Transcript

Asking Millionaires How They Got RICH! (Chicago)

From School of Hard Knocks · Episode page · Watch on YouTube

· 18 min · 4,882 words · 112 timestamped sections

This is the full, timestamped transcript of "Asking Millionaires How They Got RICH! (Chicago)", an episode of School of Hard Knocks published September 24, 2025 (18 min, about 4,882 words). It mentions 12 people, works and ideas, including Insurance, Debt, IBIDA, Grammarly, Finance.

What this episode is about

The content explores the nuances between being rich and wealthy, as it delves into interviews with millionaires and billionaires in Chicago to uncover their paths to financial success. Key points include insights on wealth creation, personal upbringing, and valuable advice for the younger generation aspiring to achieve millionaire status.

Key takeaways

  • Rich is buying Lamborghinis; wealthy is ensuring your great-grandkids still have them.
  • From rags to riches: a true millionaire knows the value of a good marketing strategy.
  • Education isn’t always formal; some millionaires never set foot in a classroom yet thrive.
  • Wealth isn't just numbers; it's a legacy—focus on where you want to be, not where you are.
  • In wealth-building, rejection is merely a warm-up; keep pitching until you strike gold.

Who speaks in this episode?

What is discussed, and when

  1. – 3:00: Ghetto, Mark Cuban, Tom Cruise
  2. – 6:00: Debt, Apple Inc., Ghetto
  3. – 9:00: Grammarly, Finance
  4. – 12:00: Insurance, IBIDA, Middle Class
  5. – 15:00: Ghetto, Charity, School of Hard Knocks
  6. – 17:41: Finance

Notable quotes from "Asking Millionaires How They Got RICH! (Chicago)"

  • Well, when I got married at 25, so how much are you worth today? Can I take a guess? You can. More than 20 million? Yes. More than 30 million? More than 40 million? Yes. More…
    about Ghetto · at
  • Earning. For example, you want to write this down. Noteakers are money makers. WW AD, that's an acronym. And I love acronyms because it's easy to remember. WW AD stands for…
    about Debt · at
  • Don't pay taxes on debt. So, if I can profit through debt, I don't pay taxes on that. So, the rich, the wealthy, the wise, they ethically and legally want to maximize the…
    about Finance · at
  • AI writing partner. Whenever I sit down to write an email to pitch a billionaire to interview them, or I'm creating a business proposal for any of my businesses, I open and use…
    about Grammarly · at
  • Start looking at your job today as paid training. So many businesses fail. What is the stat? Like over 90% of businesses fail. It's cuz people enter industries that they're not…
    about Middle Class · at
  • Trying to keep up with your neighbors. And your neighbors are in the same position as you. Be worried about that guy that's in that $800,000 house that's worth 10 million.…
    about Insurance · at
  • They don't teach that in school, only at the school of hard knocks. We got to keep this one rolling out here in Chicago. Go get this next interview. So, what do you guys want?…
    about School of Hard Knocks · at
  • So, what was your turning point to financial freedom? I can do that [ __ ] too. You can do that [ __ ] too. What was your first business that you started? ATM of America. It's…
    about Charity · at

Who and what is mentioned in this episode?

People

  • Mark Cuban — Person · Referenced entrepreneur celebrity interview · 1 mention · first at
    Used as social proof that the host has access to high-profile business figures.
    Excuse me, sir. How did you become wealthy? How did you become a millionaire? Real quick, sir, real quick. Can I show you this? I have the biggest real quick, sir. I grew a…
  • Tom Cruise — Person · Referenced celebrity interview · 1 mention · first at
    The host cites interviewing Tom Cruise to establish credibility and social proof when approaching strangers.
    Excuse me, sir. How did you become wealthy? How did you become a millionaire? Real quick, sir, real quick. Can I show you this? I have the biggest real quick, sir. I grew a…

