Why Top 1% of Earners DON'T Stay in their Hometowns (feat. Rob Abasolo and Nathan Barry)
30 Apr 2024 · 85 min
Podcast episode exploring whether one must leave their hometown to reach top 1% earnings (~$823k/year). Hosts review research showing economic interconnectedness (e.g., Minneapolis study where kids in economically connected areas earn ~33% more by age 35) and neighborhood income differences (Pittsburgh example). Guests offer personal perspectives: Rob Abasolo argues leaving exposes people to new beliefs and networks that aid growth (he moved often and later returned to Houston), while Nathan Barry describes building ConvertKit from Boise (40M ARR, ~50k paying customers, team ~80) and argues remote + intentional travel can substitute for relocation. Episode stresses nuance: moving can accelerate optionality early in life, but some have built big businesses while staying local.
Questions this episode answers
About $823,000 a year.
About 33% higher income for the child in the more economically connected city.
Approximately $40 million annual revenue, ~50,000 paying customers, ~500,000 free users, sending ~2.5 billion emails per month, team of ~80.
Chapters
Welcome back. It's Cody Sanchez, and this is the Big Deal podcast for those who don't just want to get rich, but be free and actually do what it takes to get there. So today we're answering this question. Do you actually have to leave your hometown to become successful? Can you make it where you were born? Or do you have to go somewhere different to grow than the place that you were first made? Lots of people have different takes on this, and we're going to tell you what you need to do if you're going to have to leave. How do you make a successful network somewhere else else? And we're going to bring in my rich and successful friends to tell you both sides of their stories. First. I started with this tweet quite a while ago, and it went something like this. Never be afraid to leave your hometown to grow. It's too easy to stay the same when the scene does. Your people love you as you are now and they'll fear losing that you. Your hometown, it'll be there. But if you truly want to change, you need to go to a place that has changed. And I kind of believed that. But then I tried something else.
You did. Like, right before we hopped on this recording, you tweeted, do you know anyone who is really successful, lives in their hometown and has never left to work anywhere else? My favorite tweet was Jesus couldn't even preach in Nazareth. Jesus was from Nazareth.
Fuck, that's good.
Yeah. So good. I was like, oh, my gosh, that one's good. And then another person made a great comment. Yep, it helps to be a Silicon Valley local. I feel like the same thing, probably about, like, New York City. And then another person, no. Staying in your hometown will rust you as a ship that doesn't do what it's built for.
So poets in the audience.
I know, I know. Still, Nazareth is up there as my number one. But personally, I would love a hometown. I moved a lot growing up. So I'd love to hear more about what you actually mean first by, like, success.
Yeah. So let's narrow the scope because that's what a bunch of people commented. Let's define success as money and earnings and let's be really specific. Top 1% earners, which is somewhere around $823,000 a year. Can you be a top 1% earner and stay in your hometown? And what are the examples of humans who have actually done that? I think having a really specific goal helps you figure out how to get a really specific answer. So we did a bunch of homework on this. Right. And we found some fascinating research on the one key determinant that will decide for most young people if they're going to be successful or not. And it's fascinating. It's two words. It's called economic interconnectedness or economic connectedness. And basically what happened is there was a research study done on thousands of kids in neighborhoods that had the same socioeconomic demographics. AKA like child A had kind of a same economic background as child baby. One child was in Minneapolis, relatively poor, same sort of situation as this other group that was in another city that wasn't Minneapolis. So same low income children, two different cities. And what was really interesting is the kid who was in Minneapolis, which is an economically connected city, which means people from high incomes, people from low incomes hang out together, they have interactions together. That kid had a 33% higher income by the time that kid was 35 than the kid who came from the same economic family. But because the city wasn't economically interconnected, that kid earns 33% less over time. So what does that kind of mean, wrapped with a bow on it, that being around rich people seems to help you become more rich? And I'm just using that one example of that kid from Minneapolis. But there's, you know, thousands that were done in this study so that they found it statistically significant, AKA it actually has a strong predictor for most children. And in fact, they said that is the strongest predictor of upward mobility found to date. Now, they don't say why, but it seems to me like if you're around other rich people, perhaps you can be what you can see and you cannot be what you cannot see. And then we're like, all right, is this just one study? Because those can be flawed. So we went to another study called Public Source and they basically say the same thing a different way, which is the neighborhood or environment where you grow up is really going to affect your earnings potentials by and large, without any other indicators in there. Then in Pittsburgh, adults born in Point Breeze, just one city, averaged $70,000 in salary and 78% had a job, as compared to Shadyside, which is another segment of Pittsburgh which had an average income of 22k and an employment rate of 76k, which basically means if you are born in a low income neighborhood, which we already kind of know, that then you are more likely to stay in said low income neighborhood if your geography doesn't change. Remember when you guys were in high school and we had those petri dishes and we would like put Little different things inside the petri dish. And then they would grow depending on what different things were inserted into the petri dish. And at some point you'd insert one little piece of bacteria into a petri dish and all of a sudden mold would grow like crazy. You'd insert something else and there'd be crystals inside of your petri dish. Now, you start with the same petri dish and you start with the same base, but depending on what you. Something different grows. And I think that's what this study is telling you, that if you do not add different things and you stay in the same place, you largely will stay the same as everybody else. And then there's this other study that talks about the zone of proximal development, which basically is this concept that a learner has one ability without help and another ability with help if it comes from a more knowledgeable person, which is like, yeah, no shit, Cody. But basically what this means is mentorship and being what you can see is a real thing. We can actually statistically say that if you are around more people that have X, Y, Z, you are more likely to have X, Y, Z, that thing that you are trying to achieve. Paul Graham had a really interesting sort of series of articles that we wrote on. And if you don't know Paul, he was an early investor in a ton of stuff. Stripe, Airbnb, Amazon, Dropbox. He says roots grow where planted. Your environment shapes your ambitions. And then he says great cities attract ambitious people. So if you want to create, maybe you go to Austin. Those are my words. If you want to make money, you go to New York or where Rachel is. If you want to be innovative, you go to Silicon Valley. If you want to Rachel Venture, you go to Silicon Valley. And so what if the reason you don't achieve what you want to achieve is because your surroundings do not allow you to insert different things into your petri dish? That's my sort of belief. Now, you had some interesting stuff, I think from Scott Galloway.
Yes. So I know, I know. Not a lot of people. I know. Actually, I'm not sure. It seems like on my part of the Internet, Scott Galloway gets a lot of flack. For those of you who don't know, he's made some pretty high profile predictions in the business world. He made his money by knowing people, investing in their companies and advising them.
He made a bunch of money.
Yes. And he had a really good.
What does he think?
Okay, so about outside of. This is outside of making money. But I was really interested about like his thoughts on how young people should operate. Basically, he said, you should never be at home. That's what I always tell young people. Home is for seven hours of sleep, and that's it. You need to get out of the house. So, yeah, basically spending home time, you know, which I really, really like, is inversely correlated with professional and romantic success, in his mind. This is obviously controversial for some people because people think that, like, economic constraints, high housing costs, and remote work make staying at home just a more practical choice. So, yeah, if you don't want to, like, leave the house and spend, like, $8 on a latte, and your other option is, like, stay home and make your coffee and watch a movie, and, you know, that might be more enjoyable for some people than going out and about.
Dude, I think we gotta start, like, also separating what's enjoyable from what will actually get you to your goals faster. And so I think I'm with him. I mean, I remember, like, my first studio that, like, was a little shithole, smelled awful, was on, like, the 31st floor in Chicago when I was working at Goldman. And, yeah, like, it wasn't a very nice place. It was cheap. It was what I could afford at the time, before that salary kicked in. The truth of it is, you're definitely not going to have success when you're young, don't know anybody, and stay home all the time. Like, isn't that bizarre that that is even controversial to say? Like, how are you just going to get handed opportunities if you're hanging out in the house all day when you don't already have a network built in? I think he's just being honest now. Like, I think virtue signalers on the Internet, kind of, they want to say all the reasons why you can't be successful because of the things that have happened to you in life. And I just think that's your hero story. You know, the more difficulty you've had, the more incredible the comeback story is once you overcome it.
And so I want to ask you.
A question on that, though. So now, like, when Scott Galloway was younger, I'm sure there weren't as many people connecting and, like, making their networking moves on the Internet, right? And now people are. And that can be done in the house. I feel like some people took his thoughts, like, to the extreme, like, you shouldn't try to make your home, like, a nice place to live as a young person. Like, just live in a shoebox and leave. And I'm not sure if that's necessarily what he meant, but I surely like living in a place that isn't just a den like I did when I first lived in New York. I lived with two guys. It was a really shitty apartment. But I moved, and now I definitely spend more time at home. And I think one thing that allows me to do that is the ability to network online. I'm not spending all my time at home. But what do you think now about the changing landscape of networking?
