1% better

From HOA Management to $4B in Revenue & $6.3B Deal for Amex GBT | Alexander Taubman, Long Lake

Reduce “threshold resistance” in one workflow today: pick a recurring task your team avoids—such as responding to emails, updating records, or preparing proposals—and remove one unnecessary step. Create a reusable template, pre-fill the required context, or draft the first version with AI. Then meas

1h 2m
David Senra

Key Takeaway

Reduce “threshold resistance” in one workflow today: pick a recurring task your team avoids—such as responding to emails, updating records, or preparing proposals—and remove one unnecessary step. Create a reusable template, pre-fill the required context, or draft the first version with AI. Then measure whether the task takes less time and feels easier to start. Adoption follows usefulness: tools should make people demonstrably faster, freer to serve customers, and more effective at the work they enjoy.

Episode Overview

Alexander Taubman explains Long Lake’s strategy of acquiring durable, service-heavy businesses and deploying AI to improve customer service, employee productivity, and growth rather than merely cut costs. He discusses Long Lake’s $6.3 billion acquisition of American Express Global Business Travel, its internal AI platform Nexus, and the long-term operating principles behind building an enduring compounding company.

Key Insights

Use AI to remove toil, then reinvest the capacity

Taubman argues that AI creates the most value when it removes repetitive, low-satisfaction work such as data entry and routine email handling. The resulting capacity should be directed toward customer relationships, growth, and higher-value judgment—not treated only as a cost-cutting opportunity.

Adoption is a product-quality test

Long Lake does not force employees to use Nexus; it treats team members as the platform’s customers and design partners. If a tool genuinely improves someone’s day, usage can spread organically inside the organization, while forced adoption signals that the workflow or product still needs work.

Minimize threshold resistance

Taubman’s grandfather designed retail spaces to make entering a store effortless, recognizing that tiny points of friction change behavior. The same principle applies to technology: simplify access, reduce steps, and make the useful action obvious enough that people naturally choose it.

Build a broad funnel with a narrow filter

Long Lake continuously studies a ranked set of industries and reviews thousands of potential deals, but enters only one or two new industries per year. This prepared-mind approach creates optionality while preserving selectivity around exceptional assets, teams, and long-term economics.

Durable AI deployment requires three capabilities

Buying companies is not enough, and building software is not enough. Taubman says effective real-world AI deployment requires excellence in acquisitions, world-class technology, and change-management operations that embed tools into messy data, legacy systems, and daily workflows.

Frameworks or Models

Prepared Mind Industry Selection

1. Maintain a working list of roughly 15-20 industries that may fit the strategy. 2. Continuously force-rank them as market conditions and learning change. 3. Review a large volume of potential transactions to deepen knowledge. 4. Enter only when an exceptional business, team, and price align—typically one or two new industries per year.

Three-Capability AI Deployment Model

1. Acquire or partner with high-quality businesses that have durable workflows and customer relationships. 2. Build world-class AI technology that can connect models, data, and systems. 3. Execute change management in the field by sitting with employees, identifying pain points, iterating on tools, and embedding them into everyday work.

Threshold Resistance

1. Identify the point where a person must begin an action, such as entering a store or adopting a tool. 2. Find physical, digital, or mental friction that makes starting harder. 3. Remove steps and make the desired action intuitive. 4. Improve the experience until people adopt it voluntarily because it is clearly easier and more valuable.

Notable Quotes

"Talk less, do more."

— Alexander Taubman

"If we have to force someone to use our Nexus platform, then the platform's not good enough."

— Alexander Taubman

"The greatest gift that you can have in a partner is someone who makes you more ambitious."

— Alexander Taubman

"I prefer to steer the boat a little bit every day."

— Alexander Taubman

Action Items

  • 1
    Remove one workflow bottleneck

    Choose one task that repeatedly takes 30 minutes or more. Map its steps, identify the most repetitive portion, and automate or template that portion today while keeping human review for the final output.

  • 2
    Interview your internal customers

    Ask three colleagues which parts of their work feel like manual drudgery and which tools they avoid. Prioritize improvements that eliminate friction in high-frequency work rather than adding features people must be persuaded to use.

  • 3
    Create a prepared-mind list

    Maintain a living list of 10-20 opportunities, industries, skills, or partnerships relevant to your long-term goals. Re-rank it monthly based on what you learn, so you can move quickly when an exceptional opportunity appears.

  • 4
    Apply the threshold-resistance audit

    Take one customer or employee journey and count every click, handoff, form field, or decision required to complete it. Remove or simplify at least one step, then observe whether completion and adoption improve.

Full Transcript

Transcript of From HOA Management to $4B in Revenue & $6.3B Deal for Amex GBT | Alexander Taubman, Long Lake from David Senra. Auto-generated from episode audio; may contain minor errors.

I want to start with the fact that you just bought a public company. You took it private. It's over a hundred years old and you paid, what, six and a half billion for it? Yep. This is Amex Travel. Yeah. Can you tell the story? We announced that we're buying American Express Global Business Travel for $6.3 billion. And you know, it's just an unbelievable business. We've always respected this business. You know, it's a, it's 111 year old company over a century of customer excellence. And it was actually started in 1915 by American Express to help get their traveler's checks customers out of Europe during World War I.

I've been a customer of this business. Most people have, they do, you know, they manage to travel for some of the most iconic customers and businesses in the world, close to half the Fortune 500, a huge percentage of the Global 2000, a lot of the US government and military governments around the world. It's a really remarkable franchise and the opportunity to partner with them, take the company private, invest in growth, invest in technology, and bring AI into the travel experience for millions of travelers per year that they're supporting.

It's a big scale of impact for us to, you know, pursue the Long Lake mission, which is to deploy AI into the real economy and, you know, travels a huge multi-trillion dollar global sector growing better than GDP. And we just think that we can have a massive impact here. So let's, let's step back because me and you have been friends for a long time. Long Lake has always been a company that it's like, if you know, you know, thing where, you know, you guys had basically no public profile, I don't even think you have a LinkedIn or anything.

So no public profile, you, I know everybody involved actively were like not seeking attention. Yet ton of people were starting to copy your, your, your idea. And then I've seen some of their financials and they're just like copying it way worse than you guys are. So like for the people that don't have never heard of Long Lake, explain the thesis and explain why you think right now is the best opportunity to pursue that thesis. We formed the company three years ago with the mission of basically bringing AI into the real economy.

What we saw was incredible revolution happening on the intelligence frontier in, you know, dating back. If you had, if we had talked to each other four years ago after ChatGPT launched, and you told me that four years from now, back then, if you remember, the models were amazing, but they couldn't do addition. And recently, the last couple of weeks, you know, the model solved some of the 10 most difficult, you know, unknown math problems in history and may win a Fields Medal. And if you had told me that that level of frontier intelligence was going to, you know, many people would have thought you were crazy, it couldn't happen that fast.

But a lot of people, and Dworkesh was talking about this recently, you know, you would have thought in that world, everybody would be using AI everywhere, the economy would look totally different, GDP would have doubled or tripled. What we saw is we'd been working a lot with small businesses and in the real economy prior to founding LongLake. That was my history for 10 or 15 years working with founder owned businesses and deploying technology innovations in the real economy is actually really hard. There's tons of legacy systems, tons of legacy data, workflows, change management.

