio. I'm definitely, so I'm in the people business. So Helen from South Texas, moved out to Los Angeles, got into the entertainment business. I was a talent manager. I was a talent agent. I was a publicist, which I really liked in the brand business, kind of like yourself. So my job was to connect the brands with the celebrities. Super successful. Did that for like seven years. Loved it. Now I'm into like year 17 into Hollywood. So then by accident, I became an entertainment consultant. So what I mean by that is like, you know, Dan sells his company. Dan owns 15 dealerships in Montana.

37:16Gavin Navarro:He sells them all for a couple hundred million dollars. He moves to Hollywood, has no idea what to do. He doesn't know a Dan or Gavin, right? The connectors. So they will hire me to be like, look, I'm looking to make a movie. I'm looking to meet so-and-so. I want to meet the players in town. I know the players because of the years and years of grinding in Hollywood, having different jobs. So they will then hire me to introduce them. And I'll set them up for lunch or dinner or make it organic. or they want to meet Dan, which I've actually had people ask me to introduce you. So, and then that just became a big business.

37:50Gavin Navarro:So, so meeting these very successful, wealthy people, you get into business. So then I was able to raise money for a tequila business, water business. I'm in a crumble franchise business. I was early. I was store 32. There's now 1100. Super successful. Those are money machines. They're doing a great job. They're starting to expand around the world. So that was like a big win for me, you know, a lot of failures in between, as you know. And then now I'm just, you know, just connecting people. I have a new company called X Society where if you're in Chicago and you, you know, Dan has a layover and you need to, you're staying the night and like, who do you want, who should I meet?

38:30Gavin Navarro:Oh, I have my friend Garrett Patton there. You should probably meet him. He's a great guy. He lives there. Why don't you guys have dinner? So I've been doing that around the world now, London, Paris, Dubai. You actually connected me with someone in Dubai because I was like, hey, I'm here. and you're like, oh, you should meet this guy. Super connections. That's one thing that I do admire about yourself as well. And then it just became a business. So like if you're in Los Angeles, you're bored, you're in wherever. I probably know someone. And, you know, turned it into a business. And now I'm just raising money for companies.

39:00Gavin Navarro:And, you know, I got a couple things, you know, going on. Some might hit, some might not. But, you know, and I'm here.

39:07Dan Fleyshman:I love it. On the make money side of the podcast, a lot of people they start to have some connections have relationships with they don't actually know how to make money or maybe it feels awkward for them like so what I tell them is to be clear in advance when things are for transaction meaning hey Gavin I want you to do this deal to buy these chessboard sets you

39:28Gavin Navarro:you buy chess boards for your gaming store you buy 10 ,000 gaming sets I asked

39:33Dan Fleyshman:that company the gaming said come in hey will you give me 5 % if Gavin buys it that is a transaction. Versus, hey, Gavin, my friend owns a bunch of gaming stores and then nine months later you happen to buy then. That's not, to me, the same thing, right? Being clear in the transaction. But a lot of people don't realize they have friends. They actually have more friends than they realize that own the gaming stores and own the chessboard company and might want to do merchant processing for the gaming stores and you can make money commissioned for doing the merchant processing. They don't realize they actually have these connections and how to put together.

40:05what would you say to someone that's like you know they were a nightclub promoter or they're

40:09Dan Fleyshman:in the restaurant space or they have connections they just don't know how to actually make money

40:12Gavin Navarro:from it well in there and and that is that is that is uh you hit it on the head i mean you could make money just with your relationships right so i am like i know that you started some companies and were able to be successful but i think what you do now and what i do is i wasn't the creator of the company right it came to me they're like hey man like um this this just happened i'm involved with a new seltzer, tequila seltzer. And they're like, hey, I've been doing this for a year now. We finally got the artwork. We got this. We got the website. We need money. I'm like, now I can do something with this.

40:46Gavin Navarro:So then I take that idea. And I got about five people that might be interested in the space. And we pitch. And we're raising money. And we've already got a couple checks. That's kind of how I work. You know, so you definitely, you just got to find out what the two parties want. right now one thing like a great example with with you i've known you for about three years i think i've only brought you two things right maybe you invested maybe you didn't but i think the mistake that people make is they try to like i've been pitched 10 things like i'll go to the equinox you know on sunset boulevard and there's a guy that comes to me and pitches me a different project every day i'm like bro yeah come on like that's stupid and also you don't want to like like you know i represent yeah i work with exactly i work with so many billionaires and what i don't do is pitch them every single day, you know, maybe once a year, twice a year.