Yeah, that's a good point. I mean, I'm on the Internet all the time.
Right.
I have a lot of resources. I've been pretty lucky in that way as my career has progressed. But when I moved to Austin, it was very thoughtful. I moved to Austin because we were going to media company. I didn't know anything about media companies. I'd been in finance for a long time. I knew about how to buy businesses, but I didn't know anything about how to grow online. So what did I do? I certainly started networking online with other people, but then I became really good friends with, like, Noah Kagan and Sam Parr and all of these people here locally who are building or had already built media companies. And so I think it's really hard to beat the connection that is looking another human in the eye, shaking their hand, and realizing that you are real in some way, shape or form. So there's probably a mix between the two. I wouldn't have gotten the opportunity to meet them in person if I hadn't been doing stuff online. So that's your 2.0 version. Right. I mean, I do think one generation's like, you have to pick up the phone and call people you know, or you have to shake their hands in person. And our generation is a mixture of the two. For instance, we hadn't met before this, but we've been working together for a while. But the connection that we're going to have because of you coming here and doing this is going to trump anybody else that you work with in podcasting that you haven't met in person.
Totally.
Because humans are just built that way. But I do think you're. You're right that now more than ever you can network online.
That's just devil's advocate, too. I like vibing in person with people. That's like the whole reason I live in New York. Like, I technically could live anywhere.
Yeah.
But the excuse to live in New York is. Is just too high without any people around you.
Yeah. But I do think. I mean, give yourself an option of living somewhere that can feel nice, but can also feel tough, you know?
Yeah.
I mean, all of Us millennials, we love a little overpriced house plant. I do think that that ability to be in a place that isn't so great and it pushes you out the door to go do things that make you slightly uncomfortable is something that you won't have to do later in life if you're successful. But doing it young, when you're young and resilient is really, really powerful. I want to get into the Deal.
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Yes.
So the deal of the week is so cool. And my opinion, what is this like? So I keep talking about New York again. One of the reasons why I live there is I'm a horrible driver. I don't know who let me have my license. I'm just going to eat it at this point. Everyone makes fun of me. Love living in a walkable area. And 52% of Americans actually say they want to live in a walkable neighborhood, but only 8% do. And that is where cul de sac comes in. So if you're interested in being car free but don't want to live in a major city, you should check them out. Back in 2022 they raised a $30 million Series A LED by KHLSA Ventures with Founders Fund, Lennox Buyers Capital, Zig Capital and Initialized Capital Investing as well. And the cool thing about them is they're building these like car free neighborhoods. The first one popped up in Tempe, Arizona. So that's a suburb right outside of Phoenix.
That's right.
And this place, it looks sick to be honest with you. So there's like little areas you can hang out in. The apartments look pretty nice. They're not. Rent is around 14 to $3,000. And according to Apartment Advisor, the average rent in Phoenix, which is the closest city, like I said, was fifteen hundred dollars in March 2022. With the average rent for studio being twelve hundred dollars and all the way up to a three bedroom being just under three thousand. So like I said, this isn't, this isn't crazy. This place looks pretty cool. You get a free bike if you go discounted rides on on ride sharing apps and things like that. What are your thoughts on this?
Wild. First of all, I hate the idea of venture capitalists planning to buy in my neighborhoods. Have you heard those guys?
Have you heard of Blank Street? Blank street, oh my. I'm the biggest hater. Only viral tweet I ever had was about, I said if I hated somebody, I would bring them to Blank Street. Blank Street's listening to this. Your coffee is so bad. It is. But yeah, no, I'm with you.
So, yeah, I don't know. I don't love this idea. I mean, these are obviously geniuses. Founders fund is an incredible fund. So is, so is Costa. But I mean, $200 million project that is basically a glorified strip center residential unit. The only difference is that there aren't cars. I don't know. Also, why are you picking Tempe, Arizona, all my Arizonans out there? It's fucking 400 degrees in this place. Could you imagine? One, you can't leave because you can't drive off. Two, it's 400 degrees. So, like, walking around outside is not really the deal either. The other part that I don't love about this is, you know, I was like kind of talking with you about who's there. And so they gave a little rundown of some examples if I can't leave because it's car free. And so maybe your cars are parked in a parking lot outside or something. I want to make sure the other residents are like hot, smart, successful, fun. And I'm not sure that I want venture capitalists picking other people in my neighborhood. So mine is like an immediate haterade over here. But I get the idea. I think we humans, we actually, we want to do this. We want to recreate like small town maintenance, main street America, but 21st century version. And so I get this feeling of nostalgia and going home, which is what I think they're going for. And, you know, if you think about it, in the future, cars take up so much space. Our neighborhoods are planned around cars, which doesn't make a ton of sense long term. If we can like, you know, rent cars and share them or whatever, that's probably just going to be the next generation. Because I kind of like my own car. I'm not A New Yorker. I want to park in a garage. So we'll see. Maybe your generation will be the one to do this.
Well, what I was kind of surprised about, and I know you're. You're on the Hayton VC train right now. I'm surprised. Primetime Ventures, I think Primetime Partners, actually, it's the name of it. They're a fund, I believe they just talk. Excuse me. Invest into aging communities or aging startups. This would have been a sick place to have for early retirement. So we know people are living longer. Right. But that retirement age, you still see a lot of people retiring around there, but they're not necessarily, like what you'd imagine would be in a retirement community. I think this would be a cool place to go if you're in that, like, middle space of retirement. Right. So you're not, like, needing assistance, but, like, your. Your. Your kids and your grandkids would be like, dad, you probably shouldn't have your driver's license. Like, you probably shouldn't be on the road. You know, you're losing a little bit here with the driving skills, but, like, you still have, like, your great health. Because science has pushed us, like, forward so much. I don't know.
Yeah, I agree. I feel like this is a retirement home. I feel like this is. I feel like this is what Venture has done since, you know, the last bull run of 2009. In venture is they've been like, the thing is, we're reimagining the way that we live. And what they're doing in actuality is retirement home, but for young people. But it's the same thing. But let's raise $200 million for a glorified apartment complex. I don't know. So I'm. I'm a no.
Oh, my gosh.
You know what they need to do? Netflix needs to hit me up. You guys should do a dating show. You're saying all the hot and, you know, smart people there. Yeah, a dating show just filmed there. So it's all the residents or have to be a part of it. So it's like Truman show style.
Like MTV Cribs.
Yes, exactly, exactly.
Backed by Venture.
Oh, my gosh. MTV Cribs. So they can be, like, showing off, like, what they did with the space. I love it.
You have. It's pretty good marketing. All right, so maybe there's a way to make money on this idea of never leaving your hometown, never leaving your house.
I guess.
Too soon to tell. We'll see what happens with this community. I wouldn't bet against those guys. They're much smarter than I am at those firms, but probably wouldn't be something I'd put my own money in. So steal my rich friends is where we're gonna go next. And as a reminder, we think that the biggest secret to life isn't a hack. It's usually a who, a person. And I didn't have a rich dad, and so I didn't get somebody to mentor me like that early on. And now I have a lot of rich friends, and I think we should steal their homework. So that's what we do in this segment. This one was kind of wild because it was really hard to find someone who didn't leave their hometown but was successful. So we literally scoured the Internet. I texted a bunch of friends, you know, my father, who's successful, he left for years and then he came back to his hometown for decades. My friend Rob, who you're going to hear about next, he left his hometown of Houston, went to la, then went back. My friend Nick Huber, who you guys might know on the Internet, saw his startup. He lived in a small town in Indianapolis, but then he went to school at Cornell, then he worked some other places, then he went to a smaller town, but he didn't stay in one. So the moral of story, we literally couldn't find humans who didn't come from either generational wealth and thus could stay locally and build on it, or weren't in, like, India, who started something, a small town and grew like crazy. And that probably just due to massive demographic shifts and a huge population explosion paired with very few services located locally. Now this is totally possible to just be a component of bias because we all left and now we know a lot of people who are nomadic. But I think it's worth asking yourself a question of if the data by and large says that in order to be successful, you need to leave at some point, even if you come back, why fight the trend? And yet so many people don't leave.
Bring the band in.
Let's go.