And so being able to deploy these innovations at scale in the economy is actually really hard. And so we saw that with LongLake and the mission of LongLake was really to be, you know, to help pioneer the, you know, bringing those frontier intelligence, innovations and breakthroughs into real businesses and partnering with real American entrepreneurs and important verticals and important businesses where we could help diffuse the technology at scale. We never wanted much publicity. We just want to be known for our work. I think, you know, my chief of staff, Kim, who, you know, she was in a leadership program and the mantra of the leadership program was talk less, do more.

And so that's kind of been, you know, our ethos, we just keep our head down and just focus on executing. It's a lot of work. It's really hard. Hold on. I got to tell you a funny story about that. So I've spent a few times with a lot of people that know, like these European private family dynasties, right? They never had, like there's the companies aren't public, they don't see publicity. Like you just, they're essentially hidden, but they're extremely wealthy. And somebody who told me one of their family mottos was to be, to not be seen.

So like we want to be, but not be seen. I just love that idea. Yeah. Well, I was very inspired, you know, growing up in, in, in Michigan, in the Midwest, like there's some unbelievable entrepreneurs and businesses that have been built that are worth, you know, billions of dollars doing, you know, unsexy things like construction or distribution or whatever you might. And people are very low key. They're totally normal people. You don't, you know, so, so our view is we want to be the best possible partner to those kinds of business owners.

You know, we want to, they've built in many cases, I mean, MXGBT is a great example. So it's an iconic franchise. It predates the invention of the airline. That's the brand, you know, that, that we want to sort of partner with and let them shine. Long Lake is just here to be sort of a deep, long-term permanent capital partner who's going to help you bring AI into the company, make your team members faster, better, smarter, make your customers happier. But say specifically why you think there was such an opportunity even three years ago to bring AI into the real world.

The sort of diffusion problem is a really hard, hard problem. Several years ago, there was this question of like, will intelligence work? And obviously it's worked. And we're seeing that now and to crazy levels and faster. And I'm super AI-pilled, always have. That's why I, you know, left my old job to co-found the company, but it's happened even better and faster than, you know, even I expected. It's no longer a question of does the technology work? Now it's a question of, now the markets are very concerned about how are we going to finance all this?

And, you know, I think the real answer is we need to demonstrate, you know, you can borrow against future cash flows in order to finance this stuff. And people are just running into the trillions of dollars of investment to be able to scale the models to really where we want them to be in 10 or 20 years. In order to finance all of that, you need to see a return in the real economy. So actually one of the things LongLake was formed to do is actually take those frontier innovations, deploy them into really high ROI use cases, taking away toilsome work from our team members, you know, mundane work, data entry, you know, process oriented stuff that really a lot of people don't like to do.

And that taking that away and freeing up human capacity for, you know, more impactful work, dealing with the customers, focusing on growth, that's super high ROI. Focusing on growth is really important. People think, oh, you take some technologists matching with some PE guys. They're going to buy a bunch of existing businesses, gut it, replace all the humans with AI, you know, essentially cut costs. And that's like the value creation. And that's not the thesis of what you guys are actually doing. You actually think that and you're demonstrating that you're increasing revenue growth and you're actually not cutting people.

Yeah, absolutely. So this is like a contrarian take that we had in the beginning as well. We're very positive some, you know, we really believe in this concept of like AI abundance. And if you look throughout history, you know, most innovations that lead to big productivity gains are actually good for the economy, good for wages, good for consumers. And we think this is like, you know, just a sort of like a mega productivity gain. It's going to be good for everybody. And so what we're seeing in our companies and we started in HOA management and we've now bought, I think, 20 something companies in that space.

We've bought close to 40 companies now in total across this travel makes it our fifth service line. And what we're seeing across industries and in our businesses that we've owned for longest like HOA management, what we're seeing is significant job growth. We're actually adding heads because if you think about it, if your people are 50 percent more productive and can handle 50 percent more clients and with better customer service, so you're retaining customers better, you're growing faster, you know, so the people are much more valuable.

Do you want more of them or less? You obviously want more of them. It's like a salesperson. You know, if you have a salesperson with AI that's now doing three X quota, do you want to have like one third the salespeople? No, you obviously want, you know, as many of those people as you can have. And so I think this is all going to be very good for jobs and very good for U.S. GDP and the economy. And that's a big part of our mission as well as basically bringing this positive sum, you know, AI revolution to the economy, 20 trillion plus dollar services economy in the U.S.

and, you know, obviously, you know, millions of people. Wait, so you said you're in five different verticals now? Yeah. What are they? So we started in homeowner association management, which is a actually really big business that people don't pay a lot of attention to. But there's tens of millions of homes managed in association. And so we're providing, you know, now market leading service and one of the fastest growing companies in that space. We then moved into H.R. services, specialty tax, infrastructure services now is a big area for us.

So we have architecture, engineering. We're looking at other sort of businesses in that broader infrastructure space and now I want to tell you about the presenting sponsor of this podcast, RAMP. I have been reading a lot about SpaceX lately. SpaceX is one of the most valuable businesses in the world. And one of the main themes in the history of SpaceX is constantly attacking and questioning your cost. RAMP helps many of the most innovative businesses in the world do exactly that. The median company running on RAMP cuts their expenses by five percent.

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I run my business on RAMP, and you should, too. Go to ramp.com to learn how that can help your business save time, save money, and grow revenue. That is ramp.com. I found one of my all-time favorite quotes when I was reading the book, Zero to One. The quote says, the single most powerful pattern I have noticed is that successful people find value in unexpected places. And they do this by thinking about business from first principles instead of formulas. That is exactly what Apple Oven has done with their advertising platform.

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Other businesses have seen immediate results scale to hundreds of thousands of dollars of spend per day and increase their revenue by millions. So you want to get started quickly before all of your competitors are on Apple Oven. And you can do that by going to appleoven.com. That's appleoven.com. So I hang out with you guys a lot. We have a lot of dinners. I basically drop in on your office every time I'm in New York. I want to talk about the people that you've like pattern matched off of or that have inspired you.

We've talked about some companies in the past too. But people are like, OK, wait, this guy founded a company three years ago. How the hell did he just buy a 110-year-old company for $6.5 billion? We'll talk about your crazy revenue growth, you're obscenely profitable. And I mean obscene, the deepest love. I love obscene profits. What I understand about you, just from being your friend, is that you kind of have like a map of all. How do you think about this? It's like, just say we had Buffett.

You couldn't tell him about an asset, and he'd be like surprised, like, oh, I didn't know I wanted that asset. He's like, no, I kind of like mapped out everything, kind of just waited for the right time, you know, if I could buy that company or could buy that asset. Like I already knew about it, I already studied it. You guys do the same thing, correct? We do. OK, why? And explain this. Yeah, so we want to be doing this for a long time. You know, I'm still relatively young.