Companies & orgs

  • Grammarly — Company · Sponsored product / recommended tool · 4 mentions · first at
    The host promotes Grammarly as an AI writing partner used to pitch billionaires and speed up business writing.
  • Apple Inc. — Company · Referenced exemplar company · 1 mention · first at
    An interviewee uses Apple as a benchmark for packaging, customer support, and product design via the 'What would Apple do?' heuristic.
    Here. How important is marketing to a business? Yeah, it's absolutely crucial. If they don't know you, they can't flow you, right? And an offer you don't make is an offer that…

Concepts & topics

  • Insurance — Concept · Core topic (wealth path) · 2 mentions · first at
    One interviewee built wealth by starting in the insurance industry, leaving W2 employment, and later selling an insurance business using profit multiples.
  • Debt — Concept · Core topic · 1 mention · first at
    Debt is framed as leverage used by the wealthy to increase net worth and reduce taxes, contrasting with common advice to avoid debt.
  • IBIDA — Concept · Key financial metric discussed · 1 mention · first at
    An interviewee explains selling an insurance brokerage for a multiple of 'IBIDA' (intended as EBITDA/profit) and ties it to exit valuation.
    Trying to keep up with your neighbors. And your neighbors are in the same position as you. Be worried about that guy that's in that $800,000 house that's worth 10 million.…
  • Finance — Concept · Supporting topic · 2 mentions · first at
    Discussed via investing, leverage, credit, and one interviewee's background moving from finance into real estate.
  • Ghetto — Concept · Background / origin story motif · 4 mentions · first at
    Two interviewees describe coming from the 'ghetto' to emphasize self-made success and resilience.
  • Middle Class — Concept · Critiqued behavior pattern · 1 mention · first at
    An interviewee argues middle-class people 'pretending they're rich' (overspending/keeping up) is a key driver of staying broke.
  • School of Hard Knocks — Concept · Framing concept · 1 mention · first at
    The host frames IBIDA/exit knowledge as something not taught in school but learned through experience.
  • Charity — Concept · Moral principle / advice · 1 mention · first at
    One interviewee advises giving back through charity once you make money, tying wealth to purpose and legacy.

Full transcript with timestamps

Excuse me, sir. Sir, how did you get rich? Not I'm not rich, buddy. I'm wealthy. You're wealthy. So, what's the difference between rich and wealthy?

Well, rich is having enough money for her and her brother and me to do pretty nice things. Wealthy is having enough money for her great grandkids to do pretty nice things.

Excuse me, sir. Sir. Sir, is is this your Lamborghini? Hey, no, thank you. Hey, this is private property real quick. Is

this your Lamborghini? No, thank you. Hey, this is a private property. I'm going to be millionaires and billionaires all over the world. Sir, can I can I get a minute with you real quick?

I want you to leave, please. Hey, boss. Can I get a minute with you real quick for the channel?

No, thank you. This private property, sir. I got you. I'm just asking how did he get a Lamborghini?

Selling made me a millionaire. How old were you when you became a millionaire? Well, when I got married at 25,

so how much are you worth today? Can I take a guess? You can. More than 20 million?

Yes. More than 30 million? More than 40 million? Yes. More than 50? You're in the ballpark.

We built companies at the billion dollar enterprises. And what business were you in

when I grew up poor? I'm from the ghetto. What was the most year at that business?

Millions. More than 10 million. Yeah, of course. It mean you die tomorrow and you had one more guiding principle with a younger generation to become a millionaire in today's world. What would that be?

I am standing in the 10th richest city in the entire world, Chicago. And this city's home to over 120,000 millionaires and 25 billionaires with a B. So, you know, I had to fly out to the windy city to come find and cold approach multi-millionaires and billionaires to figure out how they built their wealth, their secrets to becoming financially free, how you can do the exact same thing. This video is about to be insane from start to finish, so stay tuned until the end. With that being said, let's get this video on the way.

