Chapter 1: What is the main topic discussed in this episode?
You really only need one great trade to be a top 1% investor.
Chapter 2: How did Chris Camillo turn $20K into $60M?
The most inherently ground truth thing of investing, the most important thing, the thing that matters more than anything else is, I don't look at valuation, I don't look at PE. All I look about is there is new information. I've been reading TikTok comments. That's where I get most of my alpha from.
Chapter 3: What is garage sale arbitrage and how does it work?
You have Buffett or Munger who are like reading the Moody's manual, cover to cover, just company financials. And you're like, I scroll the TikTok comments. That year I made like 30 million in one year and it was a wild ride. You will try to beat the market. You'll trade with leverage. You're moving in and out of positions. You're not a buy and hold forever kind of guy.
Chapter 4: What is observational investing and why is it effective?
Just before the pandemic, I had made the worst trade of my life. I lost a third of my portfolio on a single trade. Okay, so let's break it down. this is where the biggest mistake ever was i feel like i can rule the world i know i could be what i want to i put my all in it like no days off You break all the rules of investing. You know, what I normally hear is you should just index.
Don't try to beat the market. Don't take any leverage. And so you do the exact opposite, right? You will try to beat the market. You'll trade with leverage. You're moving in and out of positions. You're not a buy and hold forever kind of guy. According to the internet, you've done pretty well. So I've seen some different numbers that have been floated around. Can you set the record straight?
What is the actual story? Yeah, I started with 20,000 in 2007 to try this new methodology, which is the way I was investing when I was way, way younger that worked for me. I call it social ARB investing today. But what it essentially is, is observational investing.
You're looking for any change that's happening in the world, whether it's change in consumer behavior, change in culture, change in technology, change in the weather, politics. Anything that has the potential to be meaningfully impactful to one or more publicly traded companies in either a positive or negative way.
So if you can surface that change early and connect the dots back to a company that would benefit or be harmed by that change, That's essentially the entire methodology. It doesn't really incorporate much fundamental analysis. It definitely doesn't incorporate any technical analyses.
In its purest form, you really don't even need to know what the stock is trading at when you open up a position or what it's trading at when you exit. So, like, ideally, you'd be completely blind to stock price, completely blind to everything other than the extent to which other investors were aware of that one thing that you surfaced that you feel...
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Chapter 5: What were Chris's biggest investment mistakes?
would ultimately be impactful to that company. And, you know, you enter your position at the point of information asymmetry, right? When you know that thing and very few others do, and you exit the position at the point of information parity when other investors start to learn about that thing that you uncovered first. And it sounds so simple, and it really is. But there are nuances to it.
And like everything else, to be great at it, it takes time and a little effort and some regimented processes that you have to go through. Like, is the information that you found actually meaningful? Is it a needle mover for that sector or for that company? You know, is the information you found really off radar or do institutional and retail investors, are they already accounting for it?
And are there any other things that are happening at that moment of time or within the window of that trade that are equal to more important than that? piece of information that you're trading, right?
Chapter 6: How did Chris achieve $30M in one year?
So there is a process there. Of course, yes. And I want to go through a bunch of examples of it. So you take this idea of observational investing, of arbitraging information, without being, you know, a guy who grew up on, you know, you weren't working on Wall Street, you didn't have an MBA, you didn't have the, what would be like, you know, some 20 years of experience doing this.
The story is you take 20 grand, you start doing this type of investing and you run it up. It works pretty well for you.
Chapter 7: What are the top stock picks for 2026 according to Chris?
It's successful. I don't know the exact numbers, but I've seen something like 60 million, 70 million, 80 million is how you've grown that portfolio starting at 20,000. Is that right, by the way? Because I mean, that sounds in some sense too good to be true. Yeah, it certainly is.
Chapter 8: What should regular people know about investing?
It does sound too good to be true. It is accurate. It's, I don't know the exact number, 70 or $80 million of returns from the 20K. But I've been audited over the past 17 years. I'll be re-audited at the end of this year and I'll fall somewhere around 75% annualized returns total portfolio over the 17 or I think it might be 18 year period now since 2007.
Hey, let's take a quick break because the team at HubSpot has put together something pretty cool. You know, in this episode, Chris is talking about the way he knows how to make money, identifying these trends, scouting the TikTok comments, making these big leveraged bets. That's great for him. It is amazing. Some people will like that. I personally don't.
don't know how to make money that way, I wouldn't do it. But I've talked before about the way that I know how to make money, about how to build a money-making skill, about how to leverage your time and energy. And the team at HubSpot actually went through the video where I explained all that and turned it into a free downloadable cheat sheet on my four rules of how to make money.
Now, this is not, you know, give it to quick advice. It's just core principles, foundational principles about building wealth. things that I wish I knew when I was just getting started. And so if you want to download it, it's in the description below. It's totally free. You can go get it.
Thanks to the folks at HubSpot for doing the research, making this document, and making it available to all you guys. All right, back to this episode. Okay, so let's break it down. So you said, I started doing this as a kid. I went to the type of investing I was doing as a kid. I had read your book, Laughing at Wall Street.
And you talk about like basically kind of like starting with like, you know, garage sailing and very simple stuff when you were kids, noticing things, talking to your brother, talking to your dad. hey, could this mean this? And, and taking, you know, getting learning lessons with very small bankroll, you know, a hundred bucks type of deal. So can you just take us like early days?
What was the, where did you kind of have this sort of aha moment that, this style of investing can work? Yeah, you know, I was an entrepreneurial kid. I was really interested in making money before that was a cool thing to do. You know, the new generation now, all these kids are traders, they're trading crypto. I mean, it's like every kid now is like I was back in the, you know, 80s.
And by the way, that makes sense now because if you're a kid, you're on YouTube, you're on TikTok, you'll see things. But why did you have that itch? What made you want to get on that hustle? Who did you see? I don't know what made me so laser-focused on grinding at age 12. 2013, but the way that I was going about it was not investing.
It was arbitrage and garage sale and estate sale merchandise. I would take, you know, buses around the city on Thursday and Friday mornings and Saturday mornings before I could drive. Sometimes I'd take three or four buses before school to... the one estate sale that I had seen in the paper the night before that, based on my analyses, I thought was most likely to have mispriced merchandise.
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