I like to think I'm still young. You are. And, you know, our friend Zach tells us we're going to live to 150. So hopefully I could actually be doing this for, you know, at least 50 years, maybe 100 years. So in the fullness of time, you know, we'd really we want we want to bring Long Lake and we want to bring AI to huge swaths of the economy. We're now operating in roughly $3 trillion of the $20 trillion TAM, so-called 15 percent of the economy in the U.S.

and now we're global. And we just want to keep adding to that. So over time, we'd love to be, you know, have a market leading business and platform and many more industries. But, you know, there's moments in time when you can find a great asset with a great team at the right price. And then there's other times where certain industries, you know, are not attractive for long periods of time. And so we take a prepared mind, you know, approach where there's this sort of our top 15 or 20 industries that we think are industry interesting for our strategy at any given time.

We're constantly force ranking those industries based on what we learn, based on how, you know, market dynamics are evolving. And the best way to learn about is look at deals in the space. And so we've built a really powerful sourcing engine where we're seeing four or five thousand deals a year across all these sectors. And we'll literally do, you know, one or two new industries per year. So it's a big, big funnel, very tight filter. And I can talk to you about, you know, how we select industries and assets.

That's literally what I was thinking. I was like, OK, when you're select, I assume this is operating at the founder level that like you guys are the ones selecting, OK, this is the industry, the next industry we're going to to enter, correct? It's more based on opportunities coming our way, you know, to go back to Buffett, like, you know, the better chance of getting a date if you're public and if you're bisexual, public and private, you know, that quote, if you're twice the chance of getting a date.

So we like to kind of keep an open mind. You know, if you if you're open to 20 industries, you're more likely to find a great business and a great team to partner with. We just keep that funnel going all the time. We're constantly looking. And we just when we see something, it's kind of like, you know, when you see it, if there's a great business like MXGBT with high 90s, you know, logo customer logo retention, 100 plus percent kind of dollar retention with tremendous, you know, customer relationships with the best companies in the world built, you know, average of 15 year relationship with their top, you know, a couple hundred customers, deep, deep embedded partnerships where we sort of manage, you know, a mission critical service for all these companies travel.

I mean, it's a small cost and it's mission critical. You don't want to screw it up. We talk about that century of customer trust, but it really means something, especially in travel. You have like thousands of people traveling in the Middle East and a war breaks out or you have like a huge snowstorm in Chicago and your entire team gets stuck in the middle of the night at two in the morning. Like things have to work. Somebody's got to be able to answer the phone and know what to do.

This is an amazing business. You just kind of know when you see it. So it was AMX your first entry into travel? Yeah. Okay. We had been building a thesis in that space for like a year, meaning looking at several other assets. It was on our whiteboard of industries that we thought was really attractive, you know, for reasons I'm happy to go into. Yeah. I want to hear about this. to this business? I think it's going to make the travel experience much more seamless. I think things can be much more personalized, more proactive.

Right now, there are a lot of legacy, messy data issues and systems issues in the travel space. You have these supplier systems and customer systems and distributor systems, and it's a longstanding industry, so over many decades. And so it's kind of complicated, but one thing, as an example, AI is really good at this. Our friend, Scott Wu, obviously, Devin, and things like that, integrating messy systems. And this is what we've built Nexus to do. So Nexus, and our co-founder, Rasmus Wisman, comes from a data, he was the top computer science PhD at Oxford, he won the prize for the best thesis, and he's amazing at building, simplifying complex, messy data structures.

And so Nexus, our AI platform, is built specifically for this use case. And so we think about how do we make this a better experience? Let's not move on, because I know what Nexus is. The person listening might not explain what Nexus is. Yeah, so Nexus is our horizontal AI platform that we've been building across verticals. And so we've been investing, and part of the reason we're in multiple verticals is, I think, scale's increasingly important in an AI world. In general, you're competing for the best talent.

Being able to leverage innovation and building a platform across five, 10, 15 different scaled industries allows you, I think, every single industry we go into, it makes Nexus better. We add additional capabilities. Why does it make it better? So as an example, about 70, 80% of the infrastructure is shared across the verticals, and that's kind of like our, it's our platform where on one side we integrate with all the models, we're model agnostic, and we kind of use different models for different tasks, or even one task might be using several models just to complete one task.

On the other side, you integrate with the data, the workflows, and the different software systems of the business, and you have to build that deep integration. So Nexus sits in the middle. A lot of that intelligent model routing, security, sort of agentic orchestration layer, things like that, that's reusable across all the industries. That last 20 or 30%, which is embedding Nexus into the workflows of the business, mapping the workflows, integrating with these different data sources, that is what takes, it's a very hard technical challenge. It's why you need a world-class AI team to be able to actually use AI in the real world because you have all these systems.

Hold on, this is a really important part, too, because again, I hear other people talk about Long Lake, and I'm like, oh, they don't actually understand what you guys are actually doing. Like, how many different states are your engineers operating in right now? They're not fucking just sitting in New York. Yeah, I mean, we're operating in probably almost every state at this point, and our engineering team will be, you know, I'm guessing 70% of the engineering team, but today is probably sitting with a team member in the field across, you know, 15 or 20 states.

And they're working on that last 20%, correct? Exactly, sitting with our team members, understanding the pain points, what's breaking, what's useful, what's not useful, and iterating. And we, to your point about learning from history's greatest entrepreneurs, like Kelly Johnson, very inspiring on this, you know, the skunk works. Like, you want the engineer sitting in the factory, and that's actually kind of what Longleg gets. There's a book on the counter behind there that's unreleased, and it's all about, like, SpaceX. What's fascinating to me is I just did an episode of Founders on Kelly Johnson, because in the preface of that unreleased book, he talks about, he's like, if you just go back and read Kelly Johnson's, like, 14 points and the way he operated skunk works, it's like, it reads exactly, like, what SpaceX is doing.

His ideas are not new. They're just used over and over again. The other great motto that I love on this point from Danaher, who was a big inspiration to us also, the Rails Brothers, is, their motto was, common sense rigorously applied. And so, that's kind of what we do, too. If you can take some of the world's best AI engineers, and they can sit with your team members, understand the problems, and we can use common sense to fix them, it makes Nexus better. So, Nexus now integrates better with all those various systems, and each different industry needs different things.

So, for example, in HOA management, it turns out a lot of the work is done in email. So, you're taking in emails from homeowners and boards and responding, and they're complex emails. It'll be like, you know, what's going on? We need to find a snow removal company. And so, it's not just a simple response. You actually have to go map out, here's the 10 other communities we manage, here's the five vendors, here's what they charge you, here's how people reviewed them, here's the schedule that you might need to actually send an email to the vendor, get schedules, and then respond.

That email could take 45 minutes, you know, or an hour or longer to actually craft a thoughtful sort of response and proposal. If Nexus has access to all that information and can draft an email for you before you even wake up in the morning, you have a draft in your inbox to respond with an accurate, with a 99% accurate, and then you can just edit it as the manager. So now, instead of spending an hour, you spend five or 10 minutes, you know, putting it in your own voice.

And by the way, the voices are getting better and better now. This is something we're working on. Each of our managers now can have Nexus drafting emails in their own voice. And, you know, so this is like a capability that we built for HOA management, but it's now applicable to every other business. Turns out, pretty much every business works a lot in email. Travel, for example, 55% of travel agent inbound queries from travelers is in email. New bookings, changes, cancellations, it's all in email. So because we solved that problem in HOA management, Nexus is now better, has this tool built in.

