We Study Billionaires - The Investor’s Podcast Network - TIP741: The Intrinsic Value of Uber & Reddit w/ Shawn O'Malley

Episode Date: August 1, 2025

On today's episode, Clay is joined by Shawn O'Malley to discuss his work on The Intrinsic Value Podcast and two key holdings from The Intrinsic Value Portfolio. Shawn recently launched The Intrinsic Value Podcast alongside co-host Daniel Mahncke, where they conduct weekly deep dives into companies while building their own concentrated portfolio of 20 holdings.  In this conversation, they explore Reddit's transformation from an unprofitable tech IPO to a rapidly growing, cash flow positive business, and examine Uber's dominant market position and diversified revenue streams. IN THIS EPISODE YOU’LL LEARN: 00:00 - Intro 02:01 - Shawn's process for conducting weekly company deep dives on The Intrinsic Value Podcast. 16:14 - How Reddit transformed from an unprofitable IPO to a rapidly growing cash flow positive business. 29:27 - How Reddit’s user base presents unique challenges for its advertising business. 44:11 - Why Bill Ackman invested $2 billion in Uber’s stock. 52:29 - Why Uber is well-positioned to benefit from the trend to autonomous vehicles. 01:00:57 - An overview of Uber’s billion-dollar advertising business. 01:05:18 - Shawn’s intrinsic value target price for Uber. And so much more! Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences. BOOKS AND RESOURCES Join Clay and a select group of passionate value investors for a retreat in Big Sky, Montana. Learn more ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Join the exclusive ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠TIP Mastermind Community⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to engage in meaningful stock investing discussions with Stig, Clay, Kyle, and the other community members. Check out The Intrinsic Value Podcast. Check out The Intrinsic Value Newsletter. Check out The Intrinsic Value Community. Related Episode: TIVP014: Reddit (RDDT): Valuing the Front Page of the Internet Shawn O’Malley & Daniel Mahnke. Related Episode: TIVP016: Uber (UBER): Cash Burner to Compounder? Shawn O’Malley and Daniel Mahnke. Follow Clay on LinkedIn & X. Follow Shawn on LinkedIn & X. Check out all the books mentioned and discussed in our podcast episodes ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Enjoy ad-free episodes when you subscribe to our ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Premium Feed⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. NEW TO THE SHOW? Get smarter about valuing businesses in just a few minutes each week through our newsletter, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠The Intrinsic Value Newsletter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Check out our ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠We Study Billionaires Starter Packs⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Follow our official social media accounts: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠X (Twitter)⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠TikTok⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Browse through all our episodes (complete with transcripts) ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Try our tool for picking stock winners and managing our portfolios: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠TIP Finance Tool⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Enjoy exclusive perks from our ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠favorite Apps and Services⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Learn how to better start, manage, and grow your business with the ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠best business podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. SPONSORS Support our free podcast by supporting our ⁠⁠⁠⁠sponsors⁠⁠⁠⁠: Hardblock⁠ ⁠AnchorWatch⁠ ⁠Cape⁠ ⁠Intuit⁠ ⁠Shopify⁠ ⁠Vanta⁠ ⁠reMarkable⁠ ⁠Abundant Mines HELP US OUT! Help us reach new listeners by leaving us a ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠rating and review⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠! It takes less than 30 seconds, and really helps our show grow, which allows us to bring on even better guests for you all! Thank you – we really appreciate it!⁠⁠⁠⁠⁠⁠⁠ Support our show by becoming a premium member! ⁠⁠⁠https://theinvestorspodcastnetwork.supportingcast.fm⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices Support our show by becoming a premium member! https://theinvestorspodcastnetwork.supportingcast.fm

You're listening to TIP. Earlier this year, The Investors Podcast Network launched a brand new show called The Intrinsic Value Podcast, hosted by Sean O'Malley and Daniel Malka. Each week, Sean and Daniel break down a stock on the show and distill 40 to 50 hours of research into a 60 to 90-minute discussion. It's rare to find a show that consistently creates comprehensive, high-quality content from a value investor's perspective, and I can personally attest that Sean and Daniel have been firing on all cylinders each and every week. The few of the companies they've recently covered on the show

include LVMH, TSM, NewBank, Adobe, and Nike. On today's show, I invited Sean to discuss why they added Reddit and Uber to their intrinsic value portfolio that they're publicly building out in real time. In this episode, we discussed Sean and Daniels process for selecting companies to cover on the show, Sean's favorite company he's researched to date, how Reddit's transformed from an unprofitable tech IPO to a rapidly growing cash flow positive business, how Reddit's user base presents unique challenges for its advertising business, why Bill Ackman invested $2 billion in Uber's stock, why Uber is well positioned to benefit from the trend to autonomous vehicles, an overview of Uber's billion-dollar advertising business, as well as Sean's intrinsic value target price for Uber.

Also, Sean and I will be hosting our summit event in Big Sky, Montana later in September to network with like-minded members of our audience. If you're interested in joining us as well as Daniel, you can click the link in the show notes. With that, I bring you today's episode with Sean O'Malley. Since 2014 and through more than 180 million downloads, we've studied the financial markets and read the books that influence self-made billionaires the most.

We keep you informed and prepared for the unexpected. Now for your host, Playfink. Welcome to the Investors Podcast. I'm your host, Clay Fink, and today I'm joined by my friend Sean O'Malley. Sean, so great to have you here. Thanks for having me, Clay. So today we'll be discussing the great work that you and your co-host, Daniel Manka, are doing at The Intrinsic Value Podcast.

And for those not familiar, Sean and I work here at TIP. And Sean, he recently pioneered the launch of the new show titled The Intrinsic Value Podcast, which you can find on all podcasting apps. And although this might not seem like a big deal to some, starting a new show requires just a ton of work that the listeners just aren't going to be familiar with. And you and Daniel have just done an excellent job, creating this avenue for people to become better investors and learn about a ton of different companies. So each week, you guys break down a company on the show, outlining the business model,

competitive advantages, valuation, and everything in between. in that process, you're building up the intrinsic value portfolio of 20 holdings or so. And I think as of the time of recording, we're sitting at eight holdings, a couple of which we'll be discussing today. But before we do that, how about you just talk us through this process that you've gone through of walking through a company each week, doing the deep dive? What's that been like and what's surprised you in that process? There's no getting around the fact that it's a lot of work. But what I often hear from people who don't actually do investing as their job is that it's just

hard to find the time to dig as deeply into companies as they'd like to outside of work and family and friends and hobbies. I know we're all very busy. And so in a way, I feel fortunate to have found a way to just study companies as part of my job without the rigid structure of working at a big bank or an investment firm. And if I can spend the time transparently digging into companies on behalf of other people, then I feel like that is a great service. And Daniel and I always like to joke that it's our job to condense the first 40 to 50 hours of the investment research process down to a 90-minute podcast. And I really do feel like that's what we're doing every single week.

