Gabe Stengel - Building Investing Superintelligence
64m 24s
AI is rapidly transforming finance, particularly in complex, human-centric domains like private markets and investment banking. Platforms like Ramp and Rogo are enabling businesses to streamline operations, cut costs by up to 5%, and improve decision-making through AI-powered automation. Ramp’s UK launch underscores its role as a scalable, integrated finance solution. Similarly, Rogo’s success stems from deep domain expertise, robust data and compliance infrastructure, and a focus on user workflows—like email-based markup and real-time deal coordination. The core challenge lies not just in AI capabilities but in building trustworthy, auditable, and persistent systems that maintain context across interactions. Unlike public markets, private markets remain under-served by automation due to fragmented workflows and high compliance demands. As AI matures, the focus is shifting from individual efficiency to firm-level outcomes—such as entering new markets or improving transaction speed. A critical bottleneck is AI’s current inability to maintain coherent, long-term memory in team-based environments. Founders and builders must prioritize deep domain knowledge, agile product iteration, and strong internal enablement systems to succeed. The future of finance AI lies in creating unified, transparent, and human-integrated systems that not only automate tasks but also augment judgment, reduce friction, and accelerate capital allocation—ultimately driving innovation across global economies.
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You and I have talked many times about this basic question that I'll start with over
the last couple of years.
You are effectively trying to build, investing super intelligence tools to help investors
do their job much faster, better, cheaper, easier, higher quality.
It's starting to feel like, wow, we're really eating a lot of the core functions that even
a very smart analyst or even portfolio manager was doing a couple of years ago.
How do you think about that trajectory as you've seen it and lived it so far and where
it's going over the next two years?
I think two years is actually easier to reason about than 10 years or 20 years because in
two years, the best investors are going to be figuring out how to reinvent their own firms
and reinvent themselves.
If you look at what happened to market making and the quantity trading, James Street took
15 years to build the dominant franchise.
The world's best investors today are going to spend the next two to five years figuring
out how to integrate AI into what they do.
Dario has the great line about everyone's going to have a data center full of geniuses
or a country full of geniuses in the data center.
What would Goldman do?
What would Millennium do?
What would Citadel do if they had a country full of geniuses show up?
We'll probably take them a while to figure out how to change the way they work, how to take
the advantage of that, how to integrate it into their system.
I think figuring out how to fly AI into the investment life cycle is the biggest challenge
over the next five years for every great investor.
There's been many companies on this trajectory where the product was cognitions very famous
for literally their ads now say, "Remember, Devon, it's good now."
So lots of now clearly great companies with great products had a stage of an AI business
where the product stunk, and now it's excellent.
If you think about the couple increases in capability that we've seen just from the raw
models, could you do the same thing for the errors of Rogo and its product?
Like, you pick how many errors it is, I don't know, I frame it up, but what it could do
at each level up to and including today?
Yeah.
We've tried starting Rogo two times before we got started, so in high school, I had a friend
whose dad was an investment banker who wanted an app for trying to track the equity exchange
rate of two public companies as they were emerging, and so we tried using really old AI techniques
to do that terrible.
And then in college, before GB3 came out, we published a paper on AI assistants for econometrics
and financial econometrics, and we tried commercializing it at the time and nothing worked
at all.
When we actually started the business, it was when GB3 came out, pre-chatchy PT, and
so all the early days of Rogo, it was clear how kind of magical it was.
You could demo things that were cool.
Nothing worked at all.
I would say, since things actually started to work, the errors are very tied to the model
errors, right?
It was O1 Pro, and then probably Opus 45.
O1 Pro is the first time you got enough reliability where it was a good search tool at the very
point, please, you could say, help me calculate this financial metric for this business over
the last 12 quarters, and it could do it reliably enough where it wasn't so annoying that you
would just do it yourself.
And then with Opus 45 and the last year and the 2025 end of the beginning of this year,
the models just became capable of basically anything at junior investment professional
or junior banker was doing as long as you gave it the right instructions and context.
I mean, I think there was a first mover's disadvantage for a lot of applied AI companies,
because you thought you knew where the world was going and you wanted to build a product
for it, but the models weren't quite there.
And so people would try it and go, this is terrible, this is garbage, you have a disadvantage.
For us, we saw that too, but now what we've seen is, well, if you were right about the
end state and where the models were going and you were building towards that, when they
get there, it's magical.
And for me, a great product is all the feedback we get every day.
People all day are saying, hey, this is transforming the way I work.
I'm saving hundreds of hours a month.
I am doing things I never could have done before.
And so I'm smarter as a result and I'm able to make better decisions.
And it's delightful.
And I like using it.
And you know, it brings me joy in my day to day, because the UX and the attention to
detail and the craftsmanship is so obviously built for me and who I am.
And so that's been the best part of the product.
And you would attribute that to you took seriously all the compliance, regulatory workflow, last
mile, hook up stuff, and then the models became good enough and all of a sudden that was
super valuable.
Well, there's also small details of understanding how someone within one of these firms works
and building for it.
I'll give you an example.
We make it so easy for a managing director at a bank to email a markup of a deck, which
is how they're typically doing these workloads anyway, accepting to an analyst and sending
it to our AI analyst over email.
And then returning that markup in 20 minutes, as opposed to two days.
And at the same time alert the junior analyst on the deal what's happening and show them
the full auditability of all the little markups that were made in case they want to win.