It's going to, day one, have a huge impact in MXGBT. And I could give you 10 other examples of this. Has anybody tried to buy Nexus as a separate tool? You know, it's funny, we do, it's, you know, because we haven't been very public, not a lot of people really know about what we're doing, but a lot of our investors have asked us, can we partner to use Nexus? And maybe for them, we would do it. But we've never wanted to sell software. First of all, software obviously is a great business.

We partner with tons of software companies in all these industries and with the labs, et cetera. But the problem with selling software is you don't actually care about what happens in the outcome. So for us, we're very outcomes driven. We want to really actually change the way these businesses operate, change the way these industries actually function. And to do that, you need to be an owner. You need to really be an owner operator. And so taking Nexus, taking the AI breakthroughs that are happening at the frontier, deploying them into the businesses for real outcomes, i.e.

faster growth, better customer experience, better team member experience, being able to pay your team members more because they're more productive. And then ultimately, to your point, shareholder returns. That's what we're focused on. And I think the vertical integration of owning your own platform and deploying it only into your own companies creates a lot of alignment. We've talked a bunch about all these other Founders episodes, and I love that part of your onboarding at Long Lake is listening to specific episodes of Founders, which I think obviously is fucking genius, but I'm biased on that.

But I think this is, because I think, again, especially on the investor side, it's like, oh yeah, let's just sell the software. It's just like, well, it's not a, I go back to Larry Ellison. I've done, I don't know, six episodes on him. And he has this great line about this. He's maybe the best in the world at understanding this. He's like, it's not a software problem, it's a human problem. It's like, you can't, there's no point in me selling something if the way you work doesn't change.

It's like, then I can't build a good business around that. And it's like, okay, so how do you get over the human problem? Well, you own the goddamn company. You control the workflow. It's interesting because a slightly non-obvious thing with this is we don't actually force anyone to use our tools. So owning the company is really valuable, in a lot of ways, but not because we force people to use the tools. That was Larry Ellison's point. You can't force them. If we have to force someone to use our Nexus platform, then the platform's not good enough.

We take an approach of the customer are our team members. And we're now going to have 30,000 team members operating globally across all these sectors. And so- Wait, explain this to me. We're 30,000 people working at- You said your customer are your team members? Yeah, we think of our team members, and we now have 30,000 of them globally, as our customer. And so the whole idea is we want Nexus to be so magical. 30,000 employees. Yeah. That's right, okay. And we- I have to always convert.

I love you, but you're like an East Coast finance guy. And I always have to convert the way you talk. We think of them as partners, design partners, and that's our customer. And so the whole idea is we want it to be so magical that when you introduce the tools to them, it goes viral inside the company. And we've now seen that. And it's happening where as the models get better, as our products get better, and as our deployment playbooks get better, we're seeing the cohorts of adoption going crazy.

Like it used to take us like maybe, I don't know, six months or something to activate a cohort. Now it's like you give them the tools, and in like, you know, days. And wait a minute, hold on. Am I understanding this correctly? So you're targeting these services. So let's say HOA management, right? And let's say I work there, and now I'm using Nexus and all the other tools that you guys are building, right? Because you're elite. And we'll talk about how you got elite technical talent too, right?

My job is now fucking 90% better. That also protects you for retention. 100%. If another HOA service company doesn't have these tools, I'm going to go over there and work 90% more? Yeah, no, you don't want to do that. This is a big part of our vision too, is that we really want to be a talent magnet. We want to be the best place to work in every industry that we operate in. And part of that is if you can build people the best tools, make them more productive so they can make more money and have a better job.

And by the way, we have these amazing quotes now from our team members. They're saying like, I don't feel like I'm working anymore. Because there's so much mental friction that comes from that 30% of work. That's this manual road, responding to emails, data entry, dot, dot, dot, dot, dot. What they want to do is they want to focus on getting more customers. Understanding that, helping the customers more, interacting more with them. There's a lot of fun parts of the job that keep people going. If we can do more of the fun parts, less of the dull parts, they love their job more, they can make more money.

And so then think about having to leave a Long Lake partner company that has these tools and this setup and go to a competitor down the street. You're not going to. It's going to become really powerful. We're already starting to see this. We're obviously only a couple of years in. But if you think forward, and this flywheel then, if you then have the best people in every industry using the best tools, creates a much better customer experience. And then you grow faster, you retain your customers better, you make more money, you can pay your people more.

That's the positive some vision for us of AI deployment is you can really create a better mousetrap in all these industries. Why should you be the one buying these companies? So we'll talk about that in one second. So the way I think about it is you have a ton of experience in finance. What you were just telling me and my partner before we started recording, he blew his mind because he was thinking about the same thing you were thinking about. And you're like, hey, you didn't think about this other part, this missing piece, which we won't talk about.

But that's another example. I've seen you do this a million times. And then with Zach, it's just like he's going to be able to recruit the best technical AI talent in the world. And that's how I see the combination. Everybody's like, I want to do what Longleat does. Yeah, but you're not Alex and you're not Zach. Am I wrong about this? Well, thank you for saying that. We've got an amazing team. We go back a long ways. Zach and I first met at Goldman when he was a summer analyst.

I was an analyst. He introduced me to Rasmus, our co-founder and CTO, who he was at Oxford with at the same time as I mentioned was top student there. The sort of team came together through network. And so the first 20 people, I think, were all from network and people that we knew deeply from both an investment acquisition side as well as applied AI technology. We're growing much faster now. We're closer to 60. I mean, we're still small at Longleat level. We're only about 55, 56 people now.

We'll probably be closer to 100 people by the end of the year. It really is a world-class team. It's, I'd say 90% AI engineers and operations deployment folks. And then 10% sort of acquisitions, M&A finance. But yeah, I do think you need to be able to do three things really world-class to be able to deploy this technology. You need to be able to buy great companies well. So you need a great M&A function. You need to be able to build amazing world-class technology. So you need world-class technology that rivals the labs or some of the best applied AI companies.

And then you need change management operations. Because we were purpose-built and because we started with the big vision of we want to really kind of help change the whole economy, I think we were able to attract much better people. And that's been starting to compound now. And we still, I think 75% of our teams come from referrals, from in-network referrals. So we have a very strong, and it's a very tight filter as you can imagine. I mean, I think this quarter, we hired 3% of applicants basically.

And we saw, I don't know, close to a thousand applicants this quarter. So we have a very tight funnel just like we do for deals. I think one of my biggest learnings is just high bar in everything is really the key. And so high bar in talent, high bar in acquisitions, high bar in technology. And that's kind of what I think you need to make this work. What initially got you interested in finance to begin with? I just loved it. I grew up in a family of entrepreneurs.

My grandfather, who was a big inspiration to me, started a real estate business after World War II. He essentially invented the strip mall. Yeah, the shopping center. Yeah, yeah, yeah, exactly. He didn't actually do strip malls. Well, he did probably earlier in his career, but he eventually did. There's a great book that you gave me about him called Threshold Resistance. And you talked about the idea. Why would it be called Threshold Resistance? Yeah, so the concept, by the way, it's a fun reference. We have it in our office.

But basically, the whole concept of threshold resistance is you want the shopper to be more likely to go into the store. So he was sort of a early pioneer of retail. He just thought he could make things better. And it was actually, that was a big inspiration to me, try to make things better in life. And so one of the ideas was, the threshold is the entrance to the store. And the more you had to step up steps or go down some dark hallway in order to get, and that's how stores used to be designed.