We can't possibly give everything that people need to know in a single podcast to fully understand an investment. But I would like to think that our deep dives can be a pretty good foundation for people to decide if it's worthwhile for them to go deeper or whether to just a pass on an idea. And honestly, I had a lot of imposter syndrome. at the beginning. I felt like even though I've read dozens of value investing books, worked at TIP alongside you for years now, studied finance and school. I didn't actually work at a hedge fund or have any experience managing money at scale, which made me feel like maybe I wouldn't have what it takes to not just do the work on these investments, but really consistently make good

decisions in the public spotlight building a portfolio. And I've been pleasantly surprised in the sense that I do feel proud of myself. At this point, Daniel and I have covered over 30 companies pretty in depth and built valuation models for all of them with the exception of one company, which was this very convoluted financial services businesses. So the last six to eight months of my life have just been studying a different company every single week. And it's incredible practice building up the reflex of qualitatively and quantitatively valuing companies. And really, I think of the models that we make as a tool for building my intuition about a company further. There's something to be said, I think manually for entering the numbers in. It's kind of like how

people say that when you write out your thoughts, it forces you to think more deeply. And when you're inputting numbers and building cash flow statements, charting average growth rates, calculating margins over time, all that kind of stuff, you're forcing yourself to think more about how those numbers came to be. And not only do I ingrain the numbers in my brain more, but I also think about things like, okay, why did gross margins fall last quarter? And I hadn't noticed that. Or, wow, look at how the operating margins have just consistently grown faster than revenue. That's some really impressive operating leverage, or even I'll look at the percentage of operating earnings that convert to net income and free cash flow, just like understand how non-cash items and tax and

interest affect the accounting and what's really left over for shareholders. And the question that people love to ask me is, how do I actually find these investment opportunities to pitch? What is the threshold for picking a pitch for the show? And the truthful answer is that there's no consistent process. There's no secret formula for finding ideas. I kind of started by just looking at companies. I was genuinely interested in learning about without necessarily any expectation that they

would look like these screamingly good investments at that moment in time. And as I got more comfortable with my ability to analyze and think about investments, and as I saw more of these patterns and what works and doesn't work repeat themselves, I found the confidence to look in less and less conventional places for ideas, I'd say. So some of the ideas have actually come from you, Clay, like with Airbnb, and then others have come from friends and investment conferences, running simple screeners on sites like FinChat. And I've actually even used Joel Greenblatt's magic formula screener before. I always go through Value Investors Club.

Sometimes I get suggestions from listeners and emails from the audience, reading through sub-sac articles. And then in one case, I remember this distinct moment where I was just sitting there staring at my phone and thinking, okay, which apps do I actually actually? use really frequently without even necessarily realizing it. And that has led us to look at companies like Uber and Reddit and PayPal and also Duolingo, which is one that I passed on, but I did some preliminary research on it. Yeah, well, you guys should definitely be proud of what you've done in such a short amount of time. I just love your show and know firsthand that, you know, it just takes a ton of work

to provide all the valuable insights that you guys do. And one of the great things just about stock investing in general is that it's just a great avenue to just to pursue lifelong learning, you know, learning more about the world and the companies we interact with on a daily basis and figuring out what works and what doesn't in investing. And I just have this terrible habit of looking at companies that aren't consumer facing and aren't in the spotlight. And I think your show is proof that there are great companies that are out there in the open for all of us to capitalize on.

When I look at the list of companies you've covered so far, I'm a user and customer for many of them, I'd look at Airbnb, Uber, Shopify, Visa, Reddit, Nike, Google, Amazon. A long list you guys have touched on so far. With that said, I'm super curious. What's been the favorite company you've covered so far, regardless of whether it's in the portfolio or not? Oh, it's a fun question. There are so many different ways I could go with that. I would say that for all the companies, we have actually added to our portfolio. I probably had a ton of fun digging into each of them, partly just because I probably started to get really excited, about the investment opportunities.

But then on the other hand, there's companies that we passed on, like Veracine, because the price just wasn't right. But in hindsight, it was a fascinating company to cover. And as I went through the process of researching it, though, it was just miserable because the services they offer are so technical. And there's just such an unbelievable amount of jargon you have to get comfortable with to really know what's going on. But like I said, looking back, the pitch is really compelling.

They own the domain registry for dot com. So it's like a complete monopoly over the dot com ending on websites. And as such, every website in the world that ends in dot com pays them for the rights to use it. So that's the ultimate toll road business. I can't imagine a better sales pitch for a company than that sentence alone. That was a cool one in hindsight, but probably not my favorite to do at the time. I would say there's a special place in my heart for the first company we ever covered on the show, which also just kind of turned out to be such a really fascinating opportunity,

too. And again, I pass on owning it, but the company is Madison Square Garden Sports Company, ticker MSGS. And the pitch in short was that the stock is one of the few public ways to own a major sports franchise. And in this case, it's actually a two for one. By purchasing shares in MSGS, you become a part owner of not just the New York Knicks and the NBA, but also the NHL's New York Rangers franchise. So the company is really a vehicle for owning these very compelling trophy assets that would otherwise be completely inaccessible. And you'd have to be a billionaire to even have a chance to have some stake in them usually. So that alone to me is super cool. And as someone who does love to follow sports and used to play basketball in high school,

and I know you did too, Clay, the idea of being able to read about the NBA's rules and salary cap and these big media deals and all that kind of stuff is part of my job. And as part of the investment research process, that was just very fun. And it was also just exciting because it was the first episode, of course, but beyond the novelty of getting to own two trophy teams in America's biggest city that play in major sports leagues, the pitch boiled down to this really interesting arbitrage opportunity that existed at the time and still exists. Forbes has a really good track record of estimating what various professional sports franchises

are worth and what they can likely sell for. And so every year, they do these appraisals estimating the value of the NICS or Rangers based on pure comps, ratings data, revenue and profitability, stuff like that. And it's a little different than how you value a normal company because there's this massive premium that historically people have been willing to pay to say that they control a pro sports team. And there's this intangible value of saying, hey, I own the Dallas Cowboys or I own the Los Angeles Lakers that separates the purchase price that is often paid for these teams from what you would estimate by just doing a DCF.

So that's why I call them trophy assets. And that is a premium that's really just paid for bragging rights. And with MSGS, you're getting a claim on the Knicks and Rangers that Forbes independently values to have a combined private market valuation of $11 billion. So $7.5 billion for the Knicks, the NBA's second most valuable team, and $3.5 billion for the Rangers, which are also the NHL's second most valuable team. And yet, the MSGS stock trades with a market cap of just $5 billion. So theoretically, you're buying ownership of two of the world's most famous sports franchises

and more than a 50% discount to their appraised value. So I don't know about you, Clay, but how compelling is that? That sounds like a great pitch to me. It definitely is an interesting one. But I'm just always a bit skeptical of these sort of value plays that maybe we can call them a special situation that needs some sort of catalyst for that value to be unlocked, simply because, you know, you just don't know when the catalyst is going to happen. You know, it could be in 10 months. It could be in 10 years and your annualized return is much different in both

of those scenarios, even though you might have been right on the catalysts actually occurring. I was chatting with Joseph Sheposhenik the other day, and he mentioned that we all need to find an investment approach that aligns with who we are. And just for whatever reason, I just have trouble coming around to those types of plays. But I did tune into that episode, and I did find it to be very interesting to learn about these trophy assets. And it's easy to see why someone would want to own the prime sports teams in New York. I mean, that's just awesome. And I'll also note here that the majority owner of the Los Angeles Lakers,

they actually sold their major stake in that franchise for a valuation of $10 billion. So despite the valuations of these franchises, you know, being a bit ridiculous, there is demand at these levels. And I think you're certainly right that when you're buying, an asset like the Lakers or the NICs, a lot of these buyers are not running a DCF model to make sure the numbers check out. There are these non-economic interests that play. Yeah, and whenever a team gets sold at a new record price, that just rewrites the comps across the board. So I'm sure Forbes's next estimate of the NICS will now be dramatically higher because

it's hard to say in good faith that they should be worth 25% less than the Lakers, if the Lakers just sold for $10 billion. So you can imagine that the market like that news for MSGS, but still it continues to trade at a price where you're effectively getting a discount on owning the NICs while actually almost getting the Rangers entirely for free. And when I realized that at first, I just got so excited. I couldn't stop myself from reading everything possible. I was like, this just seems too good to be true.