And that whole UX, that whole flow just makes it so much easier for this financial professional
who is not logged into a computer in 10 years, but does have an iPad where they know to mark
these things up to actually adopt and use AI.
And there are these small details of how you build a product that's great for a specific
end user that you only know if you have the kind of spidey sense for what the job is.
What is like the bleeding edge of what it can do that impresses you the most, like what
kinds of jobs?
The coolest things that we're working on is taking these innovations like Malt Book.
Imagine if every PM at a hedge fund had 10,000 agents that were just kind of fraternizing
talking about ideas, reading through the notes, pontificating, and then at the end of 24
hours of debate, just gave you one idea.
And the reason you're able to do that is because investors are happy to pay $50,000 for one
really good idea, whereas there's very few other domains where you can expand that many
tokens just for one simple insight.
What we're seeing right now though is that the models are smarter than anyone I know,
anyone I spend time with, and it's plumbing connected to your context, informative about
your thesis, tell it the way that you work and try and integrate it into what you do.
And so building out all the plumbing to actually collect that data, collect that context
is what is cutting edge to make.
It's always interesting to me for a product like this that you're opinionated about what
it should be used to do, but in some sense, people can be creative with how they use it.
So you get to sort of reveal how people want to use it.
If I adopted a God's Eye view of its Monday morning here in New York City, lots of
roger users are probably fired up and using it right now, if I could somehow see into every
instance of the product being used, what would I see?
Who are the people?
What are the predominant use cases?
How varied are they?
Give us a sense of how it's been used right now as we record.
Even though in so many ways, I think public equities is the best application of AI because
all the data is available, and so it's just about being as smart as possible.
That's a very brute force framing.
Our early users in ICP and core market is actually what I would describe as deal makers, or
people that are transacting, who are buying companies, selling companies, helping coordinate
transactions.
And so a lot of what we do is both make people smarter, but actually do the deal making.
How do you prepare a data room?
How do you unpack a data room?
How do you coordinate the call with the third parties to discuss the data room?
How do you go through all of the initial steps through closing of a deal?
Because if you took a bird's eye view of all the folks using rogo, I mean, it's people
who are either on the cell side of a transaction or the buying side of a transaction and are
using it to basically prepare all the thoughts and materials to help execute that full deal.
Whether it's putting things into a data room, this is the company's model.
This is the PowerPoint that describes their customers.
These are the answers to the DDQ questions on what customer concentration is, or it's
all the agents on the other side of that that are tearing through the data and mapping it
to the firm's investment philosophy to say, oh, great, you know, is it lower than the
concentration risk profile that we would want for this fund too?
And then the components of this system are people access it via all the classic channels
you would access an AI tool, email, chatbots, proactive alerts and those kind of things.
But then rogo is actually in a lot of the behind the scenes systems of these firms because
when you're working on a deal, it's not just important for the human beings working on
it, but you need to update your CRM.
You need to update your portfolio monitoring systems.
You need to update the way that you distribute information to your LPs after the fact.
And so half of our surface area is actually the underneath of the iceberg of interacting
with these different systems of record based on what the humans are doing over the course
of the deal.
So deal makers today, when do you think you'll be able to give the same answer for junior
analysts at a public equity hedge fund or something like this? There's a process to their
workflow.
as well, but it's very, very different. You're right that it's interesting that my first
intuition would be public markets are the best place to do this because there's so much data available.
When do you think that transition happens? I think that for our business,
we need to have all the requisite domain knowledge of what it takes to be a great
public markets investor. I don't know what it takes. I've never done it. I haven't spent nearly as
much time as I should have with the folks that are great at it. And we need to both hire out that
domain expertise and then figure out based on it how to apply the systems that we have built
to that market. I have extreme conviction in the fact that the underlying systems and tools
and infrastructure we have built will be invaluable to that market. But now we need the great chef
who can figure out how to piece it together and create that kind of end state product and that
last mile delivery for public equities investors. I get pushed a lot by our board to think about
expanding the ICP beyond just core banking. But the reality has been is there's been so much
depth and tan in this deal makers vertical. And then for my end state vision of actually being
the full infrastructure for private markets where people can transact very effectively,
that is far more important to the deal makers. Whereas for public equities, all that infrastructure,
all those exchanges already exist. And so I'd like to serve them because I want to serve the most
sophisticated, smartest users who have inordinate amounts of knowledge on the companies they track
in the industries they follow. And I'd like to make them even smarter because that sounds super
cool. But I can build a huge, huge business just concentrating where I am today.
Interesting. So one takeaway from that would be a lot of the opportunity to build an AI
business in a vertical is somewhere where there's lots of plumbing that's not yet built.
Yes. And then applying your talent up with that. Exactly. I mean, part of the reason private
markets are so attractive is because it's all done by humans, the coordination, the standardization,
looking into things and the actual transacting. Whereas public equities, a lot of it has been
automated. Based on what you know, what skills do you think investment professionals,
broadly speaking, public and private should think about being or becoming more valuable as time
progresses and which skills become kind of obvious. The skills have become less valuable.
What the hell are we going to do? I think you can do the soup, the nuts, diligence and
icy memo and objection handling and all this kind of stuff. That's a big part of a job for at
least a junior person in the investing world. So what skills do you think people will still matter
a lot in a couple of years? I mean, I want to preface it all with I worked in finance for two years.