All right, we've got Rob Abasolo on. I'm super excited to have you here. Here. If you guys don't know Rob, he's a stud. He basically came from W2 in the creative world to building a backyard house, tiny home, to then building a ton of tiny homes, normal sized homes, and becoming a tiny home plus Airbnb sort of expert, then a huge YouTube channel, and now you take investment and you have all these Airbnbs. And what I thought was interesting and why I wanted to have you is you have a non traditional path. You've had a ton of success. And I texted you and I was like, what do you think? Do you have to leave your hometown to grow or not? And you were like, well, I did. So let's talk about it. All right. The part I think is interesting is that you were born in Houston, you left Houston, and then you came back to Houston. We want to know, do you have to leave your hometown to grow? What's your two cents?
You don't have to leave. But I do think it behooves anyone that wants to experience something different to leave. I mean, honestly, I think the. The problem with staying in your hometown is that you stay around the set of beliefs that you grew up in. So the things that your parents told you to believe in, the things that your friends peer pressured you into believing, things that you thought you believed, you'll never question that until you are out of that, of that environment. And for me, I think I grew up a very specific way. And then I went to college and I was like, oh. And I didn't have the comfort of my. I didn't have the fear of changing my beliefs over my back because my parents were two and a half hours away. And then I moved to Kansas City after that. Then I moved to Los Angeles, then I moved to Tennessee, then I moved back to Los Angeles, now to Houston. I've moved everywhere. So I feel like every single time I've moved, I've just changed my beliefs because every time I'm away from the people I'm comfortable in, it allows me to question what I thought I believed. And I think that's super important for anyone wanting to grow.
How were you raised?
I was raised traditionally, like for the most part, Christian, somewhat religious. My mom made us go, and then that kind of wasn't super forced on us. And then going into middle school and in high school, I got really close to some friends and they were super involved in their religion and into church. And I. So was I. And that was my identity for a long time. And then when I went to college, you know, I had new friends and I was like, oh, it's interesting being around other people that think the opposite of me.
Yeah. And so what gave you the courage to actually leave first for college? Was that hard for you at all? I know, like my parents. You're Latino. I'm Latino. My parents did not want me to leave. In fact, I didn't leave because I thought I should stay close by. Was that at all the Same.
It was tough because my parents are immigrants, and they came to America to give us a better life, and they did.
Right.
Like, I was born here. I had an amazing life from my perspective. Right. And so it was really perplexing to my parents, the thought that I wanted to go to, like, the University of Texas in Austin, when, for them coming to America, anything in America is great. And so my dad, I remember him being like, well, son, I know you want that, but the University of Houston is, like, 20 minutes from our house. I just can't fathom why you need another school other than that it's an American university. And so it was really tough because I love my family. We're all very close. It wasn't something that I necessarily wanted. I wasn't like, I gotta get out of this place. But the idea of just something new and scary was just. I don't know why it was appealing to me, but I felt like I had to do it.
Do you think that people should push themselves to do that same thing?
Absolutely. Yeah. Anytime I move to a new city, I try to convince a friend from a different city to move with me. I'm like, you have to do it. Especially friends that have never moved before, because I'm like, dude, you're a great person. I'd love to see how you could possibly change in the best way possible. And so I've gotten, at this point, probably two or three friends to completely uproot their lives. They've gotten married, they bought houses. They live these lives that they never would have possibly had if they stayed in their house. And it's just, like, a really interesting butterfly effect that happens. I think that's ultimately what it comes down to. I'm really interested in the butterfly effect of what happens whenever you just do something that's, like, so outside of the timeline that you were destined for. So I don't mean to sound profound, but it is one of those things where I was reflecting the other day. I did not get my dream job at Red Bull when I was 21 years old. It was 4,000 applicants. It was down to me and some other guy, and I didn't get the job. And I remember just getting in the car and, like, about to cry, and my wife was like, it's okay. I was like, no, it's not. Like, this was everything, and it's, like, crazy. I would have moved to la. I never would have had the kids that I had. I would never have gotten the jobs that I'd gotten. I never would have gotten the friends that I've gotten. And it's like, it's all. Because things sort of work out when you just go out there, do something crazy. I think.
Yeah. I mean, we should look up what, like the top employees paid at Red Bull. Because if you look at, let's just say, monetary success, if that was your metric, you now make millions of dollars a year. Yep. You have tens and tens of millions of dollars in investment assets. You have probably million cumulative online followers. You probably get millions of views a year, probably tens of millions of views a year across multiple platforms. Keep going, Keep going. Yeah. What else? Great hairline.
Thank you. Thank you.
And if you had stayed at Red Bull, you were probably capped at like, Max. I bet the CEO of Red Bull maybe makes a couple million dollars, but nobody else at that company is making more than 500k. And so it's like if you had never moved and we just showed the Rob graph in sort of in Houston, at the expected job versus what you've done today, the two graphs would be incredibly different.
Yeah, that's what I told my wife. I was working out of my. This was two nights ago. Big revelation, funny enough. And I was like, you know, if I had gotten that job and I was in this job now 12 years or something, I'd probably be making 2 or 300k a year. And you'd be making some. We'd be living a really comfortable life in la, but that's it. Like, it would be nothing near what we have today.
Yeah. And I think it all. You know, it's interesting, maybe risk compounds. You know, you start out taking the small risk of going to a new college, and then you take a bigger risk of going and getting a job in a different city. And then you take a bigger risk of more responsibility until finally you take a risk of yourself on a business, and then you start investing in assets. And the more risk you take, if you're intelligent and you learn from it, the more it compounds into. Into success. At least that's what it looks like it's done.
That's exactly what it is. I always tell people getting into real estate scale accordingly. So when you're going to get into your first property, you're not going to buy a $3 million house. You're going to buy probably a $200,000 house. After that, you buy a 400,000, then an 800, then a 1.2. And so when you get to that final one, everyone in your sphere, everyone in your influence thinks you're absolutely crazy because they think it's the riskiest thing ever. But to you, it's not all that risky because you've leveled up so many times along the way.
Yeah, the other thing I was curious about, and I tried to go back and think about it for me, but you've now moved a few times quickly. And one of the reasons people don't move in any aspect of their lives, why they are static and thus start to atrophy, is because it's scary. The future, seeing the unknown. And I think a lot of it is like, well, man, if I move to la, how am I going to have new friends? If I move to la, how am I going to have new opportunities? But I actually think there might be the opposite of that. If you stay, breaking the cycle that you already have where you are is actually quite hard. It's like living inside of an ice cream shop and all of a sudden realizing you're lactose intolerant and you don't want to eat sweets anymore.
Hard.
But if you just left the ice cream shop and you only went and worked at Whole Foods all day, it's probably much easier to break the cycle because you have a lot of other options. But what did you do? Or what do you do when you go into a new city so that you can immediately accelerate both success, community, opportunity. Any lessons there?
I really try to plug into extracurricular groups outside of work. I think you can find friends within work. I mean, one of the things I found out very quickly is everyone just seems to think you're crazy when you're not doing something that's consistent forms to the world. Right? So, like, when I got into Airbnb, all my coworkers were like, dude, you're buying a house. Like, you're living in la. We can't even afford our rent here. How are you buying a house? Or how are you getting into Airbnb? And so I naturally found people who were in that space that were crazy, too. Because the thing is, like, I spent so long trying to convince other people that I wasn't crazy, but now it's like, oh, no, I am. But it's like, I don't want to talk to someone that's not. I want to talk to other people that are crazy. And that's when it really, it starts compounding in a big way because you're like, okay, there are other people like me, and they're all like, making a ton of money. And so I think it's really like, if you want to be, let's say, a real estate Millionaire. Are you gonna hang out with people that are obsessed with, I don't know, their volleyball rec league, or are you gonna be hanging out with people that are obsessed with making million dollars in real estate? There's nothing wrong with that other group, but if there's something that you want to do, you have to be in a group of people that want that exact same thing. Otherwise, you will be called crazy. You will think you were crazy, and you will always second guess yourself. Whereas in the other world, people are just always like, let's go pat you on the butt. They're like, hell yeah, let's go. And like, that's ultimately what you want. You want other people to be crazy. You want to embrace your craziness? Like, that's my whole thing. Are you crazy? We're friends. Like that. That's kind of what it is for me these days.
Those friends that used to call you crazy, how many of them are you still friends with today?
One. Yeah. Like what? You know, a couple of them. But, like, the one that I'm friends with is. He is like, man, you're crazy. Like, I wish I could. Like, that's. Dude, I love that about you. Like, there are people that are like, oh, I love that for you. But then there are people that are like, I love that about you. And I wish. I wish I had it in me to be like that. So it's like, there's a fine line, I think. You know what I mean? But, yeah, for the most part, I'm not looking to make friends anymore, you know? Like, that was the big change in my life when all this happened was I wanted friends my whole life, and Now I'm like, 33. I've got a wife, two kids, and then I've got my core set of friends and entrepreneurs, and I'm like, that's it. I'm good. I've identified the crazies. Like, I don't need to make a hundred friends anymore because. Yeah, I just don't have the time to always explain myself to new people.