And I'll say the reason why this arbitrage exists, and I use that word arbitrage loosely, is for a few reasons. Namely, MSGS is majority controlled by a single family, the Dolan family. And so the family has no obvious incentive to sell their stake in the two teams because as we talked about earlier, this is like the ultimate bragging rights. There's nothing cooler than saying you own the Knicks. So there's actually no tangible mechanism for this difference in value to be realized until the teams are actually sold for that much.

And the analogy I would use is to say, it's kind of like somebody coming by your house and saying, hey, your house is worth twice as much as you currently think it's worth. And if you aren't actually going to sell your house on the spot, then your house being worth more on paper doesn't really do much for you. And so that's kind of the same thing with MSGS's stock valuation. It could be 12 months, 3 years, 10 years, 20 years, or never that the teams are sold and that this difference is even possibly realized. And the other reality here is that there are some corporate tax consequences of selling

and realizing gains and the value of the team. that eat into that part of the arbitrage gap, too. And so I ended up passing because I just didn't feel like fundamentally from a cash flow perspective, I could justify the valuations of some of these teams where they're selling at 10 and 12 times sales. And it just felt like I'd be totally speculating on hoping that somebody else along the line would be willing to come and pay $11 billion or more for both of the teams. And especially at the start of the show, that didn't feel like the kind of precedent I wanted to set with the investments we looked at. So you're signing up to wait indefinitely for this valuation gap to close in one direction or the other. And to me, like I said, that just

doesn't sound all that appealing given the opportunities I've since come across in markets. But, yeah, you could probably see why I had so much fond learning about MSGS. And it's still possible that it could be a double overnight if you time the purchase right with an actual sale of the teams. Yeah, it's definitely a fascinating one and one to watch and monitor and see how it plays out for shareholders. Let's take a quick break and hear from today's sponsors. All right, I want you guys to imagine spending three days in Oslo at the height of the summer. You've got long days of daylight, incredible food, floating saunas on the Oslo Fjord, and every conversation you have is with people who are actually shaping the future. That's what the Oslo Freedom Forum is. From June 1st through the

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Like I mentioned, we're at eight holdings so far, and you're targeting around 20 in the future once you come across enough opportunities and add enough to the portfolio. So the two we're discussing today are consumer-facing tech companies, Reddit and Uber. And these two companies are probably thought of as unprofitable and don't have viable business model to some who maybe haven't dug into them recently. But I asked listeners just to give them a shot because they're actually very profitable. They're growing rapidly and might even be a good value at times given how much their stocks fluctuate. I was just looking before the recording here. And Reddit went through a heck of a drawdown from just February to April of this year.

I mean, just in two, three months, you're seeing significant drawdowns in names like these. So let's start with Reddit. This was a company I was definitely a little bit skeptical of initially, but I tuned into your episode and I see a lot of promise with this one. So they have over 100 million daily active users. The company's free cash flow positive, top line revenues are growing at north of 60% annually, and Sam Altman has been invested in the company for over a decade now, potentially making this an AI play.

So I guess what I'll also mention is that Reddit is the sixth most search term. on Google. I'm a user of the platform myself and I'm commonly, almost daily looking up questions on Reddit because I know I'm going to be getting feedback from hopefully real people instead of sifting through an SEO optimized blog article to try and find my answer. Talk through the investment thesis on Reddit. I would refer to Reddit as basically over 20 years of being front page of the internet as people like to refer to it. It's this corpus of billions of posts. capturing human interaction and conversation across countless different topics. And so Reddit, like I said, is this unrivaled corpus of human experience.

And it's very valuable, as you can imagine, to AI companies that are paying Reddit tens of millions of dollars for the licensing rights to their data so they can continuously train their models and update them on how to communicate more like a human. But more interesting to me, though, is how valuable that data is to advertiser. What I find to be so unique about Reddit is its ability to produce advertising inventory that has very, very high intent. And what that means in English is that Reddit appeals to advertisers because the entire structure of Reddit is organized around people's interests by definition, whether you're interested

in a specific political ideology, religion, video game, movie, TV show, or maybe just connecting with the people who live in your city or some city that you're visiting while traveling. is probably a subreddit devoted to almost every niche you could imagine and more. And with the point being, when I scroll through Instagram, an advertiser doesn't exactly know what's going through my mind at a moment in time. They can infer what I might be interested in based on who I follow and what I like and the types of ads I've previously engaged with. But at that exact moment in time, they don't know if I'm happy, I'm tired, I'm sad, I'm fantasizing about traveling to Europe or or whatever is going on. But on Reddit, the subreddit I'm hanging out in can tell you a whole lot about me and a whole lot about me in that exact moment in time. So there are subredics, for example, devoted to dealing with a range of chronic health issues in different medical conditions. And these are whole communities that exist to support people with those ailments. And I've actually seen this myself. And that is on there's subreddits about weight loss. Advertis can target posts there with ads about OZMPIC. And so you can imagine that that's a very effective ad placement for,

for a company like Novo Nordisk, which makes us epic. Or if I'm scrolling through a subreddit on weightlifting, maybe, and you show me an ad for some supplement or protein powder that is frequently endorsed by people in the community, that is so powerful. And you might literally be in the middle of a conversation about the cleanest protein powders to drive muscle growth, and then bam, you're getting an ad for one of those products

embedded directly into the conversation. Or maybe you're in a camping subreddit and you're talking about planning a backpacking trip to Yellowstone, and all of a sudden you're getting an ad about a flash sale for new gear at Ariya. or maybe it's a stock investing subreddit and you're getting an ad for setting up a brokerage account for Fidelity with the point being people on Reddit uniquely self-sort themselves into subredits and rather than trying to target specific users and collect as much info on the individual

as possible, advertisers can target at the subreddit level. And so they might say, okay, we are a company that sells many ovens. So we want to target the baking and cooking subredits because we know that the millions of people who visit those subreddits every month are very interested in baking and cooking. Maybe I can personally understand more tangibly why this is valuable since I've used Reddit for years now, but being able to advertise directly in the forums, where the most passionate folks about a specific topic are all gathered in real time, it just strikes me as super valuable. And the way I would compare it is it's almost like if you could run ads for a new comic book series at ComicCon. That is very

prime real estate. Except with Reddit, you can do that for a virtual convention of people that's convening daily across thousands of different types of community interests. And so almost anything you can imagine, there's a subreddit that exists for it. And it's probably a fairly active community too. And as a long-time user of the platform, I know that for a very long time, I would look at Reddit and I just couldn't understand how they make money. I wasn't seeing any ads or anything like that. I mean, up until a few years ago, there were never ads, and they hardly ever seemed relevant. But just anecdotally, since they IPOed, I've seen a dramatic improvement in how the ads are placed, the quality of the advertisers, the frequency of the ads,

and all that goes toward better monetizing the company's potential earnings power. So when they say they're investing hundreds of millions of dollars into their technical advertising infrastructure, I feel like I can see that. And now the company is at this inflection point where the company has had its first full year of profitability. And the business is only accelerating by all measures. And that just makes me very excited. And now the stock has doubled since Daniel and I first bought it. And who knows where it goes from here? It is such a volatile stock, as you alluded to, Clay, but it was one of those things that was very obvious to me. I didn't really need to build a model, even though I did, because I just knew a company with 100 million plus users with such

incredibly valuable advertising real estate that is now also profitable for the first time. And revenues are exploding and user growth is up into the right. Like, how could this thing not be worth more than $13 billion. So that's the market cap. It was at when I first looked at the company seriously, which for context, Snapchat at that time had around the same market value. And that seemed absurd to me because Snapchat has never been profitable. It's not growing as fast. And it's a platform that's just structurally harder to show ads on. So in my opinion, intuitively, I just knew the stock should be worth much more than Snapchat. And so I kind of viewed Snapchat as my worst case, pure comp. And if things go worse than I expect, I felt like my downside was