There used to be these big windows with merchandising in them, and you'd have to go through the windows in some dark alley in order to get to the door in the back. Nobody would fucking wanna go in them. So his idea was bring the door to the front, have no threshold, have it be the same, like that over there, you can't see, but that, you wanna walk through that. Because even a step, he broke it down almost like a math equation. Even like half a step up or reduce it by like 20, people coming in by like 20%.

Exactly, he did a lot of really creative things that I can tell you more about is he was very innovative and he always brought this kind of continuous improvement mindset, similar to like the Dan and Her continuous improvement concept. And honestly, it's all a big inspiration for me. You wanna make it so easy and so magical for the shopper to go into the store that they'll go in and spend more money, ultimately, which is good for the store and all that. And actually some of those principles, I think you can apply more generally, like with technology, for example.

We wanna make Nexus so magical and so easy to use that our team members just love it and they can just use it. You want to minimize threshold resistance on AI adoption. This is exactly what you're talking about. It's like, hey, you know, the reason we can have this horizontal AI platform is because 70, 80 percent, it's like every business deals with the same shit. Yes. When you were just talking about this, I just record this crazy episode with Travis Kalanick from Uber. It was fucking crazy set exactly where you are.

And we talked for hours and he was breaking down in like minute detail about even like the every single page you would see at Uber compared to like Lyft. And she's like every single little thing. It's like there's a thousand things I had to optimize that if you're just copying me, you like you copy what you see, but you don't understand the thinking behind it. It's exactly what you're talking about. It's like this guy's just obsessed with shopping malls or shopping centers and realizing that, hey, I'm going to knock six inches off here.

And my bottom line, you know, my profit increases by 25 percent or whatever. By the way, I think it's very much the same with technology and websites and, you know, Amazon that came later and things like that, which is just these little tweaks can really impact behavior. And, you know, just by making things work, both my podcasts like founders has no intro, I just get right fucking to it. And this one has like a six second one. It's like no one wants to sit through that shit.

Yeah, like I want I'm listening to your podcast so I can hear some 30 second melody that you made. Like, no, you just thought I'm just not a concert. Dude, I get right to the point. Yeah, exactly. So I grew up in this family of entrepreneurs and my father and uncle ran that business for 75 years. And so one of the inspiration, we called the business Long Lake because that business was built and lived on Long Lake Road for the last 40 or 50 years in Michigan, where I grew up.

And there's actually a funny story. I dismissively called you an East Coast finance guy, which, you know, I love you and we're friends. I was like, shit, I forgot he's from Michigan. Yeah, I basically just really grew up kind of with a tremendous respect for like the American entrepreneur. And growing up in Michigan, you know, I mentioned earlier, but, you know, all these incredible entrepreneurs in businesses you've never heard of, the people in Michigan in the community, the business community you looked up to, there's no financing there.

There's no tech scene there. It was people that built, you know, these these what people might people on the East Coast might call unsexy businesses. But they're amazing businesses that you've built, you know, over 50 years or 75 years in the case of my family. And these people that built them are extraordinary people. As you know, they're they're classic American founders and, you know, bootstrap their way in, you know, to build what could be a huge business over time that provides an unparalleled service in that market.

Like, you know, we partnered with an architecture business in Minnesota that's built 50 percent of the K through 12 schools in Minnesota over the last 70 years. I mean, they are like the McDonald's of, you know, architecture for schools. And this is why it's such a great country. You can go to any region in the country in any service line and there's someone that spent 100 years obsessing over that product and service. And so growing up, you know, seeing this and around, you know, at the dinner table, meeting some of these people.

And it was very inspiring to me. And so I think part of the reason that I was uniquely interested in this problem and mission was, how do we bring the best of the intelligence revolution and the best engineers in the world to help these sort of iconic, you know, American entrepreneurs across industries, you know, deploy AI into their into their business to make their team members, employees happier, make their customers happier, improve their bottom line. I mean, and grow faster. And by the way, if you do this in enough industries with enough businesses, you're eventually going to add up to really contributing to the economy in a big way.

So I think there's a long term over decades opportunity to make a meaningful contribution. You know, I don't want to overstate our role in the intelligence revolution, but I think actually deploying the technology in the real world, driving real ROI, which, by the way, and I was sort of starting to get this earlier, but by driving real ROI, we're actually generating cash back into the system to scale the models. And so you actually need this flywheel. You need someone. You need distribution. And so part of the mission of Long Lake was your distribution for the labs.

That's hilarious. Yeah, we generate ROI in the real economy on the intelligence to reinvest into scaling the models. That's funny. And someone's got to do this. And by the way, you're seeing the labs start to dabble and deploy codes and things like this. But I think somebody, you know, and many people, it's not going to be one company. You talked about, you know, other people. People often ask me about competition in the space. You know, people trying to do what Long Lake's doing. And I think it's great because I think to actually scale the models, we actually need to deploy this technology at scale, which is going to be, you know, this is this is a big economy.

And by the way, it's a global economy, too. And it's going to happen slowly. Like the technology changes way faster than human nature does. Human behavior does. The bottleneck is changing actually what people do. And there are real hard technical problems. And, you know, like Rasmus and, you know, a bunch of our co-founders like Varun and founding engineers are, you know, Prateek, Taraz. These are some of the best engineers. They all, you know, any one of them could could raise money from a top VC tomorrow to start their own company.

Any one of them could go get offers at, you know, amazing, whether it's the labs or some amazing software company. You need people like that. These are really hard technical problems. And what they would tell you is it's really interesting work because it's it's not easy to figure out how to, you know, take a hundred year old businesses, systems and data and problems that are global with each customer having some different optimization that it needs, like in MXT, for example, and somehow scaling that with Nexus and diffusing AI into that whole stack.

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Deal is trusted by over 40,000 companies and growing fast. Learn how they can help your business by going to deal.com forward slash center. That is deal.com forward slash center. OK, so you're meeting all these entrepreneurs growing up. You grew up in an entrepreneurial family. These are family businesses. When did you start paying attention to finance, though, in that aspect? Yeah, so I knew I was really interested in business and I wanted to learn about, you know, the capital markets. And I started my career at Goldman.

That's where I met one of our co-founders, Zach, who, you know, helped introduce me to Rasmus and sort of all this ended up coming together through that. But when I was at Goldman, I worked in the internal investment unit, which was called Special Situations Group. And it doesn't really exist in the same way because of regulation now. But at the time, it was a very cool group, which I, you know, I can I can talk more about. But I sort of just fell in love with this whole idea of capital allocation.

And I had some really amazing mentors there. And the whole idea of putting resources of the economy into the highest and best use and the whole concept of capitalism, I just kind of fell in love with it and capital allocation across industries. That was one of the beautiful things about SSG at Goldman at the time was the pitch to young people coming out of school was, you know, you can you get to sort of invest right away. You get to it's we invest up and down the capital structure from from debt, you know, down to equity, public and private across all industries.

So I just got tremendous exposure at a young age to all these different types of businesses and ended up, you know, working on some really interesting investments there. Learned a ton by sort of, you know, not just observing, but also like getting to manage risk at a young age, which was which was a very unique young age. Is what early 20s? Yeah, I think I was like 22, 23. OK. And actually, I had a great mentor there who I later partnered with and worked with at Oak Tree, a guy called Patrick McHaney, who empowered me very early, I think, in my first year to basically manage like a couple of hundred million of invested capital.