And so I am a student of these guys just as much as I'm fascinated by the technology and want to
figure out how to use it. But the world's best investors have a way of figuring out what matters
and exercising their own judgment across a range of topics. And I think jury is still out on whether
or not that is something that AI can eventually replace when move 37 happened and lease it all saw
something I could never see. If that starts to happen in public equities, yeah, it's going to really
change what matters. And if that really changes all of how that works, I mean, I think the course
skill set is folks who can go out and gather data and inputs into their model that no one else will
have. If you can spend time in the field, if you can speak to experts, if you can develop a
relationship graph of folks who can inform your model, maybe you're not the one that needs to calculate
what your move 37 would be for a great public equities investment, but you can actually feed your
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Maybe it's a good time to talk about, I think, about the assembly line. If Rogo puts out some
really useful output, I want to learn about each component part of the system that leads to that
output, and I'm most especially interested in the data that you yourself have and use and buy
and build and whatever and how you do that, you think about data, and then how you think about
model. These are both questions one that I'm curious about your specific business for,
but I also think that there will be some business like Rogo built in basically every vertical,
and some curious what can be abstracted to other professional services or other
verticals that are interesting as well that will fall to AI progress. Talk us through,
yes, specifically like the data and model piece and how that's evolved over time.
The early days of Rogo is this Rube Goldberg contraption where like you have 60 different
model calls, a question comes in, you try to say what companies is Patrick asking about? Now,
what are their tickers? Now how do I feed those tickers into an API called a Bloomberg or fax that
are some internal data set? Now it comes back and I need to call a different model to pull it all
together, and as the models get smarter, you kind of want to be less prescriptive, less of a
Rube Goldberg machine, and just think about what are the simplest, best, highest quality tools,
and the same way that if you have the world's smartest human being starting here tomorrow,
trying to be a great banker and investor, what are the tools that they would need that are not
just intrinsic to being smart, right? What are the data tools? What are the ways of going out and
gathering information? What are the ways of auditing its own work? And then what are the ways of
presenting it and pushing it back in the systems that it needs? And so for us, we spend a lot of
time thinking through what are all the data inputs that a great banker or a great investor would
need to actually do their job. Then we spend a lot of time thinking about great, when you're doing
that job, what are all the compliance and regulatory requirements to make sure that if someday some
Delaware court judge makes AI inputs and research discoverable, you have actually done it all the
right way, such that you're not intermingling information, because the reality of AI investment
judgments and AI banker outputs is that you're going to be able to see the full lineage of how those
things are created. And then we spend a lot of time benchmarking these models and creating different
e-values and data sets. So we can always decide what is the most performant? What is the cheapest
from a token perspective? What is the lowest latency and route task to the appropriate type of models?
I'm sure your favorite question is how do you ultimately compete with Anthropic and Open AI,
who view finance as a big one of the few categories that like you see them talking about and thinking
about what can you do in the long run that's counter-positioned against what they can or will do,
do you think? I mean, you want to build things that are perpendicular to what they want to build.
And sometimes you might build a chatbot because that helps you go to market faster,
but you should know there's a whole bunch of stuff underneath the surface that the labs are never
going to build that we need to build for finance or for any other vertical. And when you think about
financial services and capital markets, how many businesses are there that generate more than
five or ten billion dollars by just going deep into those workflows into the data sets and how
work is done? There's a huge amount of time and spend on top of very messy specific problems.
And all of finance is a collection of different niches with different data sets, different
definitions of good, different regulatory requirements. And we can get to five billion dollars in
revenue by going deep across those things and creating the systems, the systems of record that
help manage them. That, for Anthropic, would kind of be like stopping on the side of the road to
pick up a penny because they're on the pathway of trying to go from 100 billion in revenue to
a trillion in revenue. And there's so much depth to these systems that actually need to be built
beyond just intelligence. Is there a favorite example of that of some like pain in the ass thing
that you've had to wire up last mile things? Yeah, I mean, think about if you are ingesting MNPI
because you are working on transactions or you're working on deals that have an effect on the
market, the compliance requirements you have just in the auditability or what you can flag and how
it feeds into the internal systems of an investment firm or a bank so that if you ever get
audited or a regulator ever wants to see what you did, do you have all that plumbing in place that
is pixel perfect? That's one example. Another example is if you actually want to transact, say you
are a big public company buying another big public company and you need to send data back and forth,
you actually need some sort of data room, something that is compliant, safe, and secure that
coordinates. And ideally, it's not just some static kind of drop box folder, but something that's
plugged into the way that you do work, your agents, your workflows. And I don't think open air and
traffic will ever want to build a data room business. And if you actually want to be the exchange
for all of high finance and all of capital markets, you not just need to own the intelligence,
you need to own the transaction venue, the communication venue, the workflows and all the data
inputs that go into it. It's interesting. I asked about data and models, but actually it sounds like
harness or infrastructure is probably the most important of the three. Think about the fundamental
difference between cloud code when it came out and cloud code work versus open AI and Chatch BT.
The models were actually fairly similar, but the harness and the way that it was presented from
cloud was far better. And it just allowed the models to exercise more of their long
running capabilities, and that's why they had a run-up in usage and a huge amount of expansion,
and it just shows the way that you harness these models is so, so important. And I think people
under appreciate that intelligence, the reasons that humans are high-agency and can do a lot,
is not just because we have high raw recall and IQ and knowledge, but there's all these different
microservices in your brand. How do you put knowledge away? How do you retrieve it? How do you trigger
things? Emotions are a way to trigger all these different microservices. That's why a great investor
might have great judgment, is because they have good, spidey sense for when they see this sort of
thing in the market. It actually triggers the recall from this event that informs a creative
decision. All those kind of small microservices are things that need to be built out.