Excuse me, sir. How did you become wealthy? How did you become a millionaire? Real quick, sir, real quick. Can I show you this? I have the biggest real quick, sir. I grew a channel to 15 million followers. I've interviewed Tom Cruz, Tom Brady, Mark Cuban. Could I get 30 seconds with you?

Excuse me, sir. How did you become wealthy? I didn't I never did. What line of business are you in, though?

No, no, I'm not. Just long time in oil and gas. Oil and gas. Are you like the land man? Are you the guy that puts the deals together?

No. No. It's different stuff. A long time ago. All right, brother. Excuse me, sir. Sir, how did you become wealthy?

How did you become wealthy? Do I look wealthy? Yes, you do. What line of business are you in?

None. Excuse me, sir. Sir, how did you become wealthy? What? How did you become wealthy?

How did you Oh, you got Chicago has got to be one of the toughest cities that I've ever filmed in. Literally rejection after rejection. No after no, like you guys can see. But I didn't come out here for nothing, you guys. No, no, no, no. I'm not going to stop till I find some of the richest people that live in Shy Town for you guys to figure out how they built their wealth and how you could do the exact same thing.

Excuse me, sir. Sir, sir, is is this your Lamborghini? Hey, no, thank you. Hey, this happened real quick. Is this your Lamborghini?

No, thank you. Hey, this is private property. I interview millions and billionaires all over the world. Sir, can I can I get a minute with you real quick?

I want you to leave, please. Hey, boss, can I get a minute with you real quick for the channel?

No, thank you. It's private property, sir. I got you. I'm just asking him. How did he get a Lamborghini?

So, in 2015, I started a bath and body business, sold millions of them. Selling bath bombs made me a millionaire.

Can I interview you off to the side real quick? Yeah. Yeah, absolutely. Yeah, absolutely.

Awesome. Did you come from a rich family? No, not at all. But you know the saying, if you don't come from a rich family, one must come from you.

And a rich family came from you. I did everything and anything willing and able in order to make sure that they do. Yep.

Did you go to college? I did not. You didn't go to college? No. No. Not high school either. No high school diploma, no GED, no college degree nothing.

What was the most amount of money that you made in a single year? Over 11 million.

11 mil. That's a lot of M's right there. Especially coming from nothing when you're so poor. It's actually pitiful poor where poor people actually feel sorry for you. That's how poor I was.

Are you a good marketer? Yes. Yes. One of the best in the world. Are you serious?

Yep. Give me a marketing master class right here. How important is marketing to a business? Yeah, it's absolutely crucial. If they don't know you, they can't flow you, right? And an offer you don't make is an offer that they can't take. So, you want to make sure that they know you. That way, they can like you. And if they know you and they like you, they'll trust you and do business with you.

That's game right there. I love that. When it comes to business and marketing, what entertains you trains you and what you think about you bring about. So, too many people focus on where they are versus where they want to be. If you focus on where you want to be and you live in that actual reality, then it becomes reality.

So, your thoughts become your reality. Your thoughts become reality. You have to see it before you see it so that you can seize it. What do the richest people in the world have in common?

They never stop learning. The minute you stop learning is the minute you stop earning. For example, you want to write this down. Noteakers are money makers. WW AD, that's an acronym. And I love acronyms because it's easy to remember. WW AD stands for what would Apple do? Apple's a trillion dollar company. One of just a few. So, what are they doing? When I look at packaging, I look at their packaging. When I look at customer support, I look at their customer support. When I look at product creation and design, I look at their product creation design. Right? So, look at the best mirror. Get inspiration. Then ask yourself, what are they not doing? What can I do? What problem can I solve? I heard a billionaire speak once, Nine James, and he said that if you want to become a billionaire, the easiest way is to solve a problem that a billion people have. So, I'm constantly looking at what already exists, how can I improve, how can I add value, and what is a big problem that I can solve because you get paid in correlation to the problems that

you solve, not the actual work that you do. Right? What's the lesson about money that banks don't want people to know?