I mean, he was helping me, of course. And, you know, he gave me a lot of guidance, but he empowered me to like take real risks early in my career. And that was very formative for me. And I realized I just I loved investing. I loved allocating capital and I loved businesses and learning about, you know, how how the world works to me, like understanding how these different businesses work and all these industries is sort of like really understanding how, you know, the economy in America really functions.

And so I love that. The intellectual curiosity of just learning more about how different things work. So then you go to Oak Tree. It's funny, you know, people ask me about Long Lake. I never could have told you at any point in time that I was going to be doing what I'm doing today. But if you think you were going to found your own company or you thought it was going to be a fund, like what do you think it was going to be? I didn't know what I wanted to do.

I was very focused on just continuing to learn and get better and improve my skills. So after Goldman, I went to business school and I actually, you know, what I was going to say is my favorite case was Danaher. I've talked about Danaher. They're a big inspiration for us. The idea of like having that long term compounding model where you have a structural advantage, you can operate the businesses better, you have a better cost of capital and you can have the best people and all that.

And let's come back to Danaher. Yeah, I do. I want to hear about that, Danaher, which you and I have talked about before, but also the other people that you guys look up to and you emulate. But you go to business school. So I went to business school. I ended up interning. This is like I'm just going chronological order, but I ended up interning at a holding company called Lucadia. So I was interested in holding companies. And then I spent some time hanging out with Josh at Thrive.

So basically, I was always interested in technology and holding companies dating back 15 years. None of this clicked for me until much later. So I went to Oaktree after business school. I graduated. I decided I wanted to stick with investing and partnered with the guy I mentioned, Patrick. And we worked directly with Howard Marks and Bruce Karsh, two legends of the investment world to build some new businesses for them. We had started Oaktree's first equity business. We ended up getting involved in some of their credit businesses and helping out with a few things.

And we started several different products there and worked very closely with Howard and Bruce and just had a tremendous amount of fun, learned a lot from them. But the whole time, I knew I was not fully expressing myself. I eventually wanted to start something. But I didn't know what it was. Yeah. As a founder, even if it was going to be a fund or an investment company. Yeah. I think I just knew I wanted to do something, entrepreneur. I wanted to build something. And I wanted to do something on my own.

But I didn't really know what it was. But then when I started really thinking, after I was at Oaktree for almost 10 years, I started really thinking and brainstorming with some of the early co-founders of Long Lake, who we've talked about. And the ChatGPT moment came out, and it just became very obvious to me, this was going to happen. Where was the Taubman Capital? When did that happen in your life? Yeah. When I was at Oaktree, I mentioned my dad and grandfather's business. And I was helping, working with our family to build out Taubman Capital, which is our family investment business, which is all our own money.

And we ended up partnering with, we did a bunch of these deals with investments in founder-owned companies. And we did, I think, close to 50 of them over that decade. So that's where you learned how to buy companies, do you think? Yeah. It was a combination of stuff I learned at Oaktree and stuff I was doing with Taubman Capital. And Oaktree stuff was generally larger companies, public companies. Yeah, but the returns you had at Taubman Capital, you don't like talking about this, but I'll just say it, and we can cut it if you're embarrassed.

But it was something like 70% IR or some shit like that, correct? We had a very good run. But yeah, it was an eye-opening experience for me, because what I realized is, there's some remarkable businesses out there. And just because something is a small or mid-sized business doesn't mean it's a bad business. Actually, I mentioned the business in Minnesota we partnered with that's been building most of the schools in our state for the last 70 years. It's an amazing business. And so my learning was there's some unbelievable entrepreneurs.

Going back to my roots in Michigan, it really resonated with me to be able to partner with some of these folks and help them grow their companies. And so to your point, we had a very successful run in bringing permanent flexible capital, which was our own internal balance sheet, a long-term horizon, being comfortable in it, not just comfortable, very encouraging of investing in growth. We're not focused on short-term quarterly earnings. We're not over-levering the companies like a lot of private equity funds do. We basically are a long-term growth investor in great American businesses, partner with great founders, and we can bring them things that they may not have.

For us, it was helping them get growth resources, helping them get M&A resources, helping them have capital. A lot of folks have built an amazing business, but they've never done an acquisition before. And they may have tons of competitors that they could run the business better than, and we can help them go and consolidate that industry and become a bigger scale player and get the sort of industrial logic of that. And so we had a lot of fun. That was sort of nights and weekends for me over the 10 years.

When I was working at Oak Tree. So that was a very formative experience as well. Long like it all clicked. It turns out I was always passionate about partnering with founders. I was always passionate about technology. Passion about capital allocation. Yeah. And then now you met the right people where you could actually build a unique partnership that very few people can match. Yeah, exactly. I got very lucky, super grateful to have incredible early investors. I think they've really pushed our thinking and level of ambition. And, you know, obviously our mutual friend, Rick, who's an extraordinary investor and been one of our biggest partners.

And Heymont, the general catalyst and Mark. And, you know, it's an amazing group of people. Elad Gill. And, you know, they've basically really pushed my thinking in a big way since the beginning. What Rick tells me about you is that you're unusually receptive to both new ideas and criticism. And a lot of founders obviously, you know, are more like kind of headstrong and, you know, less usually they'll listen, but they're running the ship, you know? Well, that's nice of him to say. I think feedback is a gift.

We want to get better every day. Just like, you know, we want our companies to get better every day. We want our team to get better every day. I want to get better every day. And I have a tremendous amount to learn. That's why I love your podcast. Actually, I learned more from you probably than from almost anyone from your episodes. And that's why I make everybody. I actually do. It's a true thing. Long Lake onboarding includes like half a dozen of your episodes. That's just smart.

OK, so I know you were working on a few deals. You and Zach were working on a few deals together before you found Long Lake. You guys are talking about this thesis for what, six months, a year? Like, how long does it actually take? And then we got to talk about the fucking crazy growth that you've had in the last three years. Yeah. So, yeah, Zach and I, you know, we go way back. We started, you know, at Goldman, as I mentioned, and we'd stayed friends a long time.

And, you know, he's done some amazing things in technology, brought me into. some of those things. And then he was very inspiring on that. And then he was coming into some of our top and capital deals and we did a funny thing where we ended up, we built one of the largest go-kart track companies in America. We partnered with 20 different locally owned go-kart tracks and created a platform. And so Zach invested in that deal with us. And we realized there's some really great businesses out there that people don't spend a lot of time thinking about.

And what if we could bring the world-class technology expertise of some of the companies like Ramp and Cognition and the labs and you could bring some of these, that type of world-class AI team to the main street American businesses and enterprises. And that was the idea. Was it that idea from the very beginning? It was that idea from the very beginning. So from that, the conversation you guys start having about this to, shit, we're going to start the company, to it's founded is, what's the time from there?

I think it was like nine months from the first conversation until we actually incorporated the company. I was still at Oak Tree at the time. So we were spending a lot of time thinking about it, meeting some of the early engineers who ended up joining us. And I think the thing that got me really excited was when I started to talk about this idea with engineers, it was, there was a lot of palpable excitement. People were really excited to work on the project. I knew we could build an extraordinary team.