relatively capped, because again, I could look at what the market was willing to pay for Snap over time relative to Reddit. And there wasn't a huge difference, despite the fact that I think Reddit was a dramatically better business. Reddit has compounded revenue in almost 40% a year over the last three years. And its operating profit margin hit 12% in Q4, 2024, which would have been even higher, if not for some of the effects of the stock-based comp that's still lingering out there from their IPO. And so for the record, that was a swing of 47 percentage points for them from the negative 35% operating margins they had just two or three years ago. So the operating leverage here is just absolutely ridiculous as the business continues to scale up. And I suspect

margins probably have plenty of room to rise still too, because advertising tends to be a very high margin business. So I'm embarrassed to say that I did have the chance to participate in Reddit's IPO at $34 per share. And I think Clay remembers this because I messaged him about it at the time. And the company, what they had done was essentially they reserved a portion of the IPO for long-time users of the platform to participate in. And I thought that was great because I would never otherwise have the chance to participate directly in an IPO before, since I'm not some institutional investor. But I didn't really feel like I knew anything about the company. At the time, I didn't have time to really dig into it that much. So I just sold it on day one when the

share is bounced. And I had this bias against Reddit because I didn't think they could scale to be profitable and I didn't really have the time to seriously vet the opportunity. So it was a gamble that was kind of just for fun. And then ironically, nine months later, I was back again evaluating the stock at a three times higher price, but I actually found the opportunity at that point to be more compelling because they had showed in that time that they could, in fact, scale profitably. And when you think, wow, okay, they're not burning cash anymore, it's a lot easier to get excited about the growth prospects. So in a relatively short period of time, it was a dramatic turnaround. Yeah, you guys have laid out the case.

really well on Reddit. And just for context, their most recent earnings report, they reported daily active users of 108 million users, and that's grown 31% year over year. So, you know, not only have they figured out how to reach profitability, but they've done this in the midst of the user base continuing to grow very rapidly. And I was trying to find their monthly active user numbers because, you know, daily, of course, not every user is going to look daily, but they're estimated out north of one billion monthly active users. You know, that puts them up in the ranks of close to the metas of the world, which is just very, very impressive in my view. And, you know, market caps around 26 billion meta is like a trillion dollar company. So significantly smaller than

meta. You know, you mentioned the IPO. They IPOed in March of 2024. And I'm always a little bit skeptical of IPOs because the insiders probably know when's the best time to sell and raise capital. And, you know, at that time, they typically want to make the business look as good as possible. But, you know, Reddit, it's been like the opposite case. I think it was 2022, 2023. Their user growth wasn't really moving that much. But, you know, in the past couple of years, it's just like taken off after they went public. So the share is opened at around $46 a share at the IPO.

And here today, the stock's moving like crazy every week. It feels like at the time of recording right around $142 a share. and every business metric you look at is heading in the right direction. So despite the numbers looking so good to play a little bit of devil's advocate, I've always thought that the ads were a bit hit and miss, at least not as good as what you see on meta, for example. I think this is an area of improvement for them. And in preparation for this, I was just scrolling some random subreddits this morning,

and I saw that Toyota, Monday.com, and Bluehost are all running ads. And that tells me that these big brands that are spending, you know, on all sorts of advertising avenues, they're taking this platform seriously, or at least testing it out since Reddit's sort of in the earlier stages of their monetization. And those companies I mentioned are all companies that are in the podcast advertising space as well. And oftentimes with advertisers, there's a lot of them that just want brand recognition. You know, they aren't necessarily looking for conversions today. So they don't need to get, you know, an amazing bang for their buck advertising on Reddit. They just want exposure. and Reddit can certainly serve them that. Yeah, and I was also just a bit surprised by just how many ads you'll come across nowadays scrolling through subreddits. You know, you might see four posts or so and then see an ad and see four more posts and see an ad. So they're definitely pulling that lever more than they did in past years.

And if I put myself in the shoes of an advertiser, I'm spending dollars wherever I'm going to get a good return. So if meta and Alphabet have the best models and the best data on users, then odds are they're going to get a good chunk of the digital advertising pie. Also in preparation for this, I actually looked on Reddit to see what people's feedback was for advertising on Reddit. And it was actually, I saw a number of negative reviews. You know, don't waste your money. Stick to Google and meta. Yeah. So that was interesting in itself. But Reddit can also be a bit of its own silo, you know, a bit of its own echo chamber where, you know, you hear this one thing that might not be

closely reflective of the truth necessarily. So talk a bit about your thoughts on the quality of their ads and their ability to capitalize on this massive digital advertising market. It's a big, Tam, but also meta and Google are really tough comps. So I'll be the first to say Reddit has a long way to go before it's seriously competing with those guys. But then on the other hand, these are trillion-dollar, multi-trillion-dollar companies, whereas the current market cap for Reddit is $20, $25 billion. So I don't think you have to believe that Reddit, is going to be a superior advertising destination to Facebook or Instagram to believe that Reddit has plenty of room for growth.

And for example, Meta's average revenue per active user is about four times Reddits. And I don't think Reddit will ever match Meta's Arpoo because meta is way bigger and has way more data, but could Reddit go from a fourth of Meta's Arpoo to a third or maybe half while also continuing to just grow its user base at double digit rates? And so that's really the bull thesis being that A, Reddit has historically been under monetized and that this is just beginning to meaningfully change. We're at this inflection point. And then B, the platform is continuing to grow quickly.

So it's not just as concentrated in the U.S. as it used to be. So there's been a ton of room for them to grow internationally. And they've had a lot of early success with that too. They're focused on France, Brazil, and Spain right now. And their growth rates in those three countries are twice that of their total growth rate outside of the U.S., which is also a very high number. And so part of what they've done is using machine learning to make all of the content on Reddit, which has historically mostly been in English, translatable into, I think currently

13 different languages at this point and more are coming. So now you have this huge body of human interaction, book recommendations, career advice, financial advice, relationship advice, political debates, restaurant recommendations in a specific area, cooking tips, and all that kind of stuff. And that entire archive is increasingly accessible to the entire world and the rest of the world who doesn't speak English, which I think will move the needle a lot in making Reddit an international platform. Language will hopefully be less of a barrier than it has ever been.

And that unlocks a whole new world of insight for people. So, for example, I could now go into a Spanish-speaking subreddit and read advice for how to make empanadas like someone's grandmother in Peru, maybe. And that community insight would have otherwise just been totally unavailable. to me. And again, the results speak for themselves. Last quarter, year, Reddit's international user base grew 40%. So go back to your original question. I think the quality is getting better every day. And I think Reddit will increasingly compete with Google and meta on the margins. The question isn't so much, will advertisers move their entire $10 million campaign to Reddit

from meta? But if they're already running a $10 million campaign across meta and they have an incremental million dollars allocate at the end of the quarter, will they decide to pour more of that back into meta, or will they allocate maybe a growing chunk of that incremental money to Reddit? As targeting on the platform gets better, and it's just literally more people use Reddit, giving them more impressions to bid on. And I see the latter as being very plausible. I don't think you have to even really take my word for it either. If you just look at Reddit's financials, they speak for themselves, for them to be growing the way that they are, it just clearly seems to show that this is what's happening. No one probably entirely reliant.

on Reddit solely for their advertising budget. I doubt any marketing agencies do that, as they might in the same way with Meta or Google, but clearly they're taking Reddit more and more seriously over time. And actually, there was this news recently that Reddit's AI licensing efforts are now paying dividends too for the company. And apparently, for anyone who knows about AI overviews on Google,

you'll recognize that Google has been relying very heavily on these comment threats on Reddit. And as such, Part of what has sent the stock up recently is this idea that advertisers will realize that by advertising on Reddit, they can shape the conversations there, which through AI data licensing and training will ripple back to shape the answers that people get from Google Search and chat TBT. And again, anecdotally, I see this myself all the time.