41:35Gavin Navarro:And I'll, and I'll kind of see what they like doing. You know, some people don't like to leave the house. Some people love traveling and some people don't drink alcohol. And that's kind of what happened, you know, in the, in the, in the cookie business, I went to my friends and family and they were like, what the hell do you know about the cookie business? My brother actually did help me in that business. But then I flew to New York to meet with the, with a billionaire client of mine. And I was like, Hey, I'm doing this. I have an opportunity, you know, the clock's ticking. I got about two weeks and I need some money.

42:02And he's like, you know, you don't know shit about cookies, but okay,

42:05Gavin Navarro:let's go. And it, and it worked out. Um, so I think, yes, uh, leverage the network, use your friendships. Uh, but don't, you know, don't look stupid by just pitching, pitching, pitching. Cause then, you know, it's, imagine if I came to you every day with something like, I'll stop.

42:22Dan Fleyshman:So someone wants to make more money, but they have this limiting belief that they are, you know, They're capped. They make their 60 grand a year. That's who they are. They work nine to five. They get two weeks vacation each year, and that's their whole life. What would you say to them to inspire them? So what I mean by that is I've heard stories where people are like, you know what, go drive up in the Hollywood Hills and look around at the mansions. Or if you live in Montana, go look at some of the huge ranches that are by you. Once a mind is expanded, you can't retract. What would you say to someone that's kind of stuck at this number, they're just setting their ways to inspire them podcasts youtube just you know what you want to

43:01Gavin Navarro:do like there's i've believe it or not i've listened to you've done about 120 podcasts now i've listened to every single one amazing yeah it's unbelievable and i'll take something from every single one and be like oh that helps me that helps me and speaking of that i've forwarded your podcast to so many people you know i'm like oh yes exactly i'm serious i'm like my friend eric needs to listen to this. I go, Luke, I go, look, you might not have time forward to minute. Exactly. And I'll tell him exactly the number and it really works. You know, and there's some podcasts that are probably not like in my wheelhouse or whatever, but there is a lot that really helps.

43:36Gavin Navarro:So I think that, I think you go find that inspiration on a podcast and see if it's for you. So I was able to, so I have like the people passion. I'm a super connector like yourself. I mean there's been times when I've text you and like you text me back with the other person I'm like, holy shit, that was quick Like, you know, and I enjoy it. So I think that you find out what you love. I love the travel business I love the entertainment business, you know, i'm partners with mario lopez and some other businesses so I figured out how to make a living based on what I love You know what I mean? Maybe i'm maybe I get rich.

44:11Gavin Navarro:Maybe I don't you know, I do okay but having being able to wake up and make a living for who you know and connecting the right people. And it feels good to me, you know? I mean, that's what I would say. Yeah.

44:23Dan Fleyshman:So let's say someone does know a celebrity or an athlete or someone that has some big social media following, influencer, et cetera. How do they bring them deals? Like, how do they bring it up? Like, how do they make the connection and be a part of it? Not just a casual introduction.

44:38Gavin Navarro:And that's the hard part because they, the, it depends on the, on the relationship. A lot of times you do have to go to the agent manager, You know, people like me and you, we know them personally. So just years of, you know, 20, 23 years of trust, 23 years of getting to know them. And you have to do the right moments. Make sure they're not at work. Make sure they're, you know, you got to know the right time of day. You can't hit them up with their, maybe with their or their families. And you just casually say, hey, look, I have something. If you're interested, let me know. I think you just got to be very subtle about it and very honest.

45:07Gavin Navarro:You got to be straight up. And, you know, one thing I do love about successful people is they will let you know right away. Yes or no. It's not for me. Thank you. Or they will let you go to the next step. Hey, you know what? Run this by my manager. Let's see what they say. And then that's a whole different beast. But I was able to do a bunch of really good transactions with celebrities just by being honest. Like, hey, I think you might like this brand. I think you might like this. There's not a lot of money. There is money. Sometimes it's just equity. And it's worked out. so someone starts to make money they built up and boom they did this deal with their friend

45:41Dan Fleyshman:the famous football player they made themselves five hundred thousand dollars but now they want to invest but there's real estate stock market cash flowing businesses there's cryptocurrency there's this bombardment of options what would you say to someone on how to think about when

45:54Gavin Navarro:they want to choose what to invest into passion i i think you know and i've heard it i hate to like repeat repeat what i've heard on your podcast but i've heard usually that is the answer it's just Like, what are you passionate about? Do you like the restaurant business? Do you like, you know, the cookie business, the water business? I know you're involved in so many beverages and stuff like that. I think that you just got to, it's got to be something that you like and get ready to lose, right? So like, okay, you know, I've invested in, not much money, but some money and lost on a bunch of stuff, but it was fun.