Being able to build the right team at the right time to go and do this was a unique opportunity. I was very bullish on the company and very excited, but I think we just continue to get more and more excited about what's ahead. Our bar for what we want to build and what we want to do keeps going up every day. I've been there from like, I think day one. But this is like, when I heard about the Amex deal, I'm like, why am I not thinking?

I know these are my friends. I'm not even thinking, I didn't even think it was a possibility that you would do a $6 billion acquisition. I was like, damn, these guys are really good. Our vision is really big. I mean, it sounded kind of crazy when we were a couple of years ago when we were saying, you know, we want to deploy. It's not just your vision. Like, the way you guys are executing is even better now. Like, you're getting better. You guys are getting, you're already super impressive, but you are literally getting better.

Yeah, I do think we're getting much better. This is partly why I value feedback from some of our smart friends and some of our investors is, we want to get better every day. And I do think it's true. Can we talk about the story? You guys were thinking about like a few acquisitions, and we don't need to talk about the prices or whatever. It was just like, well, we could do this one over here, or we do this one, or we do this one. And you told me the story, and Rick's like, why not do them all?

Exactly. Sometimes we like to say, you know, I think the greatest gift that you can have in a partner is someone who makes you more ambitious. And I think our partners today really make us more ambitious. And when we started the company, we talked a lot about how, you know, if we do this right, we can really help change a lot of industries and change the economy. And it sounded kind of lofty, but now that we're operating in 15% of the services TAM, and, you know, with tens of thousands of team members, you know, it's starting to feel like it's coming alive.

And so I think that's really exciting, which means we're able to, you know, it's much, I remember in the beginning, like convincing some of our earliest, you know, founding partners to leave their, you know, sexy jobs in technology. Like I was like talking to people's parents about why they should like drop out of school and come work on Long Lake and stuff like that. And it was like, you know, it was like a long process because I had to like explain all of this and, you know, but now it's getting much, much easier.

So people have seen what we're doing. They're inspired by it. They want to join and be part of the mission. And so I think the team's getting better and better every day. Like our rule is the incremental hire has to make us better, make the, raise the average. And we've been able to do that, which is really extraordinary. And so team's getting better. We're getting much more experience. We've now bought close to 40 companies across five industries. Like we've built a process, we built a playbook.

We have the Nexus platform, which we can redeploy. So our ability to drive impact is better. Our team is getting better, you know? And so I do think our ambition level of like, if it's not Long Lake that buys MXGBT, like who should it be? It should be us. That's kind of how we think about it. And frankly, you know, we're thinking there could be other big things we can do. We're not going to stop, obviously. We want to keep doing this for the next 50 years.

Give us some details about the size of the business today. We haven't disclosed, you know, valuations yet, but I don't need to, you'll get the first exclusive at some point. But we, you know, I can tell you that including, you know, MXGBT is a big business and the scale of our other businesses is also compounding and getting meaningful. And so, you know, if you combine, you know, we're expecting to do over 4 billion of revenue next year. You know, it's amazing revenue base. It's very stable, you know, a hundred percent dollar retention type business.

You know, I mentioned, you know, we have a lot of employees now globally, and, you know, we're very profitable as you highlighted because our strategy is to buy established profitable businesses that already are making 20, 25% plus, you know, EBITDA margins. And so our view is, you know, we actually never need to raise capital again, which is nice. You know, we're going to be generating enough cashflow on our existing assets that we could compound, you know, just on internal reinvestment for decades to come. Yeah, we have a line of people at the door.

We've had tremendous support and interest from investors to help inspire us to do bigger and bigger things. I mean, one of the nice things about being able to access, you know, access capital is it, you know, it allows us to think bigger and move faster. And I was at dinner last night with Rick and Zach and, you know, your main partners. And they made the good point where, you know, a lot of founders fuck up because they optimize for valuation. And, you know, Zach and Rick made the point.

It's just like, well, if we're going to be working together for 20 years, like you should be, this is a long-term partnership. Like you can't just, it's not a bidding contest. It's just like, who can you work with? And who actually, to your point, like now that you get along with, you actually want to do life with, because we're all going to have more money we could spend anyways. So it's like, who do you get to spend your time with? Like, doesn't, shouldn't that matter? And then the second part of that is like, are they actually helping you on your mission and increasing the size of your ambition?

No, I, listen, I a hundred percent agree. I think it's about having the right partners. And so like, you know, I mentioned kind of growing up and, you know, in our, in our family in the real estate business, my father and grandfather had partners for 50 years and some of their real estate deals. And so being a partner was like almost higher than being family. It was like someone that you treat with like the highest respect. You guys are loyal guys. This is what I like about you.

You know what I mean? Like there's an army, like you're, you're fucking way too humble and you're always going to be like that. So nothing I'm going to tell you today is going to change that. But like, there's an army of people trying to put more money into your company that would probably, you'd get obscene terms. And it's just like, yeah, but I like these guys. These are my already existing partners. My version of this is like every fucking company comes and it's like, do what you, what you have with ramp.

We want that and we'll pay double. And I'm like, you think this is like a bidding thing? It's like, these are like some of my closest friends. They're the easiest people to work with. Like fucking, they backed me and they did the, what at the time was the biggest deal in business podcasts is the partnership we had. This is like, just because they had intuition that this is fucking valuable. You think I'm going to exchange and destroy that fucking relationship for money? Yeah. Come on. Exactly.

I agree. I mean, it's one of the things we're super grateful for. When we first met with, with Heymont about this and he was our, you know, GC led our first round of outside capital, gave us our first a hundred million bucks basically when, you know, that was, that was, you know remember this was three or four years ago. That was a lot of money back then. And, you know, and by the way they've given us a lot more since then and been incredible partners, you know from day one, they got the thesis.

They believed in us almost in a way but before we even believed in ourselves and that's such a gift that we'll always be grateful for. And, you know, I just want to keep working with these guys you know, our, our investors that we have. And obviously we like bringing more people into the mix and there's been some extraordinary people that have come in recently, like many great people that you know. And so we want to keep building that. I do think like continuing to kind of expand our our world a little bit is very valuable.

Each time new people come in, they add a lot of value to our thinking and all that. But yes, it's, it's about much more than capital. It's, it's really about how do they help us execute? And the biggest way they help us execute is by believing in us and, you know inspiring us to, to move faster and think bigger. Does Long Life have to be public? It doesn't have to be public. No, but I think the maximally ambitious path is to is to be public. Why, why is that maximally ambitious?

Because, because I think we'll have ultimately deeper and lower cost of capital, lower cost capital. And, and, and just, you know public markets are the biggest stage in terms of deepest pools of capital. And I do believe, and one of the things about some of the great holding companies and, you know people like Henry, Henry Singleton and others and John Malone, they've all proven this over time is that if you execute over a long period of time you earn a currency that trades at a lower cost capital.

And then that allows you to do even more ambitious things. And so by getting, you know access to that over time, we can think even way bigger. So I think there's some, you know potentially to scale our impact to even larger and larger businesses and industries, you know, over time I think having that currency will be very valuable. What else did you learn from Singleton? You and I have talked about Teledyne a bunch. Yeah, I mean, he's probably like of all the holding companies one of the people that's inspired us the most.

