Episode 174: Irish Immigrant Goes From Janitor to Multi-Millionaire
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Summary
How often do you hear stories of immigrants that come to America and all of a sudden, they go from having nothing to suddenly becoming multimillionaires? Well, today s sit-down with Sean Conlon, who has his own reality TV show all over television and runs it in Chicago, talks about how he went from being a janitor to becoming a multimillionaire in real estate.
Transcript
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How often do you hear stories of immigrants that come to America and all of a sudden they go from having nothing to suddenly becoming multimillionaires?
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Well, today's sit-down with Sean Conlon, who has his own reality TV show all over television.
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He talks about how he went from being a janitor to all of a sudden become a multimillionaire in real estate.
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We are here with Sean Conlon, the host of The Deed, and also a very obviously well-known for your real estate mogul with things,
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which I cannot wait to talk to you about and figure out a little bit more about your background.
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You came here from a similar place where Conor McGregor is from.
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I want to know a little bit more about your support for him or not.
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Well, firstly, obviously you're an immigrant too, so you'll understand my story.
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I am from the same place as Conor McGregor without the fighting ability.
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I'd like to think I dress a little better also.
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I'm that generation as your parents were, that America is the place you can be anything
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It ebbs and flows once in a while, but generally speaking, you can be anything you want.
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And I rocked up to America in 1990 and I worked as a janitor.
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And I started selling real estate in 1993 and the rest is kind of my story.
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I think the end of September, guessing roughly, if I remember correctly.
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I lived in Iran for 10 years, two years in Germany at a refugee camp.
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And again, it's what makes America inspiring, right?
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So when I was working as the part-time assistant janitor, whatever I was, I wasn't very good at
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Growing up in Ireland, a lot of people don't know, but historically, till the late,
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1800s, Irish Catholics were not allowed to own real estate.
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So we have this obsession about owning property.
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My dad would drive me by with a friend to look at these big old beautiful castles, and
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So I decided I would sell real estate part-time, and I was really not good at it.
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I would go in every night after work as a janitor and sit down and cold-call people.
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But they would be like, honey, that guy who sounds like Lucky Charms is on the phone
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Because I'd get up the next day, I'm like, this is the day.
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And by the end of the 90s, I was selling nearly $200 million a year.
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Back when million-dollar listings were not shows, I probably, they said, sold more real
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estate than anybody in North America in the late 90s.
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In Chicago, being the godfather of anything is a dubious honor, but I'll take it.
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So you're full-time doing your assistant janitor work?
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So it was actually probably 8 a.m. to closer to 6.
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Then I would get in, and back before I knew what moisturizer was or face wash, I would clean
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the paint off me with paint thinner, which is a petroleum-based thing.
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So I'd get in the office all blotchy red and start cold-calling with my little headset.
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And so one of the things I saw you said, which I thought was fascinating, is you said you
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loved Saturdays and Sundays because you could work from 9 to 10.
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And, you know, of course there's serendipity and luck involved in some things.
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I can't place where it came in for me in the 90s.
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I've subsequently seen all sorts of luck, and a lot of it was bad, but some of it was
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But, yeah, Saturdays and Sundays I could drive around to open houses and annoy all the real
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So, my father was the most charismatic man in the world and the most wonderful dreamer
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So, as an inspiration, he was everything that inspired me, except he was a horrendous businessman.
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And he poured all of his belief, even though there was five kids, he poured all of his belief
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Now, my mother, no nonsense, two jobs, school teacher, raised five kids in a small house.
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Was it one day you just said, I'm coming out here?
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So, I dropped out of college in Ireland and went to work in London.
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And I worked, actually, at Lehman Brothers in London.
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And then I loaded mail trains at night in London.
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But I'm standing in the train platform one day and I'm like, I'm going to be average the rest of my life.
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And there was a news headline about something the SAS had done.
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And there was a news headline and one of the tab lights.
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And the SAS's motto is, fortune favors the brave, right?
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I'm standing watching this platform coming home from another average day in my average life thinking, I'm going to be average the rest of my life if I don't do something that scares me and puts me out of my comfort zone.
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So, we had distant cousins here who had come to visit us.
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And the cool thing is, the Donovans are fantastic and to this day.
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And they did give me an opportunity to be an assistant janitor.