Every day I get answers from AI tools that cite Reddit comments as their sources for better or worse because Reddit is home to some of the most authentic conversations anywhere on the internet. So as chatbots try to give people human great advice, I don't think there's a better place for them to do that than by referencing Reddit. And that's just one illustration of many as to why I see Reddit's platform as being so valuable with so much room left to grow and to further monetize it on a per user level. But I should say that I think Reddit could be a somewhat speculative bet for many people. It is a higher risk stock pick in the sense that Reddit doesn't have some long established track record of profitability or dividends. This is not a utility company. It's an opportunity

where I can envision a dramatic amount of upside if the Reddit story continues to unfold as it has and as I think it can. But yeah, it's just fundamentally more speculative in terms of there being a wider range of plausible outcomes that could occur going forward. And so if you envision a Monte Carlo simulation where you simulate a thousand different versions of reality to see what could happen with the potential investment, the distance from the top and the bottom of that range is going to be much, much wider for Reddit than what you might get from buying a more mature business. And that alone isn't necessarily a good or bad thing. It's just the reality of investing. And so this is actually how I think about every investment that we cover on the show because no one knows what the future holds

for certain. So we have to kind of think through a range of outcomes. And we can use price as a tool to tilt the range of outcomes in our favor. And on top of that, we can use position sizing to further reduce risk in investments where the uncertainty still remains very high at even an attractive price. And so there's a lot of uncertainty about Reddit's future. And because my co-host Daniel is actually a bit less familiar with personally using Reddit than I am, he couldn't get as comfortable with it. So we decided to go with a smaller relative allocation in our intrinsic value portfolio. And that's just the balance of building a joint portfolio. In contrast to Daniel, I probably have a uniquely high amount of conviction in Reddit after having used it for more than a decade because I can just intuitively

appreciate what they do well, why people like the platform, and how much more room there is to continue better monetizing it. What's really interesting to me about Reddit is it's like this just massive database of information that oftentimes just can't be found elsewhere. So I mentioned earlier that I'm a user. Earlier this year, I got golf lessons, for example. How did I find my golf instructor? I didn't look on Google that I went to Reddit. Yeah, I think there's just a lot of valuable information out there that Reddit is going to be able to capitalize on. And like I mentioned, it could also be an AI play, you know, the ties to Sam Altman and all the data that they have. It'll be interesting to watch the Reddit story continue to play out. So today, advertising makes up

around 90% of Reddit's business. Do you think there's other levers they're going to be able to pull? Are there any of that show promise as a potential revenue source for them going forward? Advertising is definitely the core of the thesis here. I suspect they can continue to license data to AI companies for probably many years to come, but I don't want to necessarily bank on that either as part of my investment decision. So, I mean, things can just change so quickly in the world of AI. And so to lean on that too heavily as your investment thesis, that just,

It doesn't feel sustainable to me, but it is sort of like a cherry on top with this business. And what I did find interesting is kind of a testament to the value of Reddit's data. They signed a deal with intercontinental exchange to license their data to them. And that makes sense, given how this whole Wall Street Bet's drama has unfolded and how they were able to move markets with this retail revolution and GameStop and AMC. I mean, there's literal Netflix documentaries about it now. So it's not just AI firms, but also financial firms that are interested in accessing real-time sentiment data on what stocks are being discussed the most and how retail traders are

perceiving them so that they can actually try and predict and get ahead of trading inflows from retail. And so it's just another great illustration of how when you have millions of people gathered in one place with a shared interest in a topic, so like stock trading, there's just so many different ways you can monetize that. And not only is that valuable to advertisers, but it might also be valuable to financial data providers who then build tools and products based around tracking trends amongst retail investors. And Reddit is, again, uniquely positioned to capitalize on that, since it owns all of that post data. And the other thing I'll mention that I have way less conviction in, but I think it's still kind of fun to talk about, is this idea that they can create commerce

exchanges directly inside of Reddit. So sort of like integrating eBay into Reddit is how I would imagine it. So it was an interesting idea that actually saw kind of funny enough from reading through a subreddit post about the company's earnings. And the idea is to monetize commerce that occurs within subredits. For instance, there's a really popular community on Reddit called Watch Exchange, but people have to leave the app to settle transactions on Venmo or PayPal. And if Reddit could create a marketplace for these transactions and charge them payment processing fees, that would be a great way for them to monetize Reddit's ecosystem beyond advertising, but it's just not their core focus at this time.

And Ask Me Anything session on Reddit's investor relations subreddit, CEO Steve Huffman, actually answered this exact question and alluded to the fact that this is why they've allowed users to access the company's developer platform historically so they can contribute to building out these types of features within their communities. And he did also say that they're working on enabling paid subreddits where you create paywalled content within Reddit. So it sounds like that could be on the way within the next year or so. And I'm sure Reddit would have a take rate on those earnings.

And for that potentially paywalled content, there's just a lot on Reddit that could probably fit into that kind of category. So whether it's from paid groups for accessing more content from your favorite content creators to premium job boards or maybe even groups for having some sort of office hours with experts where you get direct insights from doctors or lawyers or consultants, anything like that. And I can't believe we've gone this far into the conversation about Reddit without me actually mentioning this. And so I should say, the other most compelling part of Reddit from an investment perspective is that every subreddit is managed by a group of moderators. So they have, I think there's

something like 40,000 moderators that keep Reddit going. They set the rules of engagement for the communities. They filter out content. And so just structurally, I think that gives them a huge advantage in their operating margin potential because where meta and Google, you're paying for building the technical infrastructure to filter out a lot of content. And Reddit has an army of people that work for free because they're so passionate about the communities that they're involved in who do all that work for them. So that is again, kind of another tailwind that structurally supports the profitability of the business.

And why I think that long term, they could be as profitable or more profitable than some of these other big tech company peers that you look at. Let's take a quick break and hear from today's sponsors. No, it's not your imagination. Risk and regulation are ramping up, and customers now expect proof of security just to do business. That's why VANTA is a game changer. VANTA automates your compliance process

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I was out on a walk listening to your episode, and you and Daniel were talking about how even the users and the Reddit communities can even have pushback against them. So if Reddit, you know, if they abuse their ads and their monetization, then, you know, they could have a lot of these moderators and users turn against them. So that's, they certainly have a balancing act they're going against here. So let's turn here to another one, which I was also initially a little bit skeptical of, and this is Uber. Buffett shared the wise words of avoiding industries that are going through a massive change. And if there's any industry I felt like is going to go through a lot of change in the next decade, it's going to be ride sharing with the rise of autonomous vehicles,

otherwise known as AVs. Bill Ackman has also been very public about his recent $2 billion investment in Uber. He referred to Uber as one of the best managed and highest quality businesses in the world. So today, Uber has a 75% share in the ride-hailing market here in the U.S. While Lyft has the remaining 25%, and of course, Uber is a global player, it's a key part of their thesis, the investment thesis there. We can just leave it to Ackman to making these very big, bold bets and being very public about them. So you and Daniel also decided to hop along for the Uber ride in making it a position in the portfolio. What do you think attracted Ackman to the stock?