The rich, the wealthy, the wise make money off of debt. See, we've been conditioned and my parents told me out of love, not out of hate or not wanting me to win, they told me, "Don't purchase something that you can't afford cash." Right? Basically, stay out of debt. However, now I maximize debt as leverage to increase my net worth. Why? Because I don't pay taxes on debt. So, if I can profit through debt, I don't pay taxes on that. So, the rich, the wealthy, the wise, they ethically and legally want to maximize the amount of money that they keep. So, let me give you a quick scenario. If company A makes X amount of money, I then roll that money into company B, which is a real estate company, and then I refinance out of those properties. Guess what? The profits that's getting rolled over from business A to business B through the real estate is now protected. Now I have all the money in the real estate. The money is generating income 24/7, 365 passively. Plus, it's increasing in equity and in value, and I have access to that liquidity and that cash to reinvest into business A or into more real estate in business B. So, I think that's the biggest thing that I've learned with money. And to be completely honest, like my first set of properties, I bought cash. My business, I bootstrapped my business all cash. If I

would have leverage what we just talked about relationships financial institutions, private money, hard money, just different banks, and even credit, I would have absolutely crushed it. I remember having a million dollars cash and not being able to get a loan for a mortgage for my first house cuz I didn't have credit cuz I bought everything cash. So,

that's Dave. How do you feel about artificial intelligence? So, I've got two children, 12 and 16, or should I say 12 going on 16 and 16 going on 21. The core focus for them right now in my life is teaching them AI. Everything about AI. Utilize AI as much as humanly possible. I think it will be the future. At first, I neglected it. I didn't like it. A lot of us are resistance to change. However, if you fail to plan, you plan to fail, right? And I think those that are not planning to integrate AI are going to miss out on a massive opportunity right now. And if you follow, you know, I invest in stocks. I have a stock portfolio. So I'm in I'm watching all these different companies, the Metas, the Googles, the Amazons, all their talks, all their investor talks, all their earnings reports is huge focus on AI, artificial intelligence. In fact, the Nvidia CEO during an interview was asked what he thought about AI. He said is the greatest revolution in humanity since humanity. We finally got one, you guys. A multi-millionaire that made over $11 million in a single year. And at the

end of that interview, did you hear what he said about AI? He said AI is the greatest opportunity in our lifetime. I mean, he's literally teaching it to his kids right now. And he's right, guys. Listen, all the billionaires that I interview will tell you the exact same thing. If you are not using AI in your business today, you're going to get left behind. And that is exactly why I use Grammarly. And not just to fix my spelling, but because it is literally my AI writing partner. Whenever I sit down to write an email to pitch a billionaire to interview them, or I'm creating a business proposal for any of my businesses, I open and use Grammarly's new AI editor. I use the AI chat to brainstorm ideas and get my thoughts out fast. So, there's no more staring at a blank page. And we all know that money loves speed. But here's the craziest part, you guys. While I'm writing, Grammarly has a humanizer that makes sure everything I'm writing sounds

natural and in my voice, like a real human, not just some AI. And before I hit send, I use the reader reactions to predict how the person I'm writing to is going to respond. And it will fix anything confusing before it even happens. You guys need to understand the AI isn't here to replace you like everybody says. It's here to make you sharper, clearer, and faster. So, level up your productivity and get Grammarly today. All you have to do is go down and click the link in the description of this video to get 20% off Grammarly Pro today or go to grammarly.com/hardnox09 to get started today. With that being said, let's go get this next interview. Excuse me, sir. How old were you when you became a millionaire?

No, thank you. Real quick, real quick. I grew my channel to 15 million followers. I've interviewed 25 billionaires in the last four years.

I've seen it before. Can I interview you for a minute real quick for the channel? All right, man. How it going? Excuse me, sir. Sir, how did you get rich?