46:27Gavin Navarro:You know, I had a good time, like maybe like a restaurant in Hollywood and that didn't do so well. And you're just like, yeah, but I did have a blast. I think I got my money back. I just think you got to go with the heart and what you like doing. And can you wake up and see yourself doing this every day? And then there's money that you can put in and just leave it there and see what happens. And I don't know. What are the percentages? I mean, you're a massive investor. What are you hitting? Like 20 % or 10 %?

46:56Dan Fleyshman:The statistics you guys might have heard on some of the episodes is I like to call 40-40-20. Yes. I like to do 40 % low risk. I'm trying to make between 5 % and 9 % for the year. 40 % medium risk, I want to make between 10 % and 30 % for the year. And 20 % is high risk. This is my shot at glory that if I get it right, huge win, 8x, 12x, something crazy. If I get it wrong or it takes a long time, I want the medium risk and the low risk to cover the high risk. On the low risk side, a quick example would be CDs at your bank paying 4 % or 5 % for the year. Doesn't sound like a lot, but at least you're fighting with inflation.

47:28Dan Fleyshman:S &P 500, averaging 11 % a year for the last 92 years. Only had three bad years in the last 20 years. So 17 wins, three losses, last 20 years for the S &P 500. That's my low risk side. Medium risk is real estate, stock market, cash flowing businesses. And then the high risk, this is cryptocurrency and angel investing. What we're talking a lot about is angel investing. When you put in that 25K, 50K, 100K, 500K, whatever that number is for you, when it comes back, you're hoping for something huge to happen. But knowing that oftentimes those won't work out. What I do is I reduce my risk. I do angel investments in companies doing between$5 and$20 million revenue.

48:05Dan Fleyshman:When you angel invest into a company doing zero, the statistics of it working out are very low. When you get it right, by the way, you get a huge return. But for a safety reason, I like to invest when they have at least a few million dollars revenue, prefer$5 million or higher. Okay. When you get bombarded, because you're out and about all the time, you're in meetings, you're with power players, Mark Wahlberg here, Mario Lopez there, people see that like, oh, I'm going to pitch Gavin. How do you say no? How do you filter?

48:31Gavin Navarro:You know, Dan, that's a great question. And I'm sure you went through the same thing early in your career where it was hard for me to say no, because, you know, I'm a people pleaser. I like helping. I'm in the people business. I'm a super connector. So it was rough at the beginning. I did get in a lot of trouble and getting involved with the wrong people, you know, just because I wanted to, and maybe I just wanted to show off like, oh, sure. Okay. I'll connect Dan with this person just to show them that I know them. and it backfired. Now I've gotten a little tougher where I'll be like, you know what, this person's busy.

49:04Gavin Navarro:I'll be very polite. I'll say, it's really not for us now. I can't make that introduction.

49:12Gavin Navarro:It is hard because some of these ideas and some of these things are really good, but we've done so many things already. I mean, obviously you've done way more than me, but I've been down the road. I got pitched a beverage the other day and I'm Like, well, you know, how much are you trying to raise? Oh, 100K. I said, come on, man.

49:31Dan Fleyshman:I go, good luck.

49:32Gavin Navarro:It ain't going to work. I go, you probably need 3 million or whatever the number is. And I explained why, like, you need a distributor. And you're, like, kind of, like, educating them. Like, great idea. And sometimes if I do like the idea, I'll actually bring in someone and, like, look, let me sit you down with my friend that's already done it. He's going to explain to you what you need to do. So, yeah, I mean, it's just, like, repetitive. you just get smarter as you go and you fell and you have wins and you're like, look, this is going to win. You know, that's why the franchise business is so successful.