Well, I hate to go against any advice from Buffett about avoiding industries facing disruption. But the thing with Uber, which I think probably caught Ackman's attention, is that the market has so clearly soured on what is, at least at the moment, an incredible and rapidly improving business. For so long, people thought Uber's business model could never work. And over the last year or so, kind of like Reddit, everything has just finally clicked into gear and validated all those investors who advocated for the company for years. And no one could argue that Uber now isn't a profitable company. And that profitability is only likely to continue

growing. So you would think that the market should be celebrating Uber's successes right now. But when the market looks to the future, as you pointed out, it sees a lot to be worried about. Uber is kind of the prime candidate to be the next blockbuster in a lot of people's minds. And that's the only way I can explain how a company that has grown revenues by 28% per year for the last five years, while almost tripling its operating margins and just the last year-and-a-half, while also being expected to continue to grow its top line at double-digit rates for years to come, how it can trade at just 18 times expected free cash flows. That does not make any sense to me. And especially in 2025 when you have people happily paying 100-time sales for a company like

Palantir, where no one even actually really knows what they actually do. And so I'm being a maybe a little misleading with the valuation because Uber's free cash flow is a bit inflated by the fact that they do a lot of stock-based comp. So if you account for that dilution, the free cash flow number is a little bit lower, but still, this is the world's biggest ride-haling company with a major food delivery business in Uber Eats that has dramatically swung toward profitability as the business has scaled. And now they're continuing to find ways to make that business better at every turn. And Uber-1 is their membership program that leverages both eats and rides.

gives people discounts and credits that basically encourage them to either use ride-hailing more often or food delivery more often and vice versa. And it turns out that cross-selling to your existing customers via a low-cost membership program is a much more effective way to get people who use one service but not the other frequently to adopt both. And it's much cheaper than trying to add new users cold with paid marketing. So this cross-selling potential and the growth prospects globally, it just gives me a lot to love about the current business, where if you didn't have this autonomous vehicle stuff kind of lingering over it, I would say with certainty that the stock should be trading much, much higher than it is. And Ackman is, I think, making a bold bet

that self-driving vehicles won't be the disruption the market thinks it is, or at least it'll be a disruption that ends up being more neutral for Uber or actually maybe even boosts Uber's business, which might come as a surprise for some people to hear me say that. Yeah, let's actually get into that. Uber is, of course, the dominant business globally in riot hailing, but most people are questioning, you know, what is going to happen with the rise of autonomous vehicles? You know, you and I were just in Austin recently, and, you know, everywhere you look, they're Waymos driving around with no one in the driver's seat. So instead of developing their own autonomous vehicle segment, Uber decided to partner, you know, with several autonomous vehicle providers, you know,

companies like Waymo and others. So I think a lot of people are looking at this and they're saying Uber has a 25% take rate. Waymo and others are going to be eating their lunch, you know, wanting to tap into that. So what do you think is stopping companies like Waymo, Tesla and others from creating their own ride sharing app and just, you know, bypassing Uber in their high take rate? So the first time I listened to Uber's CEO talk about how excited he was for the autonomous vehicle revolution. I couldn't believe it all when I was hearing. I was like, give me a break. Tesla and Waymo are coming for Uber and everyone knows it, or at least that's what I thought at the time. And for the record, I came into my original research on Uber, kind of like Reddit,

being very, very pessimistic. I had this strong bias against Uber, just thinking that historically was a terrible business that was now going to be irrelevant in a few years. But then as I thought about it, some more, something just clicked for me. There was an aha moment for me where I realized, okay, wait, maybe this isn't total nonsense from a management team that, you know, given their track record of success that has become clear in the last few years, maybe does deserve to be taken more seriously. And for me, it was sinking through the logistics of an AV company actually building a network effect like Uber's that really sold me on Uber. The amazing thing about Uber and why it works is that supply is so flexible. And for context, demand for ride handling

is not linear. It peaks at the beginning of the workday and at the end of the workday. There are a lot of people who use Uber to get to work and then also around big events like concerts and sporting events. And so with Uber, drivers can just go about living their normal lives. And if they see a surge and Uber demand, they can just go online and alleviate that surge by immediately starting to pick up riders. And so it's an incredibly reflexive demand response function they have built into their platform. And so to me, that's the competitive advantage of having millions of drivers all around the world who are ready to jump online as needed. Pretty much wherever you are, it's going to be cheaper and faster to take an Uber probably over the competition in ride hailing. And the Waymos

of the world can never match that because where Uber has this asset light variable cost model where drivers only get paid when they're online and Uber doesn't actually own drivers vehicles on their balance sheet, Waymo instead is, well, it's a car technology company first and foremost. And also, it's just really capital and efficient for them to try and recreate Uber's flexible network themselves. And so like I mentioned, ride-haling demand can jump by an order of magnitude suddenly. So if you're Waymo and you're trying to displace Uber, your service needs to be faster, more reliable, and much cheaper.

But to do that, you need to have enough self-driving vehicles stationed in a city at all times to meet surges in demand, essentially. And otherwise, in a Waymo-only ride-haling world, when you need a ride the most, prices might surge even more than on Uber because the company can't possibly pay. to have enough vehicles to meet peak demand in every city around the world they compete in at all times. And so that is the dilemma in a nutshell. If you have this fixed asset base in a vehicle fleet, how do you square that circle with these huge spikes in demand for rides that occur throughout the day and the week? And so on average, you'd probably have 90% too many vehicles

for a given city that are just sitting idly by, burning cash for times between the peaks during the day, or you wouldn't have anywhere close to enough vehicles to actually meet peak demand if you went with a smaller fleet, meaning your service would end up being more expensive and less reliable than just using Uber, especially at the times you need it most. And this is why Uber's management, and I'm sure Bill Ackman actually sees autonomous vehicles as a massive opportunity for Uber. It's far likelier, in my opinion, that Waymo decides that it is, after all, a self-driving car company, and there is enough competition to worry about there.

before trying to also take on Uber as the world's biggest two-sided ride-haling marketplace, which is what Uber is solely focused on being the best at. And as we've seen, Waymo would rather just plug its fleet into Uber's app, such that you can order a Waymo through Uber. And the metaphor I like to use is to compare it to an energy grid. Instead of Waymo trying to be a baseload power source for the entire grid, I see them as being more like a renewable energy source. that sort of rounds out the grid on the margins as the wind and the sun fluctuate.

And that ends up being a win-win because Uber gets more supply on its network and doesn't have to pay drivers in Waymo's, which are its biggest expense by far, and Waymo gets access to the tens of millions of riders who trust Uber and are used to using it without trying to build its own network effect entirely from scratch. And that helps them monetize their operations as really what they're most focused on doing is collecting driving data to better optimize their systems. And so they're trying to minimize losses until this technology can really become scalable and commercially viable.

And Uber can help them with that. And even down the line, I think Uber has more power than people give it credit for to avoid being displaced by Waymo or Tesla for that matter, which I don't know how you feel about it. But to me, it seems like they're lagging pretty far behind Waymo in terms of AV technology. And so I'm sure people are thinking, okay, but maybe as a. an alternative, what if Tesla owners can sign up their vehicles to be robotaxies when they're not using them? This was a point you made to me offline, Clay. And that might be a solution that

blends the Waymo approach with what makes the Uber network so special in having flexible supply. And again, I would like to see Tesla first actually build a self-driving car that's viable nationwide before I start to worry about them, displacing Uber's massive network at scale. And we've seen with Uber that people are willing to drive strangers around in their car while they're in it. But the question is, are people willing to send their cars off as robotaxies to drive strangers around without them being there to supervise? I'm not so sure about that. What if you need to run an unexpected errand or there's an emergency, but your Tesla is on the other side of town taxing people? There's just a lot of practical questions that need to be answered before I get really worried about that as a legitimate

alternative to Uber. And so the reality is that there are just only so many Tesla vehicle owners anyways, meaning the set of potential Tesla robotaxies is very limited. And even if every Tesla owner wanted to use their car as a robotaxy, how could that possibly compete with the tens of millions of drivers that Uber has on its network who drive all types of cars, including Waymos? So a ride-hailing network is defined by how quickly users can hail a ride and at what price and how long the wait times are. And so they're just easy. to be a lot of supply to keep the cost low and the wait time slow. You need many drivers and robo-taxies. And I can't imagine a world where there are enough Teslas out there, even combined

with Waymo to meaningfully displace Uber's much more established, much more robust and diverse network. And so I'll be the first to say, though, that you never want to be too confident about how these things will unfold. This is an industry that's objectively facing major changes. And so my current thinking is that the market sees self-driving vehicles as this existential threat to Uber, while I actually see an opportunity for them to improve their business, which is how I get excited about Uber. But it's a company I have to watch closely. This is not something I'm just going to buy and hold and totally forget about.