But if I force you to become an investor and your only goal is to invest in rogo-like businesses,
like one of these businesses that's, let's say, a vertical application that's wiring up the
capabilities of AI to an industry, what features would you look for that would get you the most excited,
either in the industry or in the founder, builder, and their approach. Based on what you've learned.
A few things. One is the industry actually does have to have enough complexity and depth
in the types of data, the types of systems of record that people use, the types of deployment models,
that you can spend a lot of effort solving those problems in order to have a wedge to solve
everything else. Because if it's an industry that anyone can just walk into and sell the basic
version of chat should be T or co-work or co-pilot immediately and you don't have to solve all these
weird integrations, you're not going to have enough time to build all those things that are
perpendicular to what you're doing. And so the industry itself needs to be adjacent enough to the
core market. So that's one thing. The second thing I would look for is domain expertise from the
team and the founders. And I don't have unique domain expertise, but I had enough to get started,
and then I was so curious about finance and money in capital markets. And I grew up in New York,
and I was surrounded by people that all they could think about, all they could talk about was high
finance, and I was fascinated by it, and I wanted to learn about it. And then we assembled a team
that was uniquely passionate about it too. And so I have over a hundred people that have spent time
within investment banks or within investment firms across the world's best institutions,
and so we can constantly take the models as they're released and harness them for finance. And our
job is really to catch the change in the models and figure out how to apply it in these institutions.
The final big thing I would look for is a business that's willing to constantly reinvent the
core product and constantly willing to slash it to nothing. And I think anyone who their
delivery method of their product is not something that they can fully cannibalize quickly like a
terminal or like a very specific UX or interface is not going to be agile enough to constantly
reinvent every six months when there's a step change. And let's an example of that that you've
done like a tear down and rebuild the story. The anecdote I'm most inspired by is Max Levchin who
talks about how to firm they rebuild the fundamental ledger technology every year. And they rebuild
it for a few reasons. One is it's the most interesting engineering problem. And so all the engineers
will want to work on it. So it's a good way to retain talent to teach engineers about the core
fundamental business of a firm. But then number two, it's a good way to make sure that system
doesn't ossify and it's constantly improving. And so we do that same exact thing for our harness
and the core agentic system. We are constantly looking at it realizing we're not even at a local
minima. It would be impossible if we were at a local minima because the models are changing so
quickly and we do redo the whole thing. What's something that the models currently cannot do that
if they could would really change the nature of the product? Compaction. So it's if you have 100
conversations with a single agent, how does it make sure that actually remembering the right things
and compacting its memory into an amount of tokens that it can use every time? And it has
enough coherence and context on who you are and what you care about to make it feel like it's a true
person that you're speaking to that you know learns more and more about you. That's a hard problem.
And it compounds exponentially when you think about agents not just as a one-to-one. Right now,
almost all agents are one-to-one. You use Chachubt individually. You use Copa individually. You use
Gemini individually. As soon as these are actually things that can sort with a lot of colleagues or
in a Slack channel with 100 people have to work across an entire company. Now the compaction problem
just scaled exponentially because it's having conversations with 100 different people and needs to be
able to coordinate across those things. And so being able to take all of that memory, all those
interactions and actually lodge it into the mental model or brain of that agent so that it can be
persistent so that it can actually maintain context over the course of a bunch of interactions.
That's something that the models are not great at today. What do you think the major kinds of AI
software businesses there are? So we've got companies like a cognition or a cursor or something that
can grow unbelievably quickly. And I'm especially curious for you to compare this like the old
classification system for software companies. I'm curious how people by roguel what kind of category
you would put it in. Is it usage-based? Is it seat-based? Is it something else? Like,
talk us through the how people want to buy this stuff and what the emerging models are for AI
software business. We are the classic enterprise software business. We price per seat right now.
These are buyers are used to pricing per seat. They think of us in a similar category to Bloomberg,
to facet to capital IQ to pitch book. And so we have to build a very human business. Every time you
sign a deal, it requires an AE and a solutions architect of the sales engine you're going in,
shaking a lot of hands, explaining how it works, explaining how to integrate it. You can't sign one
deal where the usage just rises 100 fold. I look at how hard it was for anthropic to sell to us,
very easy, and the amount that we pay them has risen exponentially without a human in the loop because
it's a token consumption model. There's a lot of industries where riding the co-tails of token
consumption isn't going to work for enterprise sales. And we're one of those. And so it's actually
pretty interesting because we have to build a go-to-market machine five times faster than most
enterprise sales organizations ever have to build. And so I do think there's the category that's
just typical enterprise sales, but using AI models as a tailwind to build 100 times better products.
And then there are the token brokers to token consumption businesses where you're selling in the
parts of enterprise where they're used to buying usage-based tools, cursor, factory,
cloud code, and others. And so you can go much further commercially with fewer people.
What's your prediction for how or if that will change in finance?
I think that every business needs to go through two different pricing revolutions. You need a move
to some sort of usage-based, and then you need to move to some sort of outcome-based. For me,
if I can figure out a way to skip the token base, skip the usage-based, simplify it for my users,
and just wait until I can say, "Hey Patrick, what if I just charge you for every good investment
idea I give you?" Or what if I charge you for the quarterly report you send to LPs that I can
do perfectly? Or what if I charge you for every sim that you create as a banker? I would much
rather get there than have to figure out some random way of trying to assign dollars per token.