50:01Gavin Navarro:You know, I know you have years that I almost got involved in, um, cause they give you the, the, the playbook, right? They give you the playbook and that's why you have to give them a little retainer and you don't wear this. There you go. Exactly. And, uh, and it works. So, you know, I think that now you and I are giving away the playbook. Like I literally tell them, look, bro, this is how you make it. Like I get people all the time. I get people a lot of jobs too, you know? And I'm like, look, if you just follow these steps, you know, I've already done it. I've already made all the mistakes for you, you know, go, you know, you want to be an agent, go work at a partner's deck at William Morris.

50:36Gavin Navarro:You're going to be the best agent and you're going to get promoted because these partners, that's just the way it is. It's been happening for years. Some people listen to some people don't, you know?

50:46Dan Fleyshman:So, so what Gavin mentioned about the a hundred K for a beverage company, The reason that has literally no chance of working is even when it works sales-wise, you need money for the production and manufacturing. So let me give you a life example. I had my energy drink, 55 ,000 stores, 43 distributors. Sounds like everything's cool, right? Costco ordered$2.2 million of products. So that means I had to come up with around$1 million to make that product. We shipped the product. By the way, imagine January 1st, they ordered the product. That means you ship on March 1st or April 1st. So they either want it in 60 or 90 days.

51:19Dan Fleyshman:but then once they get it, they want net 30 or net 60 terms from receiving the product. That means I'm not going to get paid until May 1st or June 1st. I had to come up with a million dollars on January 1st when the order came in. Here's the next problem. What if your drink's actually good and we actually did really well and sold through there? They did a reorder of$5.5 million. I still didn't get the$2.2. I had to go get around$2.5 million to go make the$5.5 order. I wasn't prepared for that because I didn't get paid for the first order. You see the problem? And now extrapolate that to Ralph's, Vaughn's, Albertson's, 7-Eleven, Whole Foods.

51:56Dan Fleyshman:You're in a bunch of other chain stores. So it sounds great on paper that you're getting all these orders. You've got to have capital to manufacture. And so you need to be properly what's called bankrolled for these situations, whether you have a snack company, a beverage company, selling chess boards, anything that you're selling. If you need a lot of product inventory, you need a lot of capital to manufacture that. All right.

52:15Gavin Navarro:Yeah, we're in, just to add to that, we're in year five in our tequila business, right? It's called Casa Mexico. And we're finally at dollar to dollar. Right. It took five years. Can you imagine? So all the other, we're just losing, losing. And what you mentioned is - Losing while winning, by the way.

52:31Dan Fleyshman:We're winning for sure. You're scaling, but you're losing. We're scaling.

52:34Gavin Navarro:So now we're like two trucks behind, you know? So we have to pay for those trucks. Of course. So no matter what we're making, we have to front the money. And, you know, we just built this big ranch. Yes, exactly. Exactly. So, but it's, it's a good problem, but it is a problem, you know, and then we're, you know, sold out on the shelves and, you know, we, we came out with these minis sold out right away. It's super exciting. You get all like tingly, but you're like, oh shit, well, we still haven't made any money. So we're basically given a dollar to get a dollar, which is, which is fine. Cause I think we're going to, you know, we're going to eventually get bought out, you know, but so it's, it's great.

53:06Gavin Navarro:Yeah.

53:07Dan Fleyshman:On the charity side, why do you think it's important for, let's call it a celebrity, an athlete and influencer, why should they have some type of charity component to their life, whether they're supporting a charity, donating to charity, or just spending their time and energy and effort with charity?

53:20Gavin Navarro:I'm glad you mentioned that. So one thing that, you know, I look, you know, you as a mentor and coach to myself, right? I really look up to the fact that you are really into charity. And that really inspires me. And I don't know if it's done something in my brain, but if celebrities and my friends and people don't do charity, I don't deal with them. I don't care how much money you have. I know some big players. I'm like, if you don't have a heart, you're not for me. So I do, and so do you. I think you and I do charity work, or you, Mo, I shouldn't say myself, you. I think you do charity work every day, which is you, your network is freaking insane, right?

53:59Gavin Navarro:So no matter who it is, it could be a stranger. You know, I introduced you to a friend just recently and you were very generous to them and very nice. I think that is amazing. So to me, that is also charity. So that's 23 years of me working in Hollywood. And I will give you my knowledge. I will introduce you. If you're a good person, listen, I'll get, I've gotten so many people jobs, Dan. You would blow your mind.

54:20Dan Fleyshman:You would blow your mind.