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And what's super cool is, his son and the grandson of the guy who gave me my first job works for me at my real estate merchant bank now as a real estate analyst.
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I mean, how often have you gone back and visited family?
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Well, so, the interesting thing initially was, like, for four or five years, I didn't get to go back.
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And I was figuring out paperwork and all the usual stuff.
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So, subsequently, my brother Kieran has come to work with me.
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But my dad, the first thing I ever did, I've done a lot of amazing things since.
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And I've had dinner with kings and princes and traveled around the world and flown on the Concorde.
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But none of those things, they all pale in comparison to.
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In 1995, I saved up the bit of extra money I had.
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And my dad used to walk me by the Mercedes dealership.
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But he lived long enough to see me do everything he ever dreamed of.
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So, that's the coolest thing I've ever done in my life.
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Just three months ago, I bought my dad a Mercedes.
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But the power of immigrants, man, when they came with the fire that, you know, you have
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Now, when you were living in Ireland, what was, like, how was America viewed when you were
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America, I mean, you know, we're not going to touch politics right now.
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But there's nowhere in the world, there's nowhere in the world that has a more level
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There's nowhere in the world you can do the things you can do.
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Growing up in Ireland, we were raised on America.
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America, in your mind, was that promised land where you could be anything, right?
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The local library complained to my mother once when I was 12.
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I read too many books about art and houses and Falkyrie.
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But one thing I really read a lot about was I read about Andrew Carnegie.
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Now, let me ask you, was it because your dad would say, look at this, y'all, look at this?
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So your dad was getting your dream machine going at that age?
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My dad, but he didn't know, he wasn't doing it intentionally.
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And anytime anything was big or amazing, my father would be like, that's America.
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So it shows you the impact you can have on kids and children with the right positive message.
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But ironically, my dad, who dropped out of school at 12, my mom was very well educated.
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My dad, who dropped out of school at 12, read the paper from cover to cover.
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And he could tell you everything about America.
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And so internally, he dreamt of coming to America and was scared.
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And the guy was coming to, interesting enough, got killed in some sort of mob hit in New York.
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And I lived in this, this is a modest place now.
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I lived in the, I was like a guy who'd won the Powerball lottery.
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It sounds like it from, and by the way, your mom sounds like, the way you describe your mom,
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she sounds like the strong, when you see her speak, she seems very strong.
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Many, many years ago, I was showing off to my mother.
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And I landed in the lawn of our modest house in a black helicopter.
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She said, did you see all of the papers you blew into the neighbor's house, the Mangans?
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So I have to go out in my three-piece Savile Row suit and pick up all the papers on the lawn.
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Where at a point, if you sold a million dollars of properties in a year,
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So Sussex and Riley get started and you do a million, a billion dollars of sales per year.
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So interestingly enough, people here talk about me like I've been around for 100 years.
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And I said, I broke a real estate from 93 to 99.
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I don't mean, but I was the most prolific broker in the city.
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And I, end of 99 though, there's a former burnout.
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I'm like, I can't, I can't, I can get rich doing this.
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So I'm like, I want to do something in this space more creative.
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Interestingly enough, it's going to sound like I had the fastest horse and carriage in the world
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But we were one of the largest users of BlackBerrys in North America,
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One of the largest users of BlackBerrys corporately in North America in the early 2000s.
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And then the other thing I did before I opened,
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I would run a full page ad every week without the name of my company and just a phone number.
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And it would say, announcing a bold new vision for real estate.
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And then I would put in parentheses, I know that sounds like a code of ethics for used car sales.
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And then the next week it followed up with an ad.
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And then in parentheses I would say, but I need to find the guys who handle that whole Exxon Valdez thing.
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So I ran these for about a month and everyone's like, what's going on?
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And classic, the real estate board wanted to sue me for insulting realtors.
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I'm not going to touch that because I love realtors.
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So what do you think made you different though?
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I mean, you saw your company, you studied people.
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So we'll go back to the beginning of the conversation.
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So I came at it as an immigrant from the outside.
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So immigrant or outsider, you look at things differently.
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So I looked at this business where there's no limit on what you can make.
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As a broker, sometimes you stay in bed if you want and you come in.
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I approached it like this was the greatest job opportunity I had in my life.