Oh, yeah. I feel like that's the Texas, like, bless your heart, you know?
Yeah, yeah, yeah, exactly. When I meet someone, like my neighbors, and they're like, what do you do? They don't know that I'm a YouTuber. They don't know that I'm a real. I mean, I'll say, oh, I do real estate investments, and if they really, like, keep clicking in, I'll tell them. But I'm never, like, I'm a YouTuber, because then they're gonna be like, I did act. My neighbor found out because her mom watched my channel. In the next week or two, she came and she's like, so how's your little channel doing? And I was like, it's not little. It's actually the biggest Airbnb YouTube channel, but it's fine. I was like, you're. You have a little channel. And I'm like, but to her, it's silly. And to me, I'm like, this is. It's an empire, lady. You don't know me.
I know.
I remember when I was leaving one.
Of my companies to do this, they were like, well, just, you know, give us a call back when that little blog doesn't work out. I was like, first of all, it's a newsletter. It's not a blog.
Get your terminology right, bub.
But I do think I keep going back to that. If somebody doesn't say, you're crazy, you're probably not doing anything very interesting. And so I remember sort of thinking them, like little notches I could make sort of, how many people are telling me, this is nuts.
Why won't this work?
I actually thought about it today because I was at that meetup that you were supposed to be at, and I was explaining this new thing that I want to build that I'll tell you about later, super secret. And there were quite a few people that were like, huh?
Like what?
Why do you. Boring businesses. What is that? Laundromats, you know, and they're like, we're building SpaceX. And I'm like, okay, well, there's more than one way to make money. And we don't all have to all have venture scale businesses. But I kind of like learned at some point to flip my mind where I started to think, oh, no, if everybody agrees with me, I'm too late. It's not that interesting. And if a few people say no, then I'm probably in the right spot. Is there anything that you've done when haters kind of come calling that helps you deal with it? Now, you're probably really used to it, but I bet young Rob, you kind of take that to heart. It's hard not to when you first start out.
I wipe my tears with hundred dollar bills. No, I'm just kidding. You know, it is interesting. I was always made fun of for being the cheap guy, the deal guy, the hustler. I wasn't hustling people. I was just always hustling, right? But as an example, I would camp out of conference rooms at work. That were at noon when they catered food and I'd be like, if I wasn't there, whoever was sitting next to that, I'd be like, text me as soon as this meeting lets out because I'm getting that sandwich. You know what I mean? So they all made fun of me. They really did. I always got made fun of for having new schemes, new deals, new dreams, all that kind of stuff. And coping with it now, I mean, honestly, I think it's just reflecting on like I am living my dream life, you know what I mean? Like, I want so much more sometimes and I'm like, dang, man, if I could just go back to like myself just a year ago or like two years ago, it's like none of this wasn't imagined, it was imaginable. And then when I look at the people in my hometown that stayed behind, they're all living perfectly fine lives. Nine to five jobs, but that's it. They're all very comfortable. And I think it's very interesting because it goes from people saying like, you're crazy. Well, first it's like, you're crazy. And then, hey, how's your little thing going? And then, hey, how did you do that? And I'm in that, I'm in that phase now where I get hit up by high school friends, college friends, old coworkers that are like, dude, I love your videos and all this stuff. Or like, hey, can I call you for a second to pick your brain? And I'm like, you never talked to me before this. You know what I mean? So I think there's a little bit of relief that it's like, oh, okay. I think others recognizing that, you know, it is crazy. And I succeeded at doing the crazy thing. And it's like, it's respect. Like I'm, I'm happy now, I've got respect. And it's like box checked. I'm good. I don't, I don't need anymore respect. Me. No, I'm just kidding. No, it's not really what it comes down to, but it is nice to know that like finally, like I think when your initial sphere of friends and family, when they all recognize it like in a deep level and they're like, I want to do that. Then I'm like, okay, I've even convinced the haters.
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I don't know anybody. It's anecdotal, right? But I don't know anybody that is top one. I mean, I think I might know a finance guy that went to school with me at ut, but that's even breaking the rule a little bit, right? And I think he's probably at this point making 150 to $200,000, great salary. Outside of him, not really.
Yeah, it's wild.
Not really.
I just think in life we look for so many hacks, but there are a few that we know to be really true, which is if you can get around other rich people. It looks like, statistically, you have a higher likelihood of becoming rich yourself. And two, looks like you have a high likelihood of not becoming rich if you never leave your hometown, which is wild. Maybe one of the last questions I have for you is, like, you went back to Houston, so you left, and now you're back.
Why?
So I started having kids with my wife. And at that point, I felt like my identity was solidified. My beliefs were questions. My beliefs were questioned by me. My beliefs were solidified. I didn't need to explore anything anymore. Like, I've explored it. I had moved to five cities by the age of 33. Don't recommend that. But I did it. And I had seen all the viewpoints. I had made friends from all spheres of beliefs and political in there or otherwise. I was good. And I had kids and I went home and I just saw my. My daughter playing with my niece, and I was like, how can I not? How can I take this away from her? You know what I mean? So my wife and I were like, let's move back to Houston. And my parents live here. My two sisters live here.
Has that curbed your growth at all, do you think?
Yeah, for sure.
Interesting.
Yeah.
Like, if you would have stayed in la, because LA is a mecca of media, or even been here in Austin, you might have grown faster. Both your media business and maybe cash.
Yeah, we put. We put an offer in Austin and Houston, and so we were like, whichever one goes forward, we're going to leave it up to fate. And the Houston one went forward, and I was like, great. Never look back. But at the same time, it's like, I move there for family, and I do. I mean, I'm still very spread thin. Crazy stress, gray hairs. Look at them. Like, these weren't here the first time we ever talked. And. Yeah, I mean, at the end of the day, I can't travel, like, 30 weeks out of the year. Look, I know Pace Morby. I just. I can't do it. I don't know how he does it. It's like, crazy. Well, I guess he goes with his family, but because of that, it's like, yeah, I moved to Houston to be close to family. That. And that's what I do. So I don't know if I'm ever gonna be a billionaire, and I don't know if I want to. But being a deca millionaire is fine, too.
Yeah, one day. Yeah, I think we're not gonna put that on the universe. You know, we still got that billionaire vibe.
It's true.
It's like a fake number, though. I mean, we were at, like, that event. I was just at there, like, five billionaires there. I'm like, I don't know. We seem kind of the same. Like what? I guess you could buy planes, and I can't buy planes, but besides that. And maybe you could, like, sway presidential elections.
There is that. I did say to my wife that my ultimate goal in life, wealth wise, is wealthy enough to hop on a PJ every so often.
Yeah.
With the kids. I don't know if you've ever traveled with children. It's not great. So, yes. If I could now even want to.
Go to dinner with other people's children, which would burn me. It's.
I don't even want to dinner.
I have a good friend who I invested in his company, Shout Out Drew. And he's like. He's like, yeah, I got a reservation for five tomorrow night. I'm like, okay, great. Who are the other, like, three people? And he's like, oh, the kids. I'm like, drew, I'm busy.
Oh, I'm so sorry.
Friday night, dinner just texted me. I was like, I love you, but I don't have children yet, and I want to preserve the desire for them for a little bit longer, you know?
Yeah, yeah. But to answer your question, I think moving back to Houston, it did slow things down, but. But I'm good with it. I'm still sprinting. I'm just not sprinting. Like, if I had I moved to Austin, I felt like I would have been surrounded by so many more entrepreneurs and people that are out there making that bread every day. But for me, I'm like, I got what I got. I'm going to focus on that and build it to as much as I can close to family. I think that's what's important to me.
Yeah. It seems like there's, like a life hack from, like, age 18 to, let's call it 35ish. If somewhere in there you can move around and get, like, the fluidity and open the aperture to what's available in life, then you have this long Runway. And if you don't do that, it seems you're less monetarily successful. And then at some point, we have a bunch of friends, mutual friends that are billionaires or are worth hundreds of millions that go back to tiny towns. I mean, Nick Huber, right. Not a billionaire, but definitely worth a couple tens of millions of bucks and lives in a tiny town now. And so I think you can return there But I don't think you can start there.