That is something that we're not going to quite agree on because you're going to spend $100,000
on tokens and say, "Well, I get $100,000 of value and I don't really know." But you know what the
value is to you of a good investment idea because you can actually see how much money today are.
Or you know what the value to you is if you can produce the sim if you're a bank because you
know what you charge these firms to actually sell the business. Presumably, you can't change your
seat price on the fly dynamically, at least with the same customer. So how do you deal with the
problem of like, in some ways, misalignment with the customer for your business where if you do a
great job and they use the thing way more, which costs you a lot of money, they become a worse customer.
The reality is, is we are 1% of the way into our product roadmap. 99% of the innovation for
capital markets is in front of us. And so what matters is that we're a good partner, we're a good
steward of their AI strategy and they want to work with us in the future. It's so interesting to
think about the shape of this in the future. When you say you're 1% penetrated into the roadmap,
give us a sense of where you think this is all going from your product perspective, not industry wide.
If you have that much of the roadmap ahead of you still, describe that to us.
Think about the percentage of all capital markets workflows, investment workflows, investment banking
jobs that are still completely human rate limited and done by human intermediaries.
It's kind of similar to other parts of financial services where 15 years ago, 20 years ago,
every mortgage that someone got you went in, you spoke to a banker at a local branch,
it felt like a very human decision, I'm buying a house, I'm taking out a loan, this is important,
I need to speak to someone, no one ever thought that you wouldn't want a human in the loop for that.
Now 40 to 50% of mortgages are just delivered online by platforms like Rocket Mortgage.
I think there's going to be a huge amount of innovation in how companies transact, how companies
raise capital, how companies raise debt. I think it'll be easier than it's ever been in 10 or 20
years for someone who's a business owner or someone who works at a company to go online
and click a button and try to raise capital the way that someone can go onto Robinhood and click
a button by an equity. I think it'll take five minutes for KKR to figure out can I sell this
portfolio company to another sponsor, not five months. I think you're going to be able to price
assets in an order of magnitude less time and as a result markets are going to be more transparent,
more liquid, more efficient and there's going to be a whole bunch more activity.
I'm going to focus on the specific future of automated risk pricing for lack of a better
simple term. We're three years from now and everything you just said is true where I can raise
single-digit millions of dollars of better equity kind of like filling out an online form and
the thing can just price the risk for me and give me an offer. It's like open door for like every
year is something. What do you need to build that you don't already have to enable that sort of
capital market future? It's actually a very similar strategy to Bloomberg strategy. Bloomberg
strategy was I'm going to omit a lot of details here but offer a little bit of data again in the
door, build all the analytics and workflows on top that someone would need and then provide the
exchange and the communication platform where you can actually transact in a bunch of
of asset classes that, before it was pretty opaque, Bloomberg Messenger.
For assets, use a little bit of AI to get in the door, build out the full workflows, go
from co-pilot chatbot to full autopilot tool, so I can make sure that I am 100% accurate
on your IC memo or on the DVQs that you're doing, and then provide the communication channel
between counterparties so that if I have agents that can autopilot do the work, I can actually
transact for you.
And the difference between what I need to build in Bloomberg Messenger is I don't need to
build the communication channel for humans to transact. I need to build the communication
channel for the agents to transact across these businesses, across these investment firms.
And so if you think about what is the actual infrastructure that needs to get built, I mean,
think about what is the system that would allow a large private equity firm to feel comfortable
having an agent negotiate a deal on its behalf. Correspond with all the third party consultants
in the transaction, the people doing the QV, the legal advisors and so on, and then actually
run an auction process where you have a bunch of sponsors providing bits. There's a huge
amount of software to be built out. And I think sometimes we talk about that as looking
like an exchange for a lot of these asset classes that are not standardized.
Tell us a little bit about the customer base today, like how much of it is giant banks
versus investing firms. It's mostly large banks, and that's very simply because that was
my background bread I worked as an investment banker for just a handful of years during
buy side M&A coverage, which was super interesting. And so we started targeting the banks pretty
early on for a few simple reasons. One is the investment banks are kind of the distribution
channel for the rest of finance. A lot of the folks who then end up as great investors
started in their first two years as an analyst at Goldman and the TMT program or something
of that nature. Two, they have the most seats by far. And so if you can land a bank like
Bank of America, you can actually get in the hands of far, far, far more people than if
you land the 10 best single portfolio manager, public equities investors, who each only have
10 investors. If I think about a bank America or something, everyone's kind of wondering
how deep into the adoption curve are we for enterprises using AI? You have a bias sample
because your customers are using Robo and they're using it a lot. But give us a sense
of where you think we are. It seems really hard to pin down a good answer. I would say the
majority of firms are seeing a huge amount of individual productivity, and they're trying
to figure out how do we parlay that individual productivity into firm productivity that we
can measure. Speak to any individual banker at a bank we're deployed with. Oh, they're
like, I'm 100 times more efficient than I used to be, right? You'll speak to an MD who
will say, Gabe, I sent five pages to a client that before I would have had to go back
and forth with an analyst on over three days to create and I made it in 10 minutes myself.