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I behaved like I'd just gotten a job at Goldman Sachs or JP Morgan.
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And subsequently, that became a self-fulfilling prophecy.
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So I came at it as a contrarian, which I always have done with everything I've ever done.
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You only got to be right big a couple of times.
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Like I'm going today to visit a friend in the Hamptons.
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And you think how long he was wrong till he was right on Enron.
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Think how long he was wrong in China till he was right.
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Because that warm feeling you feel, generally, you know what that is?
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So when you're cold and scared, you're probably in front of the herd.
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You could be behind the herd, but you're not in it.
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And so him as a short seller, he takes that to a whole other level.
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It's like the whole movie, what was it, Big Short?
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He was one of the big monster guys who shorted the market.
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Yeah, and nobody believed him until it really happened.
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So one last question before you tell us a little bit about Deed and then we'll wrap up.
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So you build a company, then you start recruiting real estate agents, right?
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All right, so when I started Sussex and Raleigh, which was the forerunner to Conlon Realty,
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I hired people who had not been in the business.
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So we were quite famous at the time for building this huge company without brokers because I
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I was somewhat treated like an outsider, which makes me somewhat of an Orwellian character.
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I like to be an outsider and maybe to have perceived enemies in my head, just to be honest
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So I'm like, fine, I'm going to be an outsider.
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I had people who came from McKinsey & Company, law firms, JP Morgan.
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I mean, they came from every walk of life, but they were hungry, they were professional,
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and they were going to behave like real estate investment advisors.
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You know, in that sense, it's obviously a great brand.
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You're real estate investment advisors or you're real estate advisors.
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You're going to be their lifelong advisor in real estate.
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And I built a company that grew to a billion dollars in 14 months in sales.
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Yeah, and it was incredibly successful at the time, you know, as far as profitability too.
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So if I wanted to be one of your top guys, what are three things you'd tell me to focus on?
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So I would say firstly, show up on time for our interview.
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To be successful in real estate, I would make it much simpler.
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You tell everybody that you're in the business.
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You treat it like it's the biggest investment people are ever going to make.
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And read the Wall Street Journal if you can every day.
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Just know a little bit about everything that's going on.
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So when I say I've had luck and some luck and some not, that's true serendipity.
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Back when I was the assistant janitor, I would have got a bonus if I turned people in who were not on the lease.
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So there was a fellow in the building called Bob Title, and he wasn't on the lease.
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And he had a nickname for me, Subtitles, because he said I didn't speak English.
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And he goes off to try and sell a movie in Los Angeles.
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He tells this story beautifully when he spoke at a college.
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He comes back in 94, and he's like, he's 10,000 short for making his movie.
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And he sees a Range Rover coming down the street in 94.
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He's like, drug dealers had them, and rappers maybe.
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And he's like, it stops who gets out of it, Subtitles.
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He's like, so I'm assuming Subtitles has got a really good drug dealing gig going on.
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I take a check out of her and he wrote a check in the car, which I did.
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So he went off and made Barbershop, Men of Honor, Biggie, Tupac.
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He married the first native-born prime minister of Bermuda's daughter.
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We sit on the beach at my house in Malibu some Christmas, and we look at each other like, really?
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And it's really cool because it's what I have done anyway, so it's very real.
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What we probably didn't emphasize enough is we've done all those deals now, and they've
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worked, and the people have gotten their money out and stuff like that, and I've gotten paid
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It's actually a great process, and it's really exciting.
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And the end, but we didn't get the show, like, a lot of these people are ecstatic.
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They've done it, and they're going to do it for a living.
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It's a real, the D. Chicago is a real, real show, and it's very different.
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This is somebody that wouldn't be sure to do it.
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And the things I tell them, it's not because I've read it.
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Because, okay, he knocks me out in the first minute, second.
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So it's a fascinating thing because of their age differential.
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And McGregor psychologically is a, you know, a street fighter who, a fantastic story, by
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Mayweather, though, is probably an artist, right?
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I mean, this is something like he's a, yeah, he's a, I mean, he's, you know, he's psychologically,
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So I'm hoping for a shocking ending with McGregor getting a left one in there.
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Yeah, but I'm obviously up for McGregor, of course.
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He dresses like the most wonderful squire ever in his suits.
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