I'm not I'm not rich, buddy. I'm wealthy. You're wealthy. So, what's the difference between rich and wealthy?

Well, rich is having enough money for her and her brother and me to do pretty nice things. Wealthy is having enough money for her great grandkids to do pretty nice things.

So, how old were you when you became a millionaire? 29. Now, I go all over the world interviewing millionaires and billionaires to help the younger generation. Can I get a minute with you real quick?

Sure. Just a minute though, bro. Is that okay? Yes. So, how much are you worth today?

Can I take a guess? You can. More than 20 million? Yes. More than 30 million? Yes.

More than 50? Get in the ballpark. Leave it around there. How did you make your millions?

Started the insurance industry, man. I I quit my job as a W2 employee working for someone else and I started doing the exact same job but did it for myself and made myself rich instead of other people.

Can you become wealthy working in corporate America? You cannot become wealthy working in corporate America unless you have the family lineage that put you there. Man,

somebody wants to take that leap. They want to leave that 9 to5. What's that first actionable step that they should take that you took in order to start kind of building that generational wealth?

Start looking at your job today as paid training. So many businesses fail. What is the stat? Like over 90% of businesses fail. It's cuz people enter industries that they're not familiar with. You got some accountant that thinks he could run a bar cuz he's been a customer at a bar before. Someone who wants to open a bowling alley. Why? Because they like bowling. Like people do stupid stuff like that all the damn time. If you look at your job in the industry that you're in, look around. What could you do better? How much time is wasted in that office each day? How much corporate minutia is there? and how many inefficiencies are there? Could you offer the same service that your employer is currently offering and doing it in a more efficient way? Start wrapping your head around that. And once you have that solution, quit and go do it. It takes a while though. Right now, when you first start off, you don't know what you don't know. Okay. You got to be

there long enough to realize, oh shoot. Okay. At least get to the point where I know what I don't know. I need to learn this. Cuz when you're first starting off, you don't even know.

In your opinion, what keeps people broke in today's world? I would say middle class people trying to pretend they're rich is the absolute death sentence, man. And and you see it in middle America all the time. And it often comes from the lies they were told in the W2 corporate America landscape. They got that big job title. They're 35 years old. Well, now they have two kids. They bought their wife a Mercedes. They think they should have a second home because they're going to Airbnb it out on the side and their kids in travel hockey and all this other stuff. They're keeping up with the Joneses. Dude, how much you make, bro? 225 last year. Okay, cool. How much are you saving of that? You're not. You're going negative. You're losing 30 grand each year. You're spending more than you're making, dude.

Trying to keep up with your neighbors. And your neighbors are in the same same position as you. Be worried about that guy that's in that $800,000 house that's worth 10 million.

What's the trick to being able to sell an insurance company for tens of millions of dollars like you did?

Ibida. Ibida. The market right now is IBIDA. In simpler terms, your profit. Okay. Insurance companies are going to buy other insurance brokers for a multiple of their profits. And the reason I was so successful is my profit margin was 83%. The industry average profit margin is like 22%. Okay. And they also have multiple partners. Well, John, why would yours be so high and theirs be so low? Is it because you were little? No. From a revenue standpoint, I was just as big. But from an employees count standpoint, I was nowhere close to as big. What is the best advice you ever got throughout your career?

You're walking through a field and there's a pile of dog [ __ ] there and you happen to step in the pile of dog [ __ ] Well, that's okay. You're just some dude that stepped in a pile of dog [ __ ] It's all right. It's okay. But on your way back home, walking through that same field, you step in that same pile of dog [ __ ] you're a freaking [ __ ] man. You got to learn from your mistakes.

How old are you now? 48. If me and you died tomorrow and you had one more guiding principle with a younger generation to become a millionaire in today's world, what would that be?