I think at the end of the day. Well, first of all, I will say this. I've told you this before. I went to your conference. I spoke at it. I was in the green room full of millionaires, and I think one billionaire. And that was the day. Entrepreneurially, a lot changed for me that day because I was like, holy crap. Like, they're all smart. And I was like, this is the level that you have to be at to have their six. And so it lit a fire under my butt to just, like, continually grind. This was before I moved back to Houston, but this was like, holy crap. Like, if I want to be at this level, I got to operate like these guys. So I was like went asking questions. I was like, how do you do it? How do you do it? Wait, you make how much doing who, what, what? You know? Like, think of, like, Justin Donald, for example. I remember talking to him for, you know, an hour and being like, this is crazy. And then he was never like, okay, guys, I get it. Like, move on. He was, like, asking me. I was like, whoa, this is crazy. It's like this guy, you know, like, he doesn't have to talk to me. So at the end of the day, I think there's also, like, a very giving component to that community as well that I think is, like, super important to find. Whereas I feel like people at the beginning of the grind, they're so competitive, like, no one wants to share.
It's fight or flight. You know, I get it. And then, you know, then you get. What's amazing to me is every level of the game where I think I got it figured out. There's just another unlock. You know, it's like a series of video games where, like, I don't know what the video. Cool video games there are these days. But back in the day, it was like Zelda. Like, Zelda Level one was like, I don't know, pretty chill. And then you get to whatever level, and all of a sudden, like, I was never gonna pass it. And I think when I go to a lot of these group events, I'm like, oh, man, I'm still on my way. There's, like, some sort of fun in that.
Bring the.
Let's go.
So I kind of want to start with just talking about your story. ConvertKit is huge. And maybe you could just give in, like, 30 seconds the numbers that you tell people now, because I know some of that's private, how big it is. Kind of brag a little bit about your success. I have a few things that I'll add in, too, but tell us first, like, you are categorically successful and explain ConvertKit and what you do, and then we'll dive into how.
Yeah, so ConvertKit is an email marketing platform for creators. Were used by everyone from like Tim McGraw and Tim Ferriss to James Clear and Mandy Moore and Susan Cain and all these amazing authors and creators. And Tom Brady powers his site with us, all kinds of fun things the business is. And me and Cody Sanchez. I'm sorry that I didn't.
Right after Brady. Really, you know.
Okay.
Yeah, that's right.
We have 40 million a year in revenue, growing pretty fast, about 25, 30% a year. Let's see, 500,000 free users, 50,000 paying customers. We send two and a half billion emails on behalf of creators every single month. And a team of 80 people spread all around the world.
That's wild. And then in tandem with that, you have some really cool structures that I think if we think about success, not just unilaterally monetarily, you have an incredible family. You know, you appear, by all means to be, you know, a great husband, dad. You have a little Airbnb portfolio. You give back to the community. You have a really unique structure where you give profit share to team members and are very public about how that works. And so it's not just monetarily, but, like, personally, you know, I would consider you somebody that has a lot of the legs of the stool or the table.
And what I wanted to have you.
On this podcast for was, you know, you didn't ever really leave your hometown. You were born and raised in the same city and even stayed there for college. Can you talk a little bit about that?
Yeah. So I grew up in Boise, Idaho, actually, about 45 minutes outside of town up in the mountains. I was homeschooled, graduated super early, went to college when I was 15 at Boise State. Dropped out when I was 17, started my first business. I expanded from there. I've traveled a bunch. I think I've probably been to 25, 30 countries somewhere in there. But I have never been away from Boise for more than six weeks at a time. Like, you know, I've done a bunch of, like, five weeks in South Africa, four weeks in Europe, five weeks in Thailand, like, some of those things. But it's always been with the home base in Boise. And so now I have a little farm here, and, yeah, my wife and three kids, and, you know, we live like 10 minutes from downtown. You know, I'll Be on the road tomorrow and all next week, but it's always back to Boise.
So you obviously don't think you need to leave your hometown to grow. You stayed there. Do you think it would have been easier if you had gone to college somewhere else, another big city? Like, were there any detriments to you staying local for most of your life? Professionally?
You know, it's hard to say. I grew up in a time when everything was going online, right. So I graduated high school in 2005. And so that was felt like the web design community was exploding and you could connect with and learn from so many people. It was really the time that it felt like remote work was starting to be a thing. You know, I was starting to meaningfully be in my career, into my career in 2010, 2011, and remote was just starting to be a thing. There's companies like GitHub and Automattic and Basecamp that were doing that well. So I think that. I think travel is really, really important. I don't know that you have to live somewhere else. I don't have an opinion on it in the sense of like, like it's important to stay in your hometown or it's important to leave. I think it's really nuanced. Like I was jumping ahead in. I was in a hurry to grow up. And so for me at 15, to finish high school and be going to college, that wouldn't really work if I wasn't in my hometown, Right. And so I jumped my career ahead in a number of years, which required me to stay in my hometown rather than going to college at 18 years old, 19 and going to an out of state school.
Yeah, that's a good point. What do you think you'll do with your kids? Do you want your kids to stay local and build? Do you want them to have those out of state experiences? Does it matter?
I think they need to have totally different experiences, but how they go about it, there's a huge amount of flexibility in that. So we're at the point. I grew up in a family where money was very, very scarce. And I learned early on that making money is a skill. And I'm like, okay, I'm going to get as good as possible at this skill. Really a combination of a thousand skills. And so in the quest to do that, I learned all kinds of things. But when we got to the point that now we're making a lot of money and there's no shortage, I was talking to a friend and he was saying about this problem, like, okay, we're traveling, should we book economy or first class? Should we charter a private jet or some of these things? Four Seasons, you know, or the Hilton. Right. Where should you stay? And a friend of mine just said to me and is like, you know, you're worried about the example you're setting for your kids of whether like being in the 92nd percentile of wealth versus the 99th percentile of global wealth and like is that enough of a contrast? And what he said is you should be comp for them, help them Compare to the 50th percentile of global wealth.
Right.
If you want to get them, it's not that by staying at a Motel 6 or a Holiday Inn versus the Four Seasons, that's what's going to make them grateful for what they have in the world. It's really get out and show them, take them to Thailand, take them to Mexico and show them all of these places where there's actually really a wealth discrepancy. And so I've done that where one of those trips away is my sister in law is the head of education for a medical nonprofit in Thailand and Myanmar. So I've taken my kids there and they've seen that like I haven't taken them into the war zone in Myanmar, but they've seen a lot of that firsthand. And then we also support an organization called New Story Charity, building homes in Mexico. So I've taken my two older boys down to Mexico City and then out from there to really just show them the rest of the world. So I think it's very, very important to get that context and that experience.
Yeah.
So you give them contrast. Yeah, basically.
And that might, they might get much better contrast between Boise and rural Mexico that you know, or Boise and rural Thailand than they would get between Boise and a college experience at Stanford. Right. Like that, you know, it's a different state, but it's not that different.
But you're kind of optimizing for humility and humbleness. Right. As opposed to. I think a lot of people optimize for opportunity and connection. Right. Like if they go to Stanford, who are they going to know and what opportunities are they going to have? Do you think about that at all? Like, man, maybe it would have gone faster for me at Convertkit if I had gone to New York and met a bunch of big people that could have invested in me earlier. Or do you not think that way?
I don't think that way, but that's probably because I didn't grow up in that environment where the country Club membership is the thing that got you access to whatever else. And I feel like today as a content creator, you have access to so many people. Right. You put out a tweet telling a great story and then have a call to action at the end and all of a sudden there's 50 people in your inbox that are saying, hey, let's partner on this thing. And so your work can stand on itself. Now I think that the connections are so, so important. So I would definitely recommend, right in this world, right. Of someone starting as a creator or building a startup. Absolutely. Go move to wherever the hub of that of your niche is. It could be for three months or it could be three or five years and try it out. I don't think it's mandatory, but you can accelerate that by really, really a lot.
Yeah, I think that's probably true.
Yeah, I've just chosen to do it through travel from my home base rather than, you know, moving for a longer period of time.
Well, the other thing is we have some mutual friends, like Nick Huber for instance, who lives also in a smaller town, not the Boise, that small of a town, but and basically flies in and flies out to conferences, which is probably the way to hack, not living in a big city. And so, you know, you could just fly in and out to ConvertKits annual conference or to create, cultivate each year, you know, to videoconnect and by that have some hand to hand connection with people. But for the most part our generation is mostly online. So you're right, as long as you create cool stuff, you sort of attract.
Cool people, you can also end up in a trap of having way too many conversations and not doing enough work. And so you feel like this.
You.
