David Senra - Bringing AI to the Real Economy | Alexander Taubman
Episode Date: September 30, 2026Alexander Taubman is the co-founder and CEO of Long Lake, a company that buys established service businesses and uses AI to improve how they operate. He explains Long Lake’s $6.3 billion deal for Am...erican Express Global Business Travel, why deploying AI in the real economy is difficult and why he sees productivity gains creating more jobs as businesses grow. Alex describes how Nexus, Long Lake’s AI platform, connects models to business data and workflows, why its engineers work alongside employees in the field and why he wants to own businesses rather than sell software. He shares how his grandfather’s idea of “threshold resistance” applies to AI adoption, what he learned at Goldman Sachs and Oaktree and how investing in founder-owned businesses through Taubman Capital prepared him to build Long Lake. Alex also discusses the influence of Danaher, Henry Singleton and John Malone, why he values partners who make him more ambitious and why Long Lake plans to hold its businesses for decades. Including Amex GBT, he expects more than $4 billion in combined revenue the following year and explains why he believes long-term compounding could eventually build a trillion-dollar company. Show notes: https://www.davidsenra.com/episode/alexander-taubman Made possible by Ramp: https://ramp.com AppLovin: https://applovin.com/senra Deel: https://deel.com/senra Chapters (00:00:00) The $6.3 billion Amex GBT deal (00:01:21) Bringing AI to the real economy (00:06:17) Why greater productivity can mean more jobs (00:11:29) A prepared mind and a tight acquisition filter (00:16:01) Nexus and the AI platform behind Long Lake (00:17:32) Put the engineers where the work happens (00:20:36) Why own the businesses instead of selling software? (00:22:28) Build tools people want to use (00:25:24) A high bar for talent, acquisitions and technology (00:28:03) What his grandfather taught him about removing friction (00:36:40) Learning capital allocation at Goldman Sachs and Oaktree (00:41:01) Buying founder-owned businesses with permanent capital (00:44:35) How the Long Lake team came together (00:47:26) The best partners make you more ambitious (00:49:28) More than $4 billion in projected revenue (00:53:32) Why going public could expand Long Lake’s ambition (00:54:23) Henry Singleton and staying flexible (00:55:57) John Malone and the businesses that will endure (00:57:57) Why Long Lake doesn’t plan to sell (01:00:13) Could Long Lake become a trillion-dollar company? Learn more about your ad choices. Visit megaphone.fm/adchoices
Transcript
Discussion (0)
I want to start with the fact that you just bought a public company.
You took it private.
It's over 100 years old, and you paid, what, $6.5 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 111-year-old company over a century of customer excellence.
And it was actually started in 1915 by American Express to help get their business.
travelers 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 U.S. 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 pursue the Long Lake mission, which is to deploy
AI into the real economy.
And 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 step back because me and you've 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.
True.
So no public profile, I know everybody involved actively were not seeking attention,
yet a ton of people were starting to copy your idea.
And then I've seen some of their financials
and they're just copying it way worse than you guys are.
So 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,
dating back.
If we had talked to each other four years ago after Chat Chupit launch,
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,
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 on Dorcasch 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 Long Lake, that was my history for 10 or 15 years working with founder
on 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 Long Lake, and the mission of Long Lake 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 would 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, 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 mottoes was to be, to not be seen.
So like we want to be, but not be seen.
I just love that idea.
Yeah, I think, look, I was very inspired, you know, growing up 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 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.
It's a iconic franchise.
It predates the invention of the airline.
That's the brand, you know, 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 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 Long Lake was formed to do is actually take those frontier innovations, deploy them into really,
to really high ROI use cases,
taking away toilsome work from our team members,
mundane work, data entry, process-oriented stuff
that really a lot of people don't like to do.
And taking that away and freeing up human capacity
for 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.
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 game
that's gonna 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 HR 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% more productive and can handle 50% 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.
So I think this is all going to be very good for jobs and very good for US GDP and the economy.
And that's a big part of our mission as well.
It's 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, you know, don't pay
a lot of attention to, but there's tens of millions of homes managed in an 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 HR 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
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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.
I know we've talked about some companies in the past too.
But people are like, okay, wait,
this guy founded the 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 it's, like, you kind of
have like a map of all, how do you think about this?
It's like, just say when you that 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.
Okay, 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 to bring Long Lake and we want to bring AI to huge swats of the economy.
We're now operating in, you know, roughly $3 trillion of the $20 trillion tam, so called 15% 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 in 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 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, okay, when you're so like, I assume this is that.
operating at the founder level, that like, you guys are the ones selecting, okay, this is the
industry, the next industry we're going 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 a chance of getting a date.
So we like to kind of keep an open mind.
You know, 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 it when you see it.
If there's a great business like MXDBT with high 90s,
you know,
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 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, right?