Own your company, man. You're never going to get there as a W2 employee. Your boss, you might think he's your buddy and he's looking out for you, but he's only your buddy in the context of your working relationship, dude. And if if your boss isn't the actual owner, which usually it's not the case in corporate America, you don't know what his future is, man. So, don't be loyal to a company that's not going to be loyal to you. And unfortunately, there's too many moving pieces. So,

you got amazing advice, my friend. Thanks, brother. Thank you so much for your time, man. I appreciate you.

So, we stopped my guy coming out of the Trump Hotel out here in Chicago. And he said, "Dude, I'm not rich, I'm wealthy." And he just gave a great interview for all the entrepreneurs out there. He said, "Look at your job, like paid training." And the secret to exiting for tens of millions of dollars was IBIDA. They don't teach that in school, only at the school of hard knocks. We got to keep this one rolling out here in Chicago. Go get this next interview.

So, what do you guys want? I just want to know like how did you get rich, man? How did you become a million?

How you know I'm rich? I can tell, man. You got the look, man. Money stays in shape. Real quick, a piece of advice to the younger generation. They want to become successful in today's world. What did you do,

dude? Just work hard and just be resilient. Never quit. And what business were you in

when I grew up poor? I'm from the ghetto. What business made you the most money?

My payment space. So, you're in the payments business. Credit or what? Credit card processing.

How did you get into that business? That's a niche business. Like, did you think about that growing up or how did you fall into that?

I wanted residual income. So, recurring revenues employed. What was the biggest issue you had? What was the most emotion you made at that business? I can discuss it.

Could you give me an idea? Millions. More than 10 million. Yeah, of course. More than 50, Bill.

Come on, man. I got you. So, so how about the best financial advice you ever received throughout your career? Give me a lesson about money not taught in school.

So, I came across something once that said we will all suffer from one of two pains. The pain of discipline and the pain of regret. While the pain of discipline weighs ounces, the pains of regret weighs tons. You know what that means?

I heard one time that if you think the price of winning is too high, wait till you get the bill of regret.

100%. Did you have anybody that doubted you? All day. Why did you not listen to them?

[ __ ] that. I made my own path. You made your own path? You grew up in the ghetto, you said.

Came from the ghetto. Poor, self-made. So, what was your turning point to financial freedom?

I can do that [ __ ] too. You can do that [ __ ] too. What was your first business that you started?

ATM of America. It's It's an ATM machine company. Actually, you started that business. Did you sell it?

Not yet. So, you still have that first, too. Did you ever fail? Lots of times. Lots of times.

Yes. But you never gave up. When you fall, pick up the pieces, get right back up, and keep moving. There's nobody gives a [ __ ] Don't uh feel sorry for yourself, whatever. Just keep going.

Nobody's coming to save them. No. Never. If me and you died tomorrow and you had one more guiding principle for the younger generation, what would that be? Give me another deep life quote that you had that kind of stuck with you.

I'd say when you make a lot of money, also give back. Give back. Do charity. Give back to people because no one's leaving this [ __ ] with anything.

Do you believe in God? 100%. How important has faith been for you? I'm getting more into it cuz I've been I've been away from it for a little while, but I'm getting more into it.

Why is that? What kind of is leading you back to faith? Are you a believer in Christ or?

Yeah. Yeah, I'm Catholic. What's bringing you back over to Christ? Because I think that's my purpose. That's why God spared me from all the [ __ ] I've been through.

And if you lost everything tomorrow, you can make it all back. Oh, no doubt. Oh, no doubt. What would you do?

Anything. Doesn't matter. They throw me in the jungle, I'll come out. And you'd be selling stuff to the monkeys in there.

No, no doubt. No doubt. You got amazing advice, my man. Thank you so much for your time, man.

Excuse me, sir. Question for you. How old were you when you became a millionaire?

Well, when I got married at 25. What line of business? Real quick, sir. No, I married I married. Well,

no. Actually, though, I have a channel with 15 million followers. I bet you I've seen you guys perform.

What line of business are you in right now? I'm in real estate. In real estate. Are you a developer, broker? What are you doing?