And these are bankers who haven't done any sort of analysis in 25 years. They haven't
actually opened an Excel file in 20 years, and they're able to do it themselves. The
problem is, where is that flowing through? Are you winning more deals? Are you actually
transacting more? Are you servicing a part of the market that you haven't seen? And this
is where it becomes not just an individual productivity to a problem, but a firm strategy
problem. Like, what's your plan? Do you want to use this thing to cut costs? Do you want
to use this thing to enter parts of the market that before didn't make sense to serve? You
would look at a bank like JP Morgan, JP Morgan just announced that they're going to try
and do a lot more M&A work for SMBs for parts of the market that before they didn't think
it made sense to go out and serve because the deal fees were probably too small. So you
needed too many people to staff them. Well, now if you have a banker that can be a deal
team of one, well, maybe you can enter parts of the market that before just made no sense.
So in some sense, the bottleneck at some point will be creativity of the customer, like
you can provision unlimited capability. And you're soon going to be just relying on them
and figuring out the answer. It's them figuring out what they want to do, right? If you had
a hundred great investors start here tomorrow working for you, how would you channel that
productivity? It would take you a while to figure out what's the structure? Do they all
work on different things? How much money do I give each of them? What do we attack? Two
years ago, the most obvious question in this would have been about accuracy and people
to use the word hallucinations, which seems to have dropped out of the conversation. If
camera last time someone said hallucinations to me, or could you teach us about that problem
ensuring accuracy where accuracy matters a lot to the decimal? What's the nature of that
these days? It's still super important. I think it's actually more important to be
auditable than it is to be accurate. And obviously those two things are conflated, but what's
really important is that I give you an answer. You know how to use it. And if it's not accurate
and you don't know how to check it, and it's hard to see where it came from, you can't
use it at all, whether it's accurate or not, because you don't trust it. If it's accurate
most of the time, but even when it's not, it's very easy to see the assumptions that
went in where the data was pulled from. It's still actionable and it still saves you time.
And then increasingly as these things go from co-pilot tools that you're just using
for information retrieval to autopilots where you're trusting them, not just to gather
them information, but to execute on it to have agency and actually make an investment
decision or send an email, you need to have the full confidence that if you were to go
back in and see why it made a decision, you would be able to understand why because you're
going to need to debug it. And the same way that there's going to be individual investors
that make horrible decisions and you need to go in and see what went wrong, was there
an incorrect data input to someone to lie to them? What was going on? You're going to
need to do the same thing with agents and then especially in parts of capital markets that
have regulators that look at these things and need to make sure there's no foul play.
If you can't explain why you made a decision and the data went in, that's not going to
fly. You were talking before about how you have to sell like a normal enterprise sales
organization would. Do you have to grow or can grow many multiples faster than the fastest
growing enterprise SaaS companies of the last era? How do you solve that problem? You're
rate limited by the speed of humans to some degree in enterprise sales. How do you hire
enough people fast enough? How do you think about being able to grow at the right rate
when you don't have the anthropic cognition, API usage growth? It's so easy for them
to grow 10X. It's much harder for you. How do you solve that?
The core problem we need to solve is how fast can you make a human being productive as
a half person? Sales person, but anyone else as a marketer, as an SDR, as a post sales
person, how quickly can they understand our business and help push us forward and push
customers forward and help our end users and so enablement and training people and constantly
retraining people is the fundamental problem that we and I assume other fast growing enterprise
startups have to deal with. So do you use AI to build tools? The internal tools we have
are kind of magical. First off, every internal conversation that happens at Rogo is recorded.
When anyone starts, we say, "Hey, just FYI Patrick, you're always being recorded. It's
always being filtered into the company brain. This is not in a kind of big brother situation.
It's just everyone you're going to speak to is going to have granola or something in transcription
running because they need to use it and they need to have excellent recall and they need
to compound the knowledge that they have and as a result, we just have this huge reservoir
of information." And then we have all of these tools that people can use on top to say,
"Oh, you know what? We're deploying with this sort of public equity firm in this sort
of market. Have we ever served this kind of data before or their use cases that might
be helpful?" And you can pull in the conversation that appeared of your have three weeks ago and
you'd never even met that person because they're stationed in APAC. Being able to sponge
all that information in and then get it out to people when they need it is the core problem
of enablement. So maybe describe the internal brain. I would call it Shrek for some reason
because my engineers thought it would be hilarious to call it Shrek. There's a dashboard where
you can see the swamp of everything that people are working on at any event time, but it's
connected to all of our different systems. It is very prescriptive about what it knows
our company goals are. What are our values? What are the things we want to deliver to clients?
What are our north star metrics? And so it can shape every answer in deliverable that
way, and it's both proactive and reactive. Someone can go in and say, "I'm trying to get
up to speed on how I should talk about model routing and how I should think about the
value prop there for a very large institution and what the savings will be." And it can pull
out all that information for you. But it can also say, "Hey, Patrick, I see on your calendar
on Thursday you're meeting with this sort of private credit firm. Here's all the information
you should know, all of the use cases that will resonate." And then all of the types
of ROI metrics that firms we've worked with in the past would want to hear. So what's
the sales pitch to talent? Let's say there's somebody that, if you landed them tomorrow,
would be transformative because they're so high quality or well-known or whatever. What
is the pitch to them to come work at Rogo versus go somewhere else that's exciting right
now?