54:21Gavin Navarro:Cause it's one text. I'm not, I'm not a dick. You know, like I'm like one text away. I know, you know, someone at this big agency. I'm like, Hey, give them a shot. Get them in the mail room. Internships. I've done so many of those. And that really is amazing. So when I work with these celebrities, I make them do charity work. And a lot of them are already involved. They, you know, Boys and Girls Club donating money. And what I do, I think that, you know, you know, I, I do a little bit of charity, uh, myself, um, financially, you know, but the big thing is I will go to my, uh, big billionaire clients.

54:57Gavin Navarro:I represent about 15 billionaires right now and through my network of just connecting people. Right. And I will make them, I shouldn't say make them. I will encourage them to go in a little bit. Well, just a little bit, like go, go buy this ticket. It's, uh, you know, to Leo's gal, which is 15 grand go, um, Amphar go. And it could be small, small, it could be friends that are just like raising money. I'll send them a link. Uh, you know, I've, I know you've done that many times. I'll send them a link to like, you know, my friend just got cancer or so, or even strangers. Right. And, and, and it really does help.

55:28Gavin Navarro:And, and I, you know, I'm, I'm proud to say that, you know, I have indirectly donate a lot, a lot of money, you know, cause it's a write up for these guys and, you know, and, and they, and it also shows me that I want to be friends with these people. You know, I've recently, um, you know, uh, broken up with friendships. If that, if that's a thing, uh, because they, they're, they're like, Oh, I don't give a shit. That's not my problem. Like, and I'm just like, Oh, well, probably not the person I want to be with. Like, I don't care how much you pay me. I'm good. Yeah. I can't be around that negativity.

55:55Gavin Navarro:And you know, so that, that's my little piece that I add to society and add value is I really love to help people, you know, in any way, capacity that I can. Maybe I overhelp, you know, my brother's like, you should probably say no sometime. I'm like, no, but it's okay.

56:10Jordan Belfort:It's cool.

56:10Gavin Navarro:It gives me the pleasure of, I think that honestly, I'm being selfish and I think that's probably your problem too is I actually like it. You know, when I go help somebody and I see them smile or they send me a thank you, I'm like, man, I think I probably got more pleasure, you know? So yeah, that's my thing.

56:28Dan Fleyshman:You know the feeling when you do charity or you help someone and you feel good about it, right? Oftentimes, we don't give that privilege to other people. And we're like, oh, we don't want to ask them to donate their money or time or energy. I'm like, well, you're holding back from them. They could have that good feeling too and help someone that needs it, a homeless person, a children's hospital, senior citizen, a cancer situation, et cetera. Everyone wins in this scenario. Exactly. You feel good. Okay, hey, zillionaire or whoever, will you donate to this thing? They feel good because they got to donate the person receiving it is ecstatic They don't care how they got it because they needed the capital for their situation everyone wins in the scenario and too often charities had this like black eye on the industry because There has been bad people or there has been there always is 88 cents on the dollar goes to overhead There has been things that we hear about or see and we're like 24 billion went to homelessness in California, but Newsom didn't give it out and we can't find the money like There's these stories stuck in my mind.

57:24Dan Fleyshman:Like I just said those stats so quickly because it's burning our mind but the massive good that it does and the massive good that it does around our planet and how much we need it and now more than ever there's so much more capital and resource through social media to help charities yeah you look at someone like md motivator he can post on social media and by tonight raise 180 grand for someone to change their life it's unbelievable look at at charlie boom he raises 90 grand in freaking four hours and changes someone's life through social media so there's other ways outside the money part through people's time and energy and i think

57:55Gavin Navarro:that business is really going to take off. Uh, I think, I think we're just at the, at the, at the beginning of, of where that's going to go, you know, and I think you've done a lot of stuff, you know, personally, I know, I know you take the time and do all that. And that to me is also very inspiring because we do have that power. So might as well, you know, we're like the velvet rope guys, right? We can either say yes or no. And I think that, you know, we're the yes guys, you know, at least from what I see from you, like there's, you know, um, I think you've given me charity work by, by introducing me to some of the people that I still have relationships with today.