If 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 and 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, wait, 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,
for reasons I'm happy to go into.
Yeah, I want to hear about this.
What do you think AI is going to do
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.
You know, right now there are a lot of legacy,
messy data issues
and, you know, systems issues
in the travel space.
You have like these, you know, 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.
It's like, you know, our friend Scott Wu, obviously, like, you know, Devin and things like that, integrating messy systems.
And this is what we've built Nexus to do.
So Nexus and, you know, our co-founder, Rasmus Visman comes from, like, a data.
It was just like with, what's the top, you know, computer science PhD at Oxford?
He won the prize for the best thesis.
And he's like amazing at building, simplifying complex, you know, 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.
Yeah.
So Nexus is our horizontal AI platform that we've been building.
you know, across verticals.
And so we've been investing.
And part of the reason we're in multiple verticals is I think scales, you know,
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, you know, 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 percent of the infrastructure is shared,
across the verticals, and that's kind of like our, you know, 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, you know, 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,
you know, intelligent model routing, security, you know, 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, like,
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 your way.
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%.
Exactly.
Sitting with our team members,
understanding the pain points,
what's breaking, what's useful, what's not useful, and iterating.
And we, you know, we, to your point about learning from greatest histories,
his history's greatest entrepreneurs,
is 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 long like it is.
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 reads exactly like what SpaceX is doing.
These ideas are not new.
Yeah, 100%.
Yeah, 100%.
The other great motto that I love is on this point is from Danaher, who's big inspiration
to us also, the Rails Brothers, is their motto was common sense rigorously applied.
Yeah, it's excellent.
And so if you, 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 ten 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 to 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 H.W.A. Management, but is 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 an email. New bookings, changes,
cancellations. It's all an email. So because we solved that problem in H.W. 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.
Anybody tried to buy Nexus as a separate tool?
You know, it's funny.
We do, 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, 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.
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 in Long Lake is listening 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 like 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 like Larry Ellison.
I've done like, I don't know, six episodes on him.
And he has this great line about this.
You know, 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, like, there's no point of me selling something if your work,
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 forced people to use the tools.
That was the Larry Ellis'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 our, the customer are our team members.
And we're now going to have 30,000 team members
operating globally across all these sectors.
Wait, say this to me?
We're 30,000 people working at.
You said your customer or your team members?
Yeah, we think of our team members,
and we now have 30,000 them globally as our customer.
And so the whole idea is we want Nexus to be so magical,
30,000 employees in the business of the general.
That's right.
Okay.
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, you know, 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 each, we are, 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,
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 on all the other tools that you guys are building, right?
Because you'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%. Because like another H-
service company, it 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 want,
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, you know, this manual road responding to emails, data entry, dot, da, da, da, da.
What they want to do is they want to focus on getting more customers,
understanding that, you know, helping the customers more, interacting more with them.
You know, there's a lot of fun parts of the job that keep people going.
If you can do more of the fun parts, less of the, 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 like, you know, 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 of, 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?
companies, right?
So we'll talk about that in one second.
So the way I think about it is, like, you have a ton of experience, right, in finance,
what you were just telling me and my partner before we started recording.
It's just like, he blew his mind because he didn't even, 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 want to 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 that, like, everybody's like, I want to do a lot
Long Lake 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, you know, I mentioned was
top student there. The sort of team came together through network. And so, you know,
the first 20 people, I think, were all from, like, you know, 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 Long Lake 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, you know, 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 help change
the whole economy, I think we were able to attract
you know, much better people. And that's been, you know, that's been starting to compound now.
And, you know, 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, you know, we hired 3% of applicants, basically. And we saw, I don't know,
close to 1,000 applicants this quarter. So we have a very tight funnel, just like we do for deals.
And, you know, I think one of my biggest learnings and is just high bar and 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 big inspiration for 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.
Yeah.
Can you talk about the idea?
Why would it be called Threshold Resistance?
Yeah.
So the concept, by the way, it's a, you know, 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, you know, 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 big, you know, with merchandising in them.
And you'd have to go through the windows in some like dark alley in order to get to the door in the back.
Nobody fucking want to go in them.
So his idea was bring the door to the front, have no, have no threshold, have it be the same, you know, like that over there.
You can't see.
But that, you want to walk through that.
Because even a step, he broke it out almost like a math equation.
Even like half a step up or reduce it by like 20 people coming by like 20%.
Exactly.
He did a lot of really creative things that I can tell you more about it.
He was very innovative and he always brought this kind of continuous improvement mindset,
similar to like the Dan or her continuous improvement concept.
And honestly, it's all a big inspiration for me.
You want to 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, like I think you can apply more generally.
Like with technology, for example,
want to 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, seven, 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 recorded this crazy episode with
Travis Kalanick from Uber. It was fucking crazy, sat exactly where you are. And we talk for hours.