Always depends on the person's motivation. So it's hard to give a generic pitch. But
my pitch for Rogo today for talent is AI is going to completely transform the world. The
place it is going to be the most interesting is Applied AI because that's where AI intersects
with humanity. And so the companies that dictate how AI intersects with humans and touches
humans are going to do the most interesting creative engineering and product work in the
world. Finance is a domain that is the catalyst for all human progress and innovation and
capital allocation is upstream of the financing of every company, every idea, every economy.
And so if you can make that more efficient, you can supercharge the world. And we're the
category leading player who is the best shot on gold and not just be the hundred billion
dollar business to do it. But the five hundred billion dollar business that completely transforms
capital markets. And there's such a depth and a complexity and an amount of interesting
problems that's so exciting. And we have a killer group of people that is super smart,
hungry, curious, and low ego that's going to do it. The fucking pitch. But I go out and
invest to say more about this capital markets piece. Historically, as markets get more
efficient and liquid, their positive impact, my opinion, grows a lot. You can chart this
through market history, which isn't that long. Three, four hundred years of like proper
markets.
[BLANK_AUDIO]
What do you think is possible?
Where might this be going and why do you believe that creating more or less friction,
I guess, in capital markets can be so powerful?
You're always at risk of sounding like the billionaire private equity guy saying the private
equity is good for the world when you talk about how finance is good for the world, but
I like to think about the origins of high finance.
When you think about a business like JP Morgan, some of the origins are J Peerpot Morgan
helping connect European investors with the entrepreneurs in an emerging market,
the United States to finance railroads and the infrastructure build out and everything
that allowed the US to be a juggernaut economy.
That happened because there were intermediaries who helped connect folks who were risk takers
and capital allocators with the folks who were entrepreneurial and wanted to innovate.
That was something that had a profoundly great effect on the world.
Now think about all the parts of the economy, all the parts of the US, domestically, but
also internationally, that can't tap into capital markets.
Every emerging nation where you would struggle to raise capital, to finance your idea,
to raise debt.
And then the 300,000 American businesses that couldn't even tell you what Goldman Sachs
does and JP Morgan doesn't have the time to go out and work with them because the business
is too small.
If you're able to speed up the rate at which entrepreneurs and company founders and individuals
can tap into capital markets, you can accelerate all innovation.
What are you learning from your peers that are building companies kind of shaped like yours
but in other categories?
I am learning how much aggression it takes to grow this quickly.
I am learning how much chewing glass it is on a day-to-day basis and how much conviction
you need to have in the long-term tab in SAM to make sure that you don't fuss over all
the things that are going completely wrong every single day.
And I'll call someone like Winston at Harvey and Winston's ability to just not worry
about the hundred flesh wounds that are inflicted on him at any given time and just think about
the kind of end-state goal of where he's going to be three years from now and the only two
things that matter to get there is pretty amazing.
What is the glass like and what is the aggression like?
What does that mean?
I worked during COVID so I didn't even get to see what an office looked like.
John, my co-founder, and I used to joke that it's a very expensive business school education
because we were just doing everything wrong, did not hire, did not fire, did not mentor,
did not manage, did not give feedback, did not set direction and a lot of the people problems
that arise with scaling quickly feel like eating glass to me anyway.
And so when people quit, when you have retention issues, when you spend six months recruiting
in Canada and they don't join, that's chewing glass.
When you spend a bunch of time working on a product that gets completely washed over by
the next model that comes out and makes you feel like an idiot for spending all that
time and capacity on something that was the wrong call chewing glass.
When you get rejected by 40 investors in a row before you're able to raise capital chewing
glass.
And my experience of started building is it's like a roller coaster where you have to feel
the extreme highs and feel the extreme lows and I'm a super emotional guy and I try not
to let the team feel it but I will feel on top of the world at the high and like everything
is cataclysmic at the low.
But then if I look back at the journey, the lows get lower, the highs get much higher and
I look back three months ago at the low I was dealing with or the high I was dealing
with.
I was like, I could do that in my sleep now.
And I think it's just about modulating those things and channeling the emotion to push
the business forward but not letting it distract you.
What about aggression?
That seems kind of like a trope, you've interviewed Pack Rady.
Pack Rady was at our board meeting on Wednesday and we presented what was an extremely aggressive
plan for next year in terms of hiring goals, commercial goals, product goals.
And one of the reasons I love Pat is because he boils everything down into like two bullet
points and it's logically infallible and you know, he's just like premise one, premise
two.
This is the result.
Well, if everyone in finance is going to make a buying decision on AI in the next 18
months and they are definitely going to buy something no matter what, even if you're
not there.
Then the only thing that matters is that you can blitz the market as quickly as possible
to make sure that you are there.
Given that, do you think this plan is aggressive enough or no?
The answer was no.
And the reason it wasn't aggressive enough is because I was being soft.
And I think the reality is you need to be so, so, so aggressive and underwrite all that
risk and know the game that you're playing.
And my goal as a venture back business is to increase the tails of the distribution.
It's fine if it gets 30% more likelihood that I fail if the odds that I become a hundred
billion dollar company also increased by 20%.
But you actually have to be okay with raising both of those tails at the same time.
What's the most emotional low that you faced?
When we were raising our series, we didn't have any star investors in our cap table yet,
there was a great investor, David Tish at Box Group, who is an early pre-seed seed investor,
who introduced me to a bunch of all-time greats for the series that.
And I thought, wow, I've seen what it does to get a blue chip investor in your cap table,
what does for recruiting talent, becoming more of a black hole for brand and customers
and so on.