Know, to be true that. Right. That relationships and connections are everything. And so I see people get into this mode, they're just, they know everybody, they're always connecting and networking and all of that. And you're like, but what do you do? What have you done? And what I love is this idea of like being heads down hermit execute mode and then resurfacing and having a body of work so that people want to connect with me. Right. Because I've built a company to this level. People want to take my meetings and then I'm off to Austin, lining up a bunch of meetings, having these conversations and then I'm back home and I'm working. Right. Whereas I imagine in Austin you have this problem. I was just with friends in New York who I know have this problem where someone is always in town perpetually. And so either it's all your entrepreneur friends who maybe have exited or are coasting or whatever else and they're like, hey, let's just hang out. And you're like, hey, I'm still in grind mode, I'm still trying to scale this thing. Or it's everyone who is just in town saying, hey, can you grab coffee? Can you do this? And Boise is a great place. Less so now. It was a great place to heads down and execute rather than, you know, constantly be pulled into networking mode.
It's such a good. Yeah. First of all, I hate networking. I think, like it's one of my least favorite activities. But you're right, like we spend the summer in San Diego for three months each year and there's nothing going on there. Like we don't have really any friends in San Diego. And the whole time all we do is build and go on walks and think and give a little bit of space. And then when you get back to Austin, there's about 472 activities you could do every single day. And that works great if you're a venture capitalist and you're just like looking for the next connect to invest in. But it doesn't work very well if you want to build something meaningful and it requires a lot of your mental focus. So that's a really good point. It's basically like a hermit and then sort of helicopter in and then you helicopter out, then go back to hermit land.
I'll give you this quick breakdown of the playbook that I have now when I visit a city. So I did this over the last couple of weeks in New York and Nashville. I've got New Orleans next week. And basically what we do is I show up and I have a database of everyone that I want to meet with in that city. And so I'm saying, hey, I'm going to be in town, would love to meet up all of that. And then so I'm trying to get a bunch of one on one meetings. Maybe in a two day period I'll try to have five one on one meetings. And that'd be things like Tim McGraw's been a customer for a long time. So when I'm in Nashville, I'm meeting with his head of digital, we're talking about like the next things we're gonna do together. Then I've got a series of dinners that I'm hosting. This is all pretty standard, but anyone I couldn't get one on one or I don't wanna dedicate quite that much. Time to trying to grab them in a, in a dinner setting and host something. Then I host a mastermind where I say for a half day, you know, from 1 to 5pm I'm getting 20 creators in a room and I'm going to teach and, you know, share ideas and all of that so I can get a bunch of people to that. Then I do a live podcast recording for my show, Billion Dollar Creator, and we bring in another guest. It's in front of an audience of 100, 200 people that's creating content that can be shared everywhere. And then finally after that, I'm doing a creator meetup, right? And so it all builds into itself. We're going one to one, one to several, one to 20, and then one to many. And so in a 48 hour period, I can cram in without feeling too overwhelmed. I do like fall asleep on the plane on the way home, you know, but I can, I can fit in really a ton of intentional connections and facilitate that for other people. And then I still spend 90% of my time at home in build mode.
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How about a keurig for 50% off.
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Terms.
God, that's so good. I love that framework. You need to name it like you do. Name a bunch of your frameworks. I feel like that would make a really good. That would make a really good blog post.
And then people just quote like, oh, yeah, that's the Nathan. I don't know.
Yeah, it's.
We'll Brainstorm.
We'll figure it out. Okay, I'll get back to you on that.
Let me give some thought.
Some thought. Yeah. I'd really like the idea of this, like, layering of humans with intention.
A lot of times it's just like.
Whoever do you think of is the person that you reach out with tactically. What database do you use? Does ConvertKit have like a friend CRM? I know there's always so many of these. I always want one. I never like the ones that exist. What do you use technically to actually do that?
Yeah, it's not as sexy as I wish it was. I use. So our sales team, I make them track location for every person they're talking to, because the number of times you're doing a deal, it's like, yeah, we're back and forth over zoom calls and emails for three months. And I'm like, what city are they in? And it's like, San Diego. And it's like, cool, I'm going to happen to be in San Diego in three days. And they're like, really? And you're like, no, I'm just. I'm booking a flight because why not? You know, Like, I'm going to make that happen. I've made so many great relationships by just being willing to jump on a direct flight somewhere and line it up, spend a day doing that. Same thing with closing talent. Right. If you're trying to land a new head of ops or sales leaders and like get on a plane and do that, we track that in our sales CRM. And then for Twitter, I can't remember the name of it, but there is an app that I use that tells me all my top followers by city and then it will also tell me top followers by like, I can search bios or anything like that. So I could search for anyone who has newsletter in their bio and more than 20,000 subscribers or followers on Twitter and that would. That gives me a list. So, like, who are my top followers in Austin or New York? And then also the ConvertKit database of like, where are our customers?
With you in particular, you have all of these frameworks, speaking of which, that it seems like you use to run your business and your life. I really like this one. We'll have to name it. But what other ones do you think are relevant to this idea of accelerating your career or accelerating your business? And the fact that you've done it without being at a massive hub and having not come from law, you didn't raise capital for a long time, you built a lot of the business yourself.
You kind of did it all the.
Quote unquote, harder way. So what other frameworks do you think would be relevant to people listening?
Yeah, I have this one called the ladders of wealth Creation. And it's my attempt at breaking down all the things I observed to be true about making money and building wealth, and then try to explain it systematically. And so it basically takes you through these ladders of first trading time for money and then basically first having a job and then having a services business where you're still trading time for money, but you have to learn these new skills and then productized services and then ultimately into products. And I try to teach through. Basically, there's a thousand skills to making money and building wealth. And if you try to learn them all at once, you're going to fail or it's going to take an absurdly long time without any positive feedback along the way. Like, it's just going to be depressing. And so instead, if you break it down and you move between ladders and you learn these small skills, you and I forget this now because we're like, if we said, hey, let's start a new business, form an llc. Done. Next. Move on. But you don't realize that the first time you form an llc, that's actually really hard because you don't know what you don't know. And you're like the Secretary of State and what phone number should I put on this? And a registered agent. What is that? You know, that sounds so official. And so you have to learn that. And there's like literally a thousand of these things. You know, how to write copy, how to make a sale on the Internet, how to show up and work consistently, all of those things. And so if you try to learn them all at once, you'll fail. And so with the ladders of wealth creation, I'm breaking down. Here's how, throughout your career, you can learn these skills that you need. And I think that that can happen, you know, in your hometown. But then also you could say, hey, I'm going to move to Austin because I believe the next five skills that are most valuable to me for me to learn are X, Y and Z. You know, and I think Austin is the best city because of these reasons. Or I'm going to move to New York or LA or anywhere else because I've clearly identified the next skills that I want to learn. And then I've decided that this is the best city to learn those skills. It.
It's so good.
I love the graphic too. Of you know, sort of the time for money portion is two rungs and then your own service business is three and then productized service is four and selling products is six. And so it kind of talks you through each one. And we were talking, you know, before on this, you obviously obsess on creators and how to help them monetize. And so if we were to take that really quickly, like getting your first business to a million dollars in revenue, you know, that $83,000 number that everybody wants to hit on a monthly basis in their, in their business when they haven't made a seven figure business before. How do you think about total revenue number in your ladders of wealth creation? Like do you see creators that have it at each stage of the ladder? Do you think you got to get to one individual type of ladder before you start hitting seven figures?
So the very first ladder is trading time for money. Right. And so that the two rungs are an hourly job and then a salary. And there are people who make seven figures on a salary. They're the exception. Right. But certain doctors, investment bankers. Right. You know, AI, machine learning specialists at the biggest companies. Right.
I wonder what percentage that is.
I think it's very minuscule.
Yeah, it's gotta be low.
So as you move along, like I think it's very difficult on that ladder. The next one of running your own services business. You know, when you're managing a team, doing that work, there are plenty of agency owners that are making a million dollars a year, what the margins are on that. Some agencies are run to fantastic margins and they're pretty high. But most agencies, you know, I would guess a traditional agency, they're doing a million dollars a year in revenue they're probably actually taking home if they're honest with all their expenses, you know, 150, 200,000 maybe. And so I've now seen agency businesses scale to 30 million, 50 million EBITDA, where they can get truly, truly huge. But generally some of these things cap out at lower sizes. At each ladder you get more and more leverage because time and money and these results get disconnected. One thing I want to point out is leverage is not good or bad. Everyone talks about it like it's good. It's not, it is a neutral force. It just magnifies whatever else is happening. So if we go trade a bunch of, buy a bunch of stocks on margin, that's leverage and that could go very well or it could go very poorly. And so leverage can also mean that you spend 100 hours producing a course for Your creators or your audience, and you sell that, and it makes a huge amount of money. It could also mean that you spend 100 hours creating a course and it sells one copy and you made made $2 an hour. So you have more opportunity to earn more as leverage increases. But if you try to go for something high leverage early, then the chances of you failing because of some other skill that you didn't learn along the way is pretty high.