And he was breaking down in like my new detail about even like the, every single page you would
see at Uber compared to like,
lift and just 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're like, you copy what you see, but you don't
understand the thinking behind it.
It's exactly what we'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% 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 was just these little tweaks can really
impact behavior.
And, you know, just by making things better.
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're just not, I'm just not a concert, dude.
Like, 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 know I dismissively called you an East Coast finance guy,
which you know I love you when 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 and the community,
the business community you looked up to,
there's no financing there.
There was no tech scene there.
It was people that built,
you know, these, what, you know, 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, bootstrapped 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% of the K-12 schools in Minnesota 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 and 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,
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.
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 some, you need distribution.
And so part of the mission of Long Lake was...
Oh, 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 deploycos 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, you know, 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 model,
We actually need to deploy this technology at scale, which is going to be, you know, this is a big economy.
And by the way, it's a global economy, too.
And it's going to happen slowly.
Very slowly.
The technology changes way faster than human nature does and 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 Varroon and founding engineers are, you know, Pertique.
These are some of the best engineers.
They all, you know, any one of them could raise money from a top VC tomorrow.
to start their own company.
Any one of them could go get offers at 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 not easy to figure out how to take 100-year-old businesses' systems
and data and problems that are global
with each customer having some different optimization
that it needs, like in MXDBT, for example,
and somehow scaling that.
with Nexus and diffusing AI into that whole stack.
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by going to deal.com forward slash Senra. That is deal.com forward slash Senra. Okay, so you're meeting
all these entrepreneurs growing up. You grew up in an entrepreneur family. These are family
businesses. When did you start paying attention to finance, though, in that aspect of it? Yeah.
So I knew I was really interested in business and I wanted to learn about, you know, capital markets.
I started my career at Goldman.
That's where I met one of our co-founder, Zach, who 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 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
in 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 get to sort of invest right away.
You get to, we invest up and down the capital structure
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 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 a very unique risk.
Young age is what? Early 20s?
Yeah, I think I was like 22, 23.
Okay.
And actually I had a great mentor there who I later partnered with
and worked with at Oak Tree,
guy called Patrick McKaney, 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 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 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, wait, 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.
Did you think you were going to found your own company, or you thought it was going to be a fund?
Like, what did 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 Dan O'Hur.
I've talked about Danaher.
They're 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 can have a better cost of capital,
and you can have the best people and all that.
Hold on.
Let's come back to Dan Here.
I do, I want to hear about that.
Dan Here, 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 Oak Tree 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
kind of some new businesses for them. We had started Oak Tree's first equity business. We ended up
getting involved in some of their credit businesses and helping out with a few things and doing, you know,
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 sort of
fully expressing myself. I eventually wanted to start something, but I didn't know where 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, you know, do something on my own. But I didn't really know what it was,
but then, you know, when I started really thinking, I, after I was at Oak Tree for almost 10 years,
I started really thinking and, you know, brainstorming with some of the early co-founders
of Long Lake, who we've talked about. And, you know, the chat GPT moment came out and it just
became very obvious to me. Like, this was going to be a thing. But wait, where was the Tobman Capital?
When did that happen in your life? Yeah. So when I was at Oak Tree, you know, I mentioned, you know,
my dad and grandfather's business.
And I was helping working with our family to build out Tobin Capital, which is our kind
of family investment business, which is all our own money.
And we ended up partnering with, you know, 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 Oak Tree and stuff I was doing with
Tobman Capital.
And Oak Tree stuff was generally larger companies, public companies.
Yeah, but the returns you had at Tobin 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.
We had a very good run.
But, yeah, it was an eye-opening experience for me
because what I realized is we, you know,
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 that business in Minnesota we partner with
that's been building most of the schools
in our state for the last like 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, you know, to your point, we had a very successful run in bringing sort of permanent,
flexible capital, which was our own internal balance sheet, a long-term horizon,
being comfortable and not just comfortable, very encouraging of investing in growth.
We don't, you know, we're not focused on short-term quarterly earnings.
We're not over-levering the companies, you know, 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. Like, 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'd 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, you know, when I was working at Oak Tree.
So that was very formative experience as well.
Long Lake, it all clicked.
You know, it turns out I was always passionate about, you know, 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.
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 Haymonte at General Catalyst and Mark.
And, you know, it's an amazing group of people,
Elad Gill, and, you know,
they basically really pushed my thinking
in a big way since the beginning.
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's 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 it's why i love your podcast
actually i learn you know more from you probably than from from almost anyone from your episodes
and that's why i make everybody i actually do it's a true thing i know that's long like onboarding
includes like half a dozen of your episodes.
That's just smart.
Okay, so I know you were working on a few deals.
You and Zach were working 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've 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.
That's an understanding.
And then he was very inspiring on that.
And then he was coming into some of our top in capital deals.