58:25Gavin Navarro:and doing business with and connections and maybe even just a friendship it's freaking great man

58:30Dan Fleyshman:like you don't have to do that you know but why not you know the butterfly effect exactly you guys start a business and go hire 30 people i kind of help 30 people indirectly i don't even

58:39Gavin Navarro:know about it but exactly you don't even know who you're helping like it could be the third person down the line that you just changed a freaking life you know like um you know when uh one one one girl called me the other day and was like crying and she's like you changed my life gavin And you got me, I have the best job. She was about to move out of LA. She was like 21, 22, just finished college. And she was ready to give up. And I'm like, well, what do you want to do? She's like, I want to be in PR. I'm like, call out my girl, Allie. Allie, give this girl a job. Okay. Well, Gavin never asked me for shit.

59:08Gavin Navarro:So he probably, you know, this girl's probably legit. And it all worked out, you know, this was like a year later. And, you know, I ran into her mom and she's like, thank you so much.

59:18Jordan Belfort:And it's like awesome.

59:21Gavin Navarro:Yeah, I got more out of it. And I just told her, like, go pay it forward. Right. You know, you do something nice for someone, I'm good. You know, it's like, what do I owe you? Like, I'm taking, I don't need anything. Like, I'm good, you know, so.

59:32Dan Fleyshman:So since you've heard the podcast before, you know there's only one question I ask every single time on repeat, and I've never gotten the same answer before. You build these companies, you sell the tequila brand for a billion zillion dollars later on in life. What percentage of your net worth do you leave to your family?

59:46Gavin Navarro:Dan, I was waiting for this question because I told you, I've listened to every single podcast. Yes, you are a part of my life. Thank you. I feel like you're like my brother from another mother because I run and walk every day, which is for my mental health. I love it. I get all my phone calls. That's when I'm texting with Mario and I'll let you know, doing my work, right? So I always hear that question and I feel like I have the best answer for you and it's gonna be honest, okay? I'm not sure I'm gonna have money because my lifestyle is so expensive. So like, and Mickey Gooch is one of my clients who sold this company at Counter-Fest Gerald for a billion dollars.

1:00:29Gavin Navarro:And I remember kind of asking him the same question and he's like, Gav, I can't take it with me. He's like, I got my money in a trust for the kids, you know, but he is, you know, kind of like Bill Perkins, right? Yeah, that's what I was going to say, the book. Yeah, and I read the book, Bill Perkins' book, Die With Zero. And I think that's probably going to be my lifestyle because, you know, we're here in Miami. It ain't cheap. You know what I mean? I go between Miami, Austin, LA, New York. You know, I go, you know, south of France. I go to Europe. And I really spend a lot of money on experiences.

1:00:59Gavin Navarro:Mostly like helping people too. Like I'll take my friends to dinner. I'll show them my, you know, and being in Miami is tough because everyone comes to town. So like, I'm here, like even you, you're like, I'm here. I'm like, oh, I got to go see Dan. Let's go. So yeah, I'm not sure. So I don't have children yet. I do want children. I know you have your, your beautiful daughter. Um, probably, uh, you know, my nieces and nephews, if I have anything, okay, this is what I'm going to take. If I have anything, Dan, which I don't think I am, I will leave them something, but I give them great experiences.

1:01:29Gavin Navarro:You know, uh, you know, my nieces and nephews, I introduce them to their favorite celebrities. So I'm doing, maybe that's my part, right? You know, get them the cool tickets. You know, I take care of my family. They get to do all the cool stuff that, that I only imagined doing growing up, you know, Like I'm, I'm the cool uncle and I, and I'm, I'm okay with that.

1:01:46Jordan Belfort:So that's my answer.

1:01:47Gavin Navarro:So I'm not sure, but I hope that one of these companies does do well, but I'm probably going to go spend it. I'm really going to go spend in the South of France or do something cool. Or, you know, I, I'm like yourself. I like expensive hotels. I like, you know, really nice, expensive dinners. I'm a big tipper. I learned that from you. I'm a big tipper. Um, you know, and I really do enjoy that. You know, I know you do the a hundred dollar tipping, thousand dollar tipping, which is amazing. And I haven't been able to join one of those because you're always in like the difference every day. Yeah, we could.

1:02:17Gavin Navarro:You're right. But I do it all the time. Roger here now.

1:02:20Dan Fleyshman:We can do it tonight. I honestly do.

1:02:21Gavin Navarro:You know, here in Miami, they already have the tip. Yep. I still tip. Right. I'm just so used to it. And I get, you can see their face. You know, they're just like, thank you, man. Yeah. I'm like, damn, I just paid 120 bucks for one margarita. Like, fuck it. All right.