Yeah, it's true. Yeah, it's interesting. It'd be fun to put some, like, percentage likelihood to hit. It really depends too, because if you're an employee making a million dollars a year, you know you're probably taking home, let's be thoughtful on taxes and saying 500, 600k a year if you're at the highest tax bracket. But you're definitely not doing that if you are in a business that's only doing a million dollars a year. So big difference between the two. So if you were like, all right, I, Nathan Barry, have talked to thousands of creators, which by now you have, and I have noted these specific things. For those who individually take home more than a million dollars a year, what have you noticed? And like, what would you tell people listening if they wanted to have their first business where they could actually take home a million dollars a year?
The first thing is there are far more creators making a million dollars a year today than there were even three to five years ago. Typically eight years ago. Ten years ago, when I started ConvertKit, that was a crazy outlier. Now I could probably list off 50 or more. I can list off a lot of them. And so first, it's easier than it ever has been before. At the same time, it's one of those things. I said easy. I would say it is simple, but not easy. It is one like, the strategy is fairly straightforward. The amount of work required to make it happen is hard. So first thing is, it's happening more often than ever before. Second, everyone who's doing it is showing up consistently for a very long period of time. And they're not like, yeah, I worked on this every weekend for six months. They're like, no, every single day. You know, I put the kids to bed and I worked on this in the evenings or I got up early or whatever else I did. I structured my life to make this happen. And by a long period of time, I mean, like, show up every day for two years to get like, minimum level of results. And that's kind of where your expectations should be. The next thing is, everyone you have to have an email list. And people think that like I say that because I have an email marketing company. The answer is the reverse. I have an email marketing company because I figured this out and went, this is insane. So I was watching a video the other day from Ali Abdaal's manager, right? So the general manager of his business, he was breaking down like some of Ali's courses, right? As they're doing a course launch. And they were talking about how yes Theory, who has a way bigger channel, let's say 10 times as big, did a course that absolutely flopped. And the difference is that Ollie was with a substantial YouTube channel, was promoting to his email list. He said that the YouTube channel is top of funnel. And then as people come in and they're following me on Instagram, Twitter and then ultimately we're bringing them to email, those are the only people that I'm going to sell a multi thousand dollar course to, right? Whereas the yes Theory crew with a giant list, they went out and said we're going to sell this to everybody. And people are like, what are you doing? We only get content for free. You know, we're annoyed that you even have ads on your channel or like whatever it is that people on the Internet say. And so when I look across all these businesses, they all have a way, usually email, to push content to their true fans. And if you have those things, then there's a pretty clear path to a million a year in revenue.
I totally agree.
By the way.
Our email list is like the one thing I would never give up. I would give up a lot of social channels, but I would never give up our email list. The other thing I think that I'm sort of noodling on right now because you have this new billion dollar creator podcast, right, Is just playing the game of what are the levels and what are the best businesses to play in. And it'd be interesting for you to have a framework on this. I have one we're kind of working on trying to figure out, you know, based on margin and multiple. So like what can we sell the business for and how much do you take home every year as a percentage of your total dollars in based on those two things on varying types of businesses, kind of similar to you productized business, let's say SaaS, let's say CPG, et cetera, what are the best ways to play? Because what you've kind of realized is that as a creator you have a set amount of attention for, for some period of time. Some people can stretch it longer or Shorter. And there are some businesses that have reputational issues if you sell them, and some businesses that you just don't make any margin on, even though you can sell a lot of them. And so playing the right game is so important. But nobody talks about that. Everybody's like, I have a business that does 12 million in revenue or 2 million in revenue, and that really means not a lot. And so the real question should be like, you know, what's your. What's your net profit? Or what's your margin in your business and what can you sell your business for? Or even better, is your business sellable.
At all if you're a creator?
Do you have thoughts on either of those before I let you out of here?
Yeah. The first thing is that creators are the best in the world at capturing attention. And on one hand, they're great at monetizing it, right? We talk about the creator who makes a million dollars a year, and that's insane, right? They're making more than most doctors who went to school for eight years for this one thing and worked their way all the way up the ladder. And a creator's like, yeah, I've been doing this for three or four years and there's a million bucks, you know, at high margin with good tax incentives as a small business owner and all that. But I see audience after audience that is under monetized making a million dollars a year and crazy under monetized. One of my favorite examples is Mark Sisson, who he had a blog called Mark's Daily Apple. It's still around, but in 2014, I think he had about 150,000 subscribers on his email list. And I estimate he was doing between 1 and 2 million dollars a year in revenue. So amazing business, wildly successful. And he is monetizing through some digital product sales, advertising, affiliates, that kind of thing. Pretty traditional playbook. And if you think, okay, 100,000 subscribers, 150,000 monetized to a million or 2 million, that's pretty good. But what he ended up doing is saying in his audience, they kept saying to him, like, hey, we want Paleo friendly, not just recipes, but we want to buy the products. Like, just let me buy an avocado oil mayonnaise. Don't teach me how to make it. And so he ends up starting Primal Kitchen. He builds it, uses the email list to kickstart it and launch all of that. And then in two years, he sells it to Kraft Foods for $200 million, which is mind blowing on several levels. First, the one to two million dollars a year that he's making, that's fantastic. And then he goes and creates 100 years worth of value, or 200 years in two years. Then the other thing is, since I know your audience loves thinking about taxes, he would be paying ordinary income on that one to $2 million a year, long term capital gains on that 200 million. So it's like, wait, you're making 100x as much and you're paying half the taxes. And so when you think of anytime I see an audience and I see a creator earning a great living, I look at it and I go, okay, what's the thing that they could build that has long term enterprise value that they could then sell? For me, that's ConvertKit, right? I have an audience teaching designers, content creators, all that. I'm building a software company, that software is valued at great multiples. That's my billion dollar play. But you see it all across the board. Celebrities are doing it like crazy. Creators are doing it. And it's because people are understanding the fundamentals of business now on a different level than ever before.
Yeah, I totally agree. I think about that a lot too. Because a lot of people on the Internet actually don't like when people sell info products and courses. There's like terminology around that, you know. And what I think is so funny is since I'm a finance creator is how much more money I would make if I just raised money and invested in like way more deal. You know, that would take 2 and 20, I would take 2% of every dollar up front and I would take 20% of all profits over a hurdle rate. And so that is a very easy billion dollar play. And I shouldn't say easy, a simple billion dollar play that's been done a million times. But actually what's more valuable for the audience is the ability to learn how to do it. And so I think a lot about what's the right monetization structure for you as a creator and then for the legacy that you want to have. I don't think people learn that much or get that much value from having another fund to invest in that has like a 5 to maybe if they kill it, 20% annual return. Like that will change nobody's life. Even people who have millions and millions of dollars. It doesn't change anybody's life except in the business that you're building on employees that you have. But if you teach people how to do it, then it could change somebody's life. That's why I do it this way. But to your point, On Mark Sisson, I've thought a lot lately about how do we give them the mayonnaise, how do we give them the salad dressing as opposed to tell them how to do all of it in a way that's easier. And so now we're starting to obsess.
On this problem too.
And I'm going to harass you on it. All right, so basically you're the one human I found who's built a giant business and never left your hometown. I love hearing that. I think it's really cool to think about how to do it online and with these sort of drop ins and in a world in which increasingly you can do work remote and small towns.
Can really benefit, I think, from companies.
Like ConvertKit being in those local ecosystems. It's a cool model for somebody out there listening if you're in a small town to not feel like you have to leave it all behind to build something huge. So thanks for sharing your story with us, Nathan.
Yeah, thanks for hanging out.
All right, so now we can transition to CEO story time. And I'm really, I'm really excited about this because we had a conversation before this and you were saying you actually had some regrets about hometowns, your thoughts on them and your experience. I'd love to hear those on the show.