I mean, first of all, he was a math genius. He was on the Putnam team at MIT. He was an office of special services. I mean, you did, you know, you sent me the book I think, Distant Forest, which is a great book. One thing that people don't understand is Singleton compounded his earnings per share like over 40% a year for 20, 25 years, you know, people and Buffett always called him the best capital allocator in America and the best operator. And he was very kind of under the radar.

The biggest learning from him, I think is he used to say, stay flexible. His mantra was, he didn't like detailed strategic plans. He preferred to stay flexible. He says, I prefer to steer the boat a little bit every day. It's a great quote. It was subject to all these outside forces and nobody's smart enough to predict them. So you just need to come in and steer the boat every day. And so I think that's part of our whole philosophy of staying open to different industries, the, you know the flexible capital allocation mantra of, you know for example, we never would have said when we started the company that we wanted to do travel.

It wasn't, it just wasn't something I'd thought about. We eventually built a thesis on it but that was because we had an open mind. And now we're doing, I think it's one of the most exciting deals we've ever done. I mean, it's like a unbelievable iconic business with a reputation for, you know, you know gold-plated customer excellence with one of the best you know, AI opportunities to improve the service at a pretty reasonable multiple actually when you look at it. And had we not kept an open mind and stayed flexible about industries we never would have looked at it.

You know, I think that's a very inspirational principle to us that we try to embody. What about Jamal, anything from him? Yeah, I mean, he was amazing. I was studying him at Oak Tree and actually we invested in a number of his stocks over the years. I think just creativity on structuring and creativity on financing and things like that. He was kind of, you know, top of his class. And another thing, you know, I read in Cable Cowboy that he liked, he was a very first principles thinker which, you know, he would do like ask why five times get to the root cause.

Like he was a big root cause thinker. And that's something we try to also embody in our investment process, now capital allocation process. We want to always understand why is business good business? Because we do plan on, you know, you talked about permanent capital. We want to be doing this for decades. And so it's actually very hard to think out 20, 30 years on what's going to still be a great business, especially now. Yeah, especially now. So first principles thinking about why a business is going to be great post AGI is really important.

It's maybe the most important thing in capital allocation right now. And I think stock selection, it's like a, they used to say it's a stock picker's market, meaning there's going to be winners and losers, a lot of dispersion. I think there's going to be a lot of dispersion in the next 20 years between the best assets and mediocre assets in terms of, you know, a post AGI, you think about how industries are going to shift, the gains of the winners is going to be even more extreme in a post AGI world.

So what do you mean? Yeah, I think there's just going to be a lot of dispersion. I think the gains to the winners is going to be extraordinary and businesses that, you know, are well positioned, that are high quality services, that are going to preserve their place in the ecosystem and expand it, which we think our businesses all fit that mold, you know, can become orders of magnitude more valuable. But businesses that are lower quality, easier to disintermediate, aren't providing a sort of a enduring value added service and really are more of like a tax.

Some of those are just going to go away. And that's good for the economy, by the way. Less friction is good. But I think thinking through businesses holistically and sort of thinking about what makes a business sustainable or not, enduring or not. Have you guys bought any businesses that were weaker than you expected? I mean, have you sold any of them or no? No, we've never sold anything and we don't plan to ever sell anything. You never say never. Yeah, of course. It's more about are we adding value to the business?

Is it a business that Long Lake should be in? I think that's the bigger question. You know, if you're going to invest all this time and energy to get into a great business with a great team, you know, build that partnership, deploy tech, build, you know, Nexus to deploy into that space, create the best technology in the space, the best people, the best team in the space, and then you're going to sell? You want to let it compound for a long period of time. So wait, I just had a thought, and I don't even know the answer to this question.

You guys are acquiring businesses. Have you guys had any acquisition offers for Long Lake itself? Everybody knows we're not a seller, so we haven't really entertained or had any of those conversations. My plan is this is what I want to be doing forever. Okay, I'm on a run right now. So Torsen, there's a bunch of these episodes that aren't even out. Torsen from housing, he sat in the same chair and he's just like, he's legitimately mission-driven. He's just like, I'm building a great European defense company because he's already rich.

Like, he's rich when he started the company. And he's just like, you know, because like Europe has to be able to protect itself. So this is like, this is a mission-driven company. He's like, we're not for sale for any price. You know, Scott, woo, I've pushed him on this a lot because billions are getting thrown at that guy's face. And he's just like, nope, not doing it. He has this great line. He's like, oh, we'd sell if it was the maximally ambitious thing to do, which is obviously a great line.

Yeah, it's a great line, which is obviously his way of saying no. I'm even going to tell you some of the conversations I've had with him on the phone, which I was like, I can't put this in the podcast because he's like, you know, definitely like friendly UI, but conqueror spirit underneath that friendly UI. And then I just talked to Zach Dell. And I was like, is this the last business? Because what I love about Kareem and Eric from Ramp, I asked them both the question, like, this is our last business.

It's not like I'm going to fucking sell this and start another company. Like, this is it. This is the last one. And Zach Dell had the funniest thing. Because, you know, he wants to build something like you said, relatively young. He's like, I want to work on this for 50 years and go see how far I can take this thing. And he goes, and do you think I'm doing this for a paycheck? And he's like, thinking about my background, I was like, yeah, good point. You're not doing it for a paycheck.

So what would be the point of selling it again for more money that you're never gonna spend anyways? So I just love this idea. But we never close the loop on your maximum ambition, which is like you guys could be building a trillion dollar company. I think we can, yeah. If you just think about the power of compounding, and this is one of the reasons that long-term thinking and not being a seller is so valuable, is that it's amazing if you just kind of can keep getting a little bit better every year, how that can add up to, well, then you're tripling the value of these businesses every five years, and if you just keep doing that for 20 years, you're a trillion dollar company.

I'm not trying to make that sound easy. That's really hard, to keep executing that way over a long period of time, over decades, and avoid mistakes, and continue to retain the best talent, best technology talent in the world, and deliver the best customer service, customer excellence in the world across these service lines. That's really hard to do. But if you do it for long enough, the pie here is just extraordinarily big. We're talking about the whole economy, basically. This is the largest TAM imaginable. And so if we can just keep executing and doing what we're doing for a long enough period of time, I think the potential is pretty, is staggering.

Well, I have to say, as somebody that's been there, been able to see this from almost the very beginning, I remember when the first time Long Lake got name-dropped on a podcast, and people were like, oh no, because it was something relatively stealth, even though you guys were killing and buying everything and doing everything, for you to now, I know for a fact and firsthand knowledge that one of the 10 best entrepreneurs in the world, you got their attention when you did the Amex deal. And they were like, hey, what's going on with Long Lake?

And how do I get involved in this? So just as a friend and a fan, it's been wonderful to see you, man. And I really appreciate you trusting me with coming out and telling the history of Long Lake today. Thank you so much. Honored to be here. Yep. I hope you enjoyed this episode. Please remember to subscribe wherever you're listening, and leave a review. And make sure you listen to my other podcast founders. For almost a decade, I have obsessively read over 400 biographies of history's greatest entrepreneurs, searching for ideas that you can use in your work.

Most of the guests you hear on this show first found me through founders.