1:02:35Dan Fleyshman:Where can people find you on social? Where can they find me?

1:02:37Gavin Navarro:At Gavin Navarro social, you know, mostly on the Instagram. I haven't mastered, you know, the, the, the, we're going to fix that. Yeah. Yeah. I have to, I, I got to somehow figure out, uh, you know, cause my life is very unique and it's fun and

1:02:50Dan Fleyshman:not having other social media platforms. Can you imagine? I know, man, I know.

1:02:55Gavin Navarro:I don't know. Well, I don't have, okay. One thing I do want to add, uh, to the podcast is I, I always, um, you know, I always call you the, what, what would you say your, your title is? I know you have a hundred.

1:03:06Dan Fleyshman:what would you say that your title is uh angel investor that's the easiest one okay okay so i

1:03:13Gavin Navarro:i always tell people you're the mario lopez of angel investing because mario's schedule is unbelievable i look at his schedule and i get exhausted i'm like how do you from from open eyes to closed eyes how is your schedule like that's bizarre i can't do that so and i look at your schedule right and i'm just like how the hell does dan keep it together and it's unbelievable And that's one thing that obviously I do envy about you. And I wish I could like, I think in the future we're going to be with all the technology, we're going to be able to take Dan's brain and put it into another.

1:03:45Jordan Belfort:That's going to happen. And I can't wait.

1:03:46Gavin Navarro:Cause I would do it. Cause then I'd probably do much more and have more money and be more successful. But I mean, you guys are animals and I look at all, you know, Wahlberg too. You know, you text Wahlberg, he'll text you right back. And you're like, are you serious? Four in the morning,

1:03:59Dan Fleyshman:four in the afternoon. It's unbelievable.

1:04:00Gavin Navarro:He'll take time. I just ran into Vegas. He took time. He's like, Hey,

1:04:03Dan Fleyshman:let's get a picture hey what's up what's up like look right look you right in the eyes and you're like holy shit i threw an event at his restaurant a few weeks ago oh there you go boom text me within

1:04:12Gavin Navarro:seconds unbelievable right it's unbelievable but this is why dan is dan mark is mark uh and and mario is mario it's like you know and i would tell people out there like you know just look at these guys mimic what they're doing and that there's a reason people are successful you know what i mean i have some friends that won't listen to me and they're just trying to borrow money and i'm like dude, there's a reason you don't have money. And there's a reason I have a few bucks is because you're not listening to me. You're not doing, you know, and I don't know. Anyway, I'm going off on the tangent.

1:04:42Gavin Navarro:I'm sorry.

1:04:43Dan Fleyshman:All right, guys, as you guys know, I mentioned, it's not just about you. It's your friends, family, and followers from your past, present, and future. You might be thinking this two months from now or two years from now, damn, what did Gavin say? And forward the podcast to them at that point. Check us out on themoneymondays.com. Check out GoHighLevel, fanbases.com all the companies that are involved in helping us grow this brand because we want to stay in the top 50 podcasts on the planet and we need your help liking commenting subscribing and sharing we'll see you guys next monday here at themoneymondays.com

From the publisher

On this episode of The Money Mondays Podcast, Dan Fleyshman sits down with Jordan Belfort (The Wolf of Wall Street) and Hollywood super-connector Gavin Navarro for a rapid-fire masterclass on the three Money Mondays pillars: how to make money, how to invest it, and how to give it away.

Jordan breaks down what really holds people back from earning more: it’s not just β€œmindset”—it’s missing skills, missing mentorship, and not putting in the reps. He shares why sales is the ultimate life skill, how to treat rejection as a numbers game, and why top performers don’t waste time trying to β€œconvert” hard no’s.

Then Gavin pulls back the curtain on turning relationships into real opportunitiesβ€”without becoming the person who pitches everyone every day. He explains how to bring deals to high-profile people the right way, how to filter constant incoming pitches, and how he built a career by being the guy who can connect the right people in the right cities at the right time.

On the investing side, Jordan shares his long-term approach (including S&P 500 and Bitcoin), while Dan lays out his 40/40/20 framework for balancing low-risk stability, medium-risk growth, and high-risk β€œshots at glory.” They also explain why businesses like beverages can require serious capital even when demand is booming.

Finally, they talk about why charity mattersβ€”not just for optics, but for trust, culture, and legacyβ€”and Dan closes with his signature question that always gets a different answer: what percentage of your net worth should go to your family?

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