Okay, biggest regret. I don't have many of them, but I have one, and that is that I didn't apply to very many schools outside of Arizona schools. And the reason why I didn't is maybe something that you guys can relate to, which is, you know, my parents didn't want me to. They were like, there was a lot of noise around. Well, how are you going to afford that? Well, you don't want to take on student debt. They're probably right there. And why don't you just stay locally? And so I went to Arizona State, which is known more for partying, certainly not Harvard or the West. And it worked out fine. But I always wondered what would have happened if I stretched myself, did the hard thing, even allowed myself to fail, not get into places and push myself out of the nest earlier. And so one of my biggest regrets is actually not leaving Arizona sooner. Not because I don't love the place, but because you can't be what you can't see. And what I saw around me were a lot of people staying local in the natural industry that that is native to Arizona, which by and large is some component of real estate. And so almost everybody I knew who had any success was in real estate. And that really wasn't that interesting to me. Arizona was also known at the time for these big call centers that people would ship out there. And that also wasn't that interesting to me. And so I think leaving earlier, you can always come back, but you certainly can't leave sooner. And so I lived all over the world. And I lived in Santiago, Chile. I lived in Boston, Massachusetts, I lived in New York, I lived in Chicago, I lived in Mexico City, I lived in San Diego, I lived in Dallas, Texas. I live in Austin, Texas. I lived in San Francisco. I've lived in so many cities I can barely remember. And one of the things that I hope they put on my obituary is that no city was my only home. Because I really think of myself as an American, not a native to any one place. And so I think you have to have that belief that you are something bigger than the place that you were born into. And once you realize that, you don't have these ties that are usually associated with sort of guilt and fear. What happens if I leave these people behind? What does it say about me that I am the type of person that I would leave? And how will I feel when I say that I am somehow better than others that have stayed in the same place for all of their life? What does that say about me? And I don't think we should all flee, but I think we should do what, you know, we should do it like the Mormons do, which is like, send the kids out, let em experience the world adventure a bit and then come back to where you are if you want to, but make sure that you have those like, early experiences.
You know, I do have a question that's actually not on here. And it is about like an Atlantic article and I believe it came out a few months ago and it did talk about like happiness in relation to how close we lived. And we had a tweet that we just didn't read on here, talking about how a woman lived in Sardinia, she's almost 100, she lives around her friends and she's extremely happy. And the basically the stat in the Atlantic was like, I believe, by the way, this is a study that was done by like Harvard in conjunction with San Diego or UCAL San Diego, I believe. But basically friends living within one mile of each other are 25% more likely to feel happy. And their friends have a 10% chance of feeling happier too. So what are your thoughts on moving from all those places and your internal happiness?
There's a fun thing we should do with statistics whenever they're told to us which is we should say 25 or 10% of what? And so if it's like, well, 10% happier of the 5% that is normalized, well, that's not fucking worth it. And so I think we have to dig into statistics. Just by and large, a little fun aside for any of you economics and statistics nerds like me, my belief is typically the people that you are raised with and born alongside are not of choice, but of chance. And so you surround yourself with humans because you happen to live in a house next to them, not picked by venture capitalists, but just picked by your parents and chance and time. And so when you actually grow and you are systematic about choosing your own friends, not because they happen to be in some school alongside you, I have to imagine that those relationships are tighter, stronger, and more propelling. And so the friends that I have today are ones that are chosen. And because of that, those friendships tend to be really deep. The second thing I'll say is I watch my husband, who was in the military and went to the Naval Academy, and friends that are forged through difficulty are incredibly strong bonds. It's really interesting when you have shallow friendships based on those you went to school with and where you are locally. Have you ever had those conversations where you sit with somebody that you went to high school with? And what do you typically talk about? The past. How did it used to be? Remember that one time you're not thinking about the future. And so I would push back on this article and say, absolutely, you want friendships and close associations, but choose them wisely. Cultivate them like you would a garden as opposed to a slew of weeds that just happen to be grown there. And if you do that, something kind of magical happens, which is that you find humans that are aligned with the things that you actually like in life, as determined by you, the adult version, as opposed to chance.
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Yeah, and I also, I guess on that I also have another question. Just talking about hometowns. So I've noticed especially since the pandemic hit, maybe this has to do with the rise of like cottage core stuff on the Internet. People are moving to smaller towns, which is like what we've been talking about and romanticizing their lives out there. I went to Hudson, New York recently. Two hours outside New York City, cutest place ever. Could totally imagine myself living there. Do you think like with the rise of people kind of normalizing, living in places that aren't these cities, like Austin, SF, NY, that people are going to start staying in their hometowns more?
It'll be interesting to see what happens. Seems to me that you go to population dense and opportunity dense cities to start grow and proliferate your ability to have optionality. AKA I'm not sure what I want to do, but I want as much option as many options in order to do it. And in order to get that you can't do that if you're in Waco, Texas typically, or if you're in Piedmont, North Dakota. Your optionality is going to be limited locally and perhaps because of the Internet you have wider optionality. But still that hand to hand combat is really important. And so I imagine many of us will be in population dense cities and then as we establish ourselves, our credibility, we already have our networks, then we can move out more remote and we will have this cycle again with our children. So our kids will grow somewhere that they will need to leave in order to have the next stage of growth. But yeah, I mean I think all of us, I was just texting a group of friends yesterday who are all like high performing women. Emily Frisella, who you know is married to andy Frisella of FirstForm, and Gabrielle Lyons, this badass author and doctor and Layla Hormozian. I was just texting them like is there something wrong with me that what I'm really into right now is like building an Empire, getting a 6Pac, happily married and I'd like to decoupage these pumpkins because I found this fucking adorable thing on Instagram. And so I think that idea of nostalgia and small town living is real. When we are stuck all day with our faces to a zoom screen. I would just say don't do it before you've achieved the things that you want to achieve, because if you move towards that too young. I've seen a few things happen because I have a few years on you. For instance, I watched my girlfriends in Dallas, Texas, get married young, move sort of remote, focus a ton on just their family and marriage and things like decoupaging pumpkins. And I would say about 60% of them are now divorced, and they're trying to figure out their next stage because they didn't have optionality young. And I think a lot of them didn't do it because they wanted to do it. They did it because they thought that's what you were supposed to do. And there's no right or wrong. Building an empire fucking sucks often. You know, running a family and being married can suck often too. And so no right or wrong, but just make sure that you're not diminishing optionality too young you want to have. I sort of think about it like when you go out and you move rural, you have to think about the number of human interactions you have every single day. And then think about those number of human interactions as network points, sort of like nodes that we talk about on electronics. Well, you want as many nodes as possible early because those nodes then connect to other people. And every time you have some sort of singular interaction, it inspires something. And so I like to make sure that people don't limit themselves way too early.
No, that makes a lot of sense. I think that's really good advice for young people.
Yeah. Now, that said, I had something that I thought, if you guys will let me, I would read to you all today. We have a newsletter called Contrarian Tinkering that's basically like my little thoughts of the week. Because the truth of the matter is, do you. There's no such thing as shoulder. There is only a such thing as want and need. And very few things are needs. Breathing, eating, paying bills, taxes, and dying is about all I got. And so if you don't want to leave your hometown, this is not an episode to say that you should. I really hate the should word. And so I wrote a little love letter to my hometown and I thought I'd share it with you. My Arizona is different. It isn't the green golf courses laden with tourist traps. It isn't the Scottsdale made for partying and spray tans. It isn't the better tax code and the Californian scrambling. My Arizona is Wild. It's thunderclap so loud they shake the house. Heat so hot your shoes stick to the asphalt. Rain so heavy the smell of creosote rubs off on you. A state where the very electricity in the storm sets your hair on edge. And the dust storms are so big they block out the sun. We do nothing halfway. We're not a 40 mile an hour crew. We're 0 to 120. Whether it's our gun laws, our real estate market, or our hot sauce, ain't nothing mellow around here. The Texans like to say that they're the toughest in the West. Well, Arizona is where Geronimo surrendered. It's the land where the OK Corral saw the Wyatt Earp battle. The land where the west didn't need 10 gallon hats. I'd give those big sky Lone Star states a run for their money. A seemingly little state with a big attitude. That's my Arizona. Just because it's a land you left doesn't mean it's a land you don't love. Never confuse the two. All right, that's a wrap. On today's episode, I hope you gained a little piece of wisdom, perhaps about what it means to travel beyond the places that you've known before and the person that you were when you lived there. If you liked this episode, give us a little love. You know what we'll do? We'll give you 10 of my favorite little snippets. If you write and review, the podcast link is in the show notes. And if you DM us on Instagram odysanchez, I will make sure that you get my little diary that nobody else does. Tell me if you end up leaving your home state. All right, that's the deal. Don't be a deal breaker. Make sure to review the show.
See you guys next week.
You know that I got it. No need to look all in the.
Bag Stunning like this.
Cause I work so hard, I'm the best I only speak facts. If I say that I have it, you know that I got it. No need to look all in a bag.