I need to monitor that my understanding of what's most likely to occur actually aligns with what continues to happen on the ground. And if I had reason to believe that Uber at some point was actually significantly losing market share to Waymo or Tesla in ride-hailing, then I would have to reassess the entire investment. And maybe the last thing I'll mention here is that protecting your downside to some extent, assuming I'm totally wrong about how AVs will impact Uber, is the fact that roughly half the business comes from Uber Eats and food delivery. And I suspect it will be much, much longer before humans are fully removed from the food delivery process unless we suddenly have millions

of drones flying around the country, picking up and delivering all of our orders. So maybe that'll happen someday, but I'm not holding my breath. Yeah, it just goes to show how powerful it can be to have the platform that people are accustomed to using. Perhaps Waymo and Tesla are able to capture some share on the margins. The other thing that's just interesting to think about is just like sometimes perception is everything. If people perceive that a business is about to be disrupted, then a stock can almost be inherently undervalued for quite a long time. Even like Tesla, for example, people just assume that Elon was going to be able to do whatever he wanted with this business, which led to it being, we can call it, overvalued for so long, just the perception the market had for so long.

And what also really surprised me about Uber is this is an advertising business. And it could be a potential huge profit driver for them going forward. So their current advertising run rates around $1.5 billion a year. And that's up 60% year over year. It's just like insane that, you know, who even talks about Uber running ads. It's not something I've personally seen as someone who just uses the ride hailing service. And there are a few ways that they do deliver ads. So the first is restaurants or businesses paying to appear at the top of the search results

for Uber Eats. And then they also have a homepage banner ads on Uber Eats. And then you have an in ride ads while you're in an Uber. So let's say you're in an Uber in New York City and you're about to get dropped off in Midtown, then a local restaurant might want to showcase a special that they're running for the weekend or maybe a local comedy club might advertise the shows that they have that evening. So it just goes to show that Uber is yet another example of the value that these tech businesses can have at scale, where they have all this data that they can then monetize for

advertisers. Daniel and I have this joke that every consumer-facing tech company is ultimately an advertising business. And once again, Uber is kind of proving that. With Uber's advertising, I kind of think it's like Reddit earlier, you just don't need to overthink things. You don't need to have a warden MBA to see that, yeah, this makes sense. This is a really great opportunity because just intuitively, I know two things be true. First is that Uber is clearly just the beginning of building its ad business. You can just see that in the numbers. And secondly, this ad business is very powerful because it's incredibly

valuable to know where people are and where they're going in real time. And so the examples you use, I think perfectly illustrate why advertisers might want to tap into Uber's network to reach riders while they're on their way to a certain destination. And that situational and that geographical data is clearly very valuable and under-monetize. And on the Uber Eats side of things, which is also scaling its advertising business, there is sort of a self-reinforcing effect on the supply side that spins Uber's flywheel. And so, for example, if you're a sandwiched restaurant in town and you're, competition starts running ads to rank first on Uber Eats searches.

That's going to draw you to probably start running your own ads on Uber Eats to protect your market share. And now you can extrapolate that game theory across tens of thousands of restaurants across the country and really across the world. And once the cat is out of the bag and you have a certain scale which Uber Eats has, it just becomes inevitable to an extent that demand and supply will keep compounding themselves. More restaurants on Uber Eats makes a service, more useful to customers, drawing in more users, which draws in more restaurants, which eventually leads to more restaurants competing for those users by directly paying Uber for promotions with advertising. And that is what we're now finally starting to see happen, which is where the

earnings power of the business kicks fully into effect. So we could linger on all the numbers that are showing this happening. But if you just think through the second and third order effects of having a network like Uber's that's still growing, I think you can better appreciate what a moat a strong network effect really is. And I should also say that ad revenues are very high margin. It's not like with Uber rides where for every incremental ride, you're paying a driver. Advertising is one of the most scalable business models there is with the best incremental margins. And so as advertising plays a bigger part in Uber's story, not only will that be a tail win for the top line, it'll also support higher profit margins for Uber, where they're converting more of their sales

to the bottom line over time. Yeah, there's certainly a strong case that Uber is well positioned to continue to grow for many years ahead. We haven't gotten too much into the Uber Eats segment, but that certainly can't be ignored either as that generates $14 billion in revenue and also rapidly growing. I think Uber is widely known for the ride hailing service, but Uber Eats is also a significant business segment for them. And you briefly mentioned the valuation earlier, and since your show is called The Intrinsic

Value Podcast, I feel like we'd be doing a disarrant. service to at least talk about the valuation of one of these companies here. So we're looking at a company in Uber with an enterprise value of around $200 billion, around $8 billion in free cash flow, and a stock-based comp is something we'll certainly need to consider with a name like this. And just a few years ago, this company was free cash flow negative. So, you know, we're just seeing them experience this tremendous operating leverage as they reach scale. And I can't help but think about how certain stocks just attract a certain cohort of shareholders. So when a company inflex on profitability and they've proven that that profitability is durable,

you could see some significant upside for the stock. And I think that's what we're seeing right now with the Uber with the share price appreciation this year. Talk about how you think about Uber's valuation, given that they just recently inflected to profitability. It's not an easy one to think through because like you said, the financial picture has changed really dramatically in the last few years. This is not a proctor and gamble where you can look at 30 years of steady earnings growth and pretty reasonably extrapolate that in the future. And partly, I think that's because they weren't exercising their full earnings power for a long time. They knew people would pay higher prices for food

delivery or for Uber rights. They knew that those services were worth more. But they intentionally did not charge them as much as they could so they could get as many people as possible hooked on using their services before eventually raising prices later. And now we're at that later point. And so some people have probably noticed it's a lot more expensive to take an Uber now than it was like three years ago. And so for a long time, Uber was maniacally focused on gaining market share and reshaping customer behavior to get people to do things they've never done before, like maybe order a ride in a stranger's vehicle through a ride healing service or pay for food and grocery delivery. And these are things that now seem ubiquitous, especially post-pandemic.

But a decade ago and even before the pandemic, it just was not nearly as common. So Uber used low prices to show people how life-changingly convenient their services are, such that people would want to keep wanting to order Uber's after a night out or get Taco Bell delivered on a Saturday night, even after Uber has raised prices. And so that's kind of a long tangent to go on before speaking to intrinsic value, but I say it all because we have to think about the company's actual earnings power. Not how much money they're earning today, but if they were focused on maximizing profits as a mature business, how high could prices be, and therefore, how much could they actually be earning? And so the intrinsic value of a company isn't just looking at some

multiple of its current earnings, but it's really about understanding where the business is in its life cycle, like with Reddit, which is why you can't just look at their previous numbers and take them for granted. And you have to really know what the company's goals are so you can assess what the true earnings power is. And so, for example, with Uber, at different points, you might ask, are they focused on taking market share now or are they more focused on maximizing profits? And I would argue that Uber has spent the last 15 years painstakingly building its earnings power across nearly 200 million monthly active users. And really just in the last two years or so, it has been beginning to more aggressively focus on monetizing just some of that

untapped earnings power, charging customers higher prices that they're still willing to pay, and then driving people to Uber 1 subscriptions, which is a more recurring form of revenue for them. And so this higher pricing strategy may come at the expense of adding some new users. So there is a balance here, but I think they've reached a size where it just starts to make sense to focus more on profitability. And so with that backdrop, where Uber, is not only still growing its user base at very fast rates and actually increasing the lifetime value of existing customers who tend to use Uber services more and more over time, I start to feel pretty confident that there's a lot of room for them to be a great compounder of earnings

for many years to come. To say nothing of the fact that I think Robotaxis will actually plug into their network and make Uber's network even more robust while removing driver costs in the margins, Like I said, driver costs and insurance on vehicles are Uber's two biggest variable costs. And actually, what we've seen with Waymo is people are willing to pay a premium to ride in a Waymo for sort of the novelty of it. So there's almost no incremental costs and then also higher top line sales. So it's just easy to get very excited about what autonomous vehicles can actually do for Uber. And yet, this is a company that was trading at about 40 times last year's operating income.