Uh, all all the above. Construction. Yeah. What aspect made you the most amount of money?

I always been in finance. In finance, but yeah, but I got out of that and got into real estate.

What was the most amount of money that you made in a single year? We built companies into billion dollar enterprises.

Did you come from a lot of money? Yes, but I pissed it away pretty fast. The worst thing that ever happened to me was somebody gave me a pile of money right out of college. And so I didn't I never got that feeling of like the first paycheck.

You think it's not always a good thing to come from a lot of money? No. No. it can ruin like the rest of your life because you think everything happens easily and you don't get that joy of making that first bit of money yourself. I mean I you know my wealthiest friends are guys who came from nothing, had great ideas and then turned it into something amazing or they just started turnurning along and then work for this company, work for that company and then next thing you know they own the company and they're living an amazing life and knowing that they built that or they did it all on their own is much better than somebody handing you.

What do you think is the best industry somebody can get into right now in today's world?

Oh Jesus Christ. Psychology. What do you mean? Because everybody's crazy. Yeah. I got to I got to go.

Last one. Ready? If you and me died tomorrow and you had one more God in principle.

Well, first of all, that's the way I live my life every day. Live each day as if it was your last. Someday you'll be right.

Living that way enables you to live every day to the fullest. Yeah. Be in the moment cuz the most valuable asset is time. Time is the only thing. You can't bank it, right? So that's the most valuable asset we have right now. And at your age, you have no idea. Oh, you have all the time in the world. No, you don't. I mean, value every moment, everything you got.

Did you neglect that at one point in your life? Oh, hell yeah. I slept in. So, you would have sacrificed a lot more when you were younger.

Well, no. I would have spent more time experiencing every wonder of this world.

You got amazing advice. Thank you. Your last guiding principle to become successful in today's world. Give me one more.

You know what? It's who you're with. Who you associate with? Tell them right here.

Who you associate with is going to determine who you're going to be. If you hang out with losers, you're going to be a loser.

If you hang out with millionaires, hang out with guys like this, you're going to be so successful.

I love Hey, my man. Thank you so much for your time. I appreciate you, man. Have a good one, man.

I love you, man. Thank you so much. I appreciate that. Amazing. Good for you, man. That's a wrap on today's video, you guys. Be sure to like and subscribe for amazing content cuz I'm traveling the world, going to the wealthy cities every week to find millionaires and billionaires to get their advice to you guys to become wealthy in today's world. And if you haven't yet, guys, go down, click the link in the description of this video to become a member of the number one community for business owners in the entire world. The most powerful entrepreneur network for business owners. I built it. I give you guys direct access to the millionaires and the billionaires that I interview on this channel every single week. All you have to do is click the link in the description to join the school of mentors. I can't wait to see you on the inside.

Questions about this episode

Who speaks in "Asking Millionaires How They Got RICH! (Chicago)"?

Unknown Host (Host), Unnamed Millionaire (Guest).

What is "Asking Millionaires How They Got RICH! (Chicago)" about?

The content explores the nuances between being rich and wealthy, as it delves into interviews with millionaires and billionaires in Chicago to uncover their paths to financial success. Key points include insights on wealth creation, personal upbringing, and valuable advice for the younger generation aspiring to achieve millionaire status.

What is mentioned in this School of Hard Knocks episode?

12 people, works and ideas are mentioned, including Insurance, Debt, IBIDA, Grammarly, Finance, Ghetto. Each one on this page links to its own page with every episode that mentions it.

How long is "Asking Millionaires How They Got RICH! (Chicago)"?

The episode runs 18 min; the transcript is about 4,882 words in 112 timestamped sections.

More from School of Hard Knocks

About this transcript: the episode's spoken words as captioned on YouTube, split into timestamped sections. Reclip.Me locates every person, work and idea in the text, keeps the time it is first named, and quotes the words around it verbatim. Last updated January 24, 2026.