And, you know, buying, we did a funny thing where we ended up like, we built one of the
largest go-car track companies in America.
We bought, we partnered with, you know, 20 different locally owned go-car tracks and
created a platform.
And so Zach invested in that deal with us.
And, you know, we realize, you know, 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, you know, some of the companies like, you know, ramp and cognition in the labs?
And you could bring some of these, that type of world-class AI team to, you know, 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 its 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,
you know, excited about what's ahead.
You know, our bar for what we want to build
and what we want to do keeps going up every day.
Dude, 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?
Like, I know these are my friends.
I'm not even thinking, like,
I didn't even think it was a possibility
that you would do a $6 billion acquisition.
and 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 wanted 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 were 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 have 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 you 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, you know, 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 sexy jobs and 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 a long process because I had to like explain
all of this and you know, but now it's getting 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,
raise the average.
And we've been able to do that.
which is really extraordinary.
And so teams 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.
And so I do think our ambition level of like, if it's not long like that buys
MXGBT, like who should it be?
Like, 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.
We 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's 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, $100,000 return.
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, EBIT of margins.
And so our view is, you know, we actually never need to raise capital again, which is nice.
We can, you know, we're going to be generating enough cash flow on our existing assets that we
could compound, you know, just on internal reinvestment for decades to come.
Yeah, we have a lot.
of people out 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, it's, 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, 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 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?
Yeah.
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 can 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, listen, I 100% 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 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 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 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 at the time was the biggest deal in business podcast,
that 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 Haymond about this, and he was our, you know,
GC led our first round of outside capital, gave us our first 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, 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 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 world a little bit is very valuable. Each time new people come in,
they add a lot of, they add a lot of value to our thinking and all that. But yes, it's about much more
than capital. It's really about how do they help us execute and the biggest way they help us
execute by believing in us and, you know, inspiring us 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 be public. Why? Why is that maximum ambitious? Because I think we'll have ultimately
deeper and lower cost of capital, lower cost capital 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 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 of 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, Dist in Forced, which is great
book.
One thing that people don't understand is Singleton compounded his earnings for share.
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.
Yes.
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 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 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 an unbelievable
iconic business with a reputation for, you know, gold-plated customer excellence with one of
the best, you know, AI opportunities to improve the service at a pretty reasonable, uh, multidis
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 Jamalong? Anything from him? Yeah, I mean, he was
amazing. I was studying him at Oaktree, and actually we invested in a number of his stocks over the years.
You know, I think just creativity on structuring and, and creativity on financing and things like
that, he was kind of, you know, top of his, 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, he would do, like, ask, 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, you know, in our investment process,
now capital allocation process. We want to always understand why is a business good business.
Because we do plan on, you know, you talk 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, stock, it's like a, they used to say it's a
stock pickers market, meaning there's going to be winners and losers. There's 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 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.
Is that what 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.
Yeah.
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 sort of an 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?
Have you sold any of them or no?
No.
We've never sold anything.
And we don't plan to ever sell.
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 not, 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.
Like that, you want to let it compound for a long period of time.
I just had a thought, and I don't even know the answer to this question.
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 Torson, there's a bunch of these episodes aren't even out. Torson 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, when 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.
There's a mission-driven company.
He's like, we're not for sale for any price.
You know, Scott Wu, I push him on this a lot
because billions are getting thrown to that guy's face.
And he's 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...
It's 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 we...
I was like, I can't put this in the podcast
because he's, like, you know, definitely, like, friendly UI,
but conquer 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 Dale had the funniest thing because, you know,
he wants to build something like you said.
He's 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?
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 being, you know,
selling it again for more money that you're never going to spend anyway?
So I just love this idea.
But we never close the loop on your maximum ambition,
which is like you guys can 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, you know,
kind of can keep getting a little bit better every year,
how that can add up to,
well, then you're, you know,
tripling the value of these businesses every five years.
And if you just keep doing that for 20 years,
you know, 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, you know, avoid mistakes and continue to retain the best talent, best technology talent in the world and, you know, 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, you know, the pie here is just extraordinarily big.
We're talking about the whole economy, basically.
This is like 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, you know, the potential is pretty, uh, is staggering.
Well, I have to say, as somebody that's been there, like, been able to see this from, you know,
almost the very beginning, I remember when the first time Long Lake got name dropped on a
podcast and people were like, oh, no, like, you know, because it was something relatively stealth,
even though you guys were killing and buying everything and doing, you know, doing everything,
for you know, I know for a fact and firsthand knowledge that one of the 10 best entrepreneurs
in the world, like, you got their attention when you did the Amex deal. And they're 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 trust in 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.
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And make sure you listen to my other podcast founders.
For almost a decade,
I've obsessively read over 400 biographies
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searching for ideas that you can use in your work.
Most of the guests you hear on this show,
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