when I first started looking at it. And to some of the true value investors out there, that might not sound cheap, but as I said, those earnings, I don't believe, reflect their true earnings power in full. Plus, I think the core business can continue to grow at 10% or more for years to come, while advertising helps make the business model much more profitable over time, too. So I actually think the business can keep growing quite fast while operating profit margins roughly double from 2024 to 2029, better reflecting Uber's true earnings power in about five years. And actually, some analysts think Uber can be even more profitable.

And so anyways, that leads me to what I deem a reasonable base case estimate of Uber's operating profit per share in about five years, which is typically my minimum target holding period for Daniel and I in our portfolio. And then I tried to think through a range of exit multiples to multiply that operating profit per share number by, assuming I wanted to sell out at that time, which I may or may not actually do. And as I mentioned, the stock trades between 40 and 50 times operating earnings today. But that's because the market is anticipating continued growth. If I'm thinking of an exit multiple five years from now, I have to think about what the market might pay for a more mature version of Uber. And so that's

probably not going to be 50 times earnings. I actually like to typically use a weighted average range of exit multiples, where at the bottom, I think through maybe a worst case scenario and I say, okay, perhaps there's a 5% chance that a high quality company like Uber is trading at 18 times operating profits, which would actually be at a discount to the broader market averages currently that traded around a multiple of 22. So things would have to go pretty wrong for that to happen. And on the top end of what I would consider a reasonable range of multiples for them, there's a decent chance to do that the market will continue to be optimistic about Uber and in a few years, maybe be willing to pay as much as 30 times operating.

There's some multiple in between 18 and 30. So 18 to 30 times operating profits was the range I settled on as being conservative, but realistic for Uber closer to maturity. And either way, I'm assuming a pretty dramatic contraction in the valuation multiple, reflecting that Uber's growth will decelerate over time. And I really just do it as an exercise to help me better think through how the market should value a more mature version of this business. And that usually involves me looking at peer comp, so seeing what the market is willing to pay for other big tech companies over time,

then trying to figure out where Uber maps onto that peer set. And so it's not a better business than meta in terms of margins and capital intensity. So expecting Uber to have a premium to meta long term is not going to be realistic. But I do think Uber will prove that it deserves a premium over the median S&P 500 stock. So I don't think you can intricately model out and discount a company's lifetime of future cash flows over 30 plus years with any meaningful accuracy. So I don't waste my time doing it extensively.

But you might be able to approximate what operating earnings can look like in just a few years and go through a couple different scenarios and then think through a reasonable multiple range for the business at that time to help you gauge whether the stock is attractively valued at the moment and what the range of return outcomes could be for you at various entry prices. And obviously, you're not doing a model in a vacuum.

If qualitatively, I don't like management and I can't wrap my head around the competitive advantages or I just don't like the prospects of the industry, I'm just going to rule out the company altogether and not kill time trying to model it out. The modeling is there to help me with my long-term conviction by grounding my reasoning into numbers that give me some context for what may be a good entry price and how much upside or downside I could reasonably expect. But that's really all I use it for. And so for me, I think Uber's value starts to look very enticing at or below about $70 per share, which is where Daniel and I built up a position in the stock back in April. And at north of $90 per share, where it's trading

at the time of recording, the odds feel less tilted in a long-term investor's favor, but it's such a volatile stock that I'm sure it'll swing down again at some point and maybe you'll get a chance to snap shares closer to that range. And if I hadn't done that very basic modeling work that we'd like to do with every company, I don't think I would have the same confidence in determining approximately where Uber starts to look attractively priced. Yeah, Uber and Redder are both very volatile stocks and definitely an interesting company to think through.

There's a few points that you and Daniel touched on on your episode that I think are quite interesting. A couple I'll briefly mention here with many of these tech businesses. they're making more money in the U.S. than they are internationally. So like meta, you know, they're going to have more spend from in the U.S., for example, than the advertising they're running in an emerging markets, for example. But Uber's in a unique position where, you know, insurance is less internationally and they have to pay drivers less internationally. So the international can actually be a segment that is actually more profitable. And then they're also in a really

strong position comparatively to lift. And I think they're run much better operationally. So If anyone wants to learn more about Uber or Reddit, I would point them to the intrinsic value podcast. You can find it on any of your podcasting apps. And Sean, I really appreciate you joining me here today. Before I let you go, I wanted to give you a chance just to talk more about the show and anything else you'd like to discuss here. Yeah, it's been a ton of fun.

Thanks for having me, Clay. Yeah, the idea for our show is straightforward. Every week, we cover in-depth a different company like we did today with a couple different names, but basically Daniel and I alternate pitching each other on the best idea we have at that time. One week, I'm making the pitcher of stock, and then the next week, it's going to be Daniel. And then throughout the episode, like we did today, talk about the economics of the business, their balance sheet, what the competition looks like, what sort of advantages they have, et cetera.

And at the end, we try to estimate a reasonable intrinsic value target price to purchase a stock where we feel we're getting shares at an attractive discount to their fair value. And if the stock is attractively priced and we like the idea of owning it qualitatively, then we may add it to the shared portfolio that him and I are building over time, the intrinsic value portfolio. And the original idea of the show was to actually entirely build a portfolio from scratch publicly. It's kind of funny to say, but how many of us have actually had the chance to watch a portfolio get built over time from 100% cash?

It doesn't really happen because when you first start studying investing, and legendary investors, they already have their portfolios fully allocated in most cases. So you don't get to see the process of going from being entirely cash to being entirely invested. And that is what we're really trying to show. So the point is to not only cover a ton of fascinating companies and learn to value them, but also to build a portfolio transparently and show how we work through things like position sizing, how much cash to keep on hand, when to jump on selloffs, and just any of that kind of

stuff. And we have made plenty of mistakes along the way. But that is really the whole point of the show. So people can learn from what we do wrong. And I should say, we also have a free weekly newsletter that complements all of our podcast episode. So I'd encourage you to subscribe to that too at the investors podcast.com. And that just includes extra analysis. I look directly at the bottles we build. All of the models we build are available for download for free. And then also just for additional updates on all the companies we track. Excellent. I'll say again that I love your show. You and Daniel do an excellent job. And a lot of your episodes are over an hour and a half. And to see, you know, consistent high quality research in a podcast format, I just don't think you'll really find it.

So kudos to you guys. I'll be sure to get all these resources linked in the show notes for those interested in checking out, the podcast, the episodes, and the newsletter. Sean, thanks again. I really appreciate it and hope to do it again someday. Yeah. Thanks, Clay. Thank you for listening to TIP. Make sure to follow. We study. billionaires on your favorite podcast app and never miss out on episodes to access our show notes transcripts or courses go to the investorspodcast.com this show is for entertainment purposes only before making any decision consult a professional this show is copyrighted by the investors podcast network written permission must be granted before syndication or rebroadcasting