This is finally the opportunity we're going to have to do that.
We've been building for two and a half years.
And David introduced us to 40 investors, and I met with everybody.
I met with Sequoia, Client, or Benchmark everybody, and 40 people passed.
And it wasn't just like, you've got the email with the deck, and it's not exciting.
It was like, oh, this is interesting.
Let me meet Gabe.
Oh, I kind of like Gabe.
Let me spend an hour with him.
Oh, Gabe, come to IC.
Oh, Gabe, let's go to dinner.
Oh, Gabe, come in for the weekend afterwards.
You know what?
We're going to pass.
And it's so personal, because at that stage, it is nothing to do with anything but you,
right?
It's like being broken up with by 40 girlfriends, who like, every time you fell in love, and
then every time they said, ah, not for you.
And that was actually thrive, too.
At the Series A, thrive spent so much time with me.
We went to dinner with every events, fell in love with them and the firm, because they
were awesome.
And then crushing blow.
And luckily, Keith for boy came basically a month after everyone else had rejected us.
And Keith was like, Gabe, this isn't a contrarian bet.
It's basically just Harvey for finance.
Why would I do it?
And I said, Keith, if it's not contrarian, why did every single one of your friends just
say it was a bad idea and not believe in me?
Why do you think they didn't believe?
For a lot of reasons.
I think people underappreciated the TAM finance, which was silly, but it's partly because
I think SF has less intuition for finance because they didn't fund ION Group or Bloomberg
or S&P or FACSET or pitch book Morningstar and so on.
And so there actually haven't been great venture back businesses in this market.
And so there's no intuition for the kind of contours of the market and how large it is.
You as the product was terrible.
And so every investor said, oh, I work in finance.
Let me use it.
Is it going to transform what I do?
And they tried it.
And it was wrong half the time they go, this is never going to work.
And it's like, guys, you know we're on the exponential.
It's going to work in six months or 12 months or 18 months or whatever it is.
I'm going to figure it out.
And the final reason was people didn't think I could figure it out.
People didn't have enough data points of watching each you glass and watching me figure
out what the next iteration would be.
What do you think changed after that because now it's a who's who of capital?
Well, because I met all these guys very early on and I met them at every single round.
And so every time I said, hey, we're going to do this.
And they said, yeah, there's no way.
And then every time we would do it.
And by the way, a lot of the times it would manifest in a different way.
You would actually lose the key employee you needed or that actually excellent customer
that you thought you were going to land totally dissipated.
But we kept figuring out what to do and kept navigating the market.
And I think when you're investing in a market like today, especially at Applied AI where
it's so turbulent, so ambiguous, you need to underwrite the founders being able to be
extremely dynamic.
Why do you think there aren't more credible financial services competitors?
Distribution is really hard to crack.
I think it's far more a people problem on building trust and delivering value and working
with these institutions than just an engineering and product problem.
But then there's an enormously high engineering and product burden too.
The standard to execute to really crack this market, I think is pretty high.
And I was just so lucky that a number of the early people I hired were ex-finance and
just killers.
And we just hired folks from inner network who worked at Goldman her city or Jeffries or
Apollo or Aries or Blackstone.
And so we had a team of people who were die hard, ambitious, curious, smart and then just
good humans.
Low ego, humble, young enough to be open-minded and to want to eat class too.
I'm also really curious how you've dealt with technical talent and what matters in a technical
person on your team and how that has evolved.
One intuition might be the value of domain expertise from the technical person has gone
up as the ease of execution has changed a lot.
You don't need to be super technical to record code or less so than in the past.
So what does the shape of the engineering or technical team look like over time?
I'm asking this again because I'm curious about thinking about other companies that want
to tackle this and whatever their industry might be.
So I would say there's definitely problems where domain expertise is increasing in value
and product intuition and having more of a GM-like mindset versus an engineer-like mindset
is super, super important.
There are also parts of our product surface area where it's like you just need raw
gray engineering talent because you're scaling things up so aggressively.
But if I look at the folks in our team who have been so excellent, a lot of them are
former founders, their folks who started businesses, persevered, ate glass, had a lot
of product intuition figured out how to channel it and then the business may be petered out.
And to the point you made, there's been a lot of companies trying to tackle financial
AI.
a lot of really smart product minded.
engineering-minded domain experts who have tried to tackle finance AI and we've acquired
six different fledgling financial AI startups. And so those former founders who can be galaxy
brained about the future of the product and navigate a course on what the UX should be,
but also have engineering chops and so they can constantly make the right decisions. It's super
important. You said earlier to me before we were recording that this is the first time that we
have like a major innovators dilemma in this category. Can you describe what you mean by that?
Yeah, I think for a lot of investment firms and a lot of high finance financial services,
the last 10, 20 years have been pretty good. You can make a lot of money being a capital
allocator, being an investor. It's a very hard industry to enter. And then especially if you're
in private markets, your businesses have some natural momentum because when you raise a fund,
another fund, another fund, it's hard to mess up the business after that. And I'm sure there's
a hundred people who have started funds who know it's 100 times harder than I just described. But to
be fair, there hasn't been a moment in a shock to the market where every investment firm,
every bank is saying, oh, wow, I need to completely rethink what I'm doing. And now there's
going to be an opportunity for hundreds of AI native disruptors, AI native investment firms,
AI native investment banks to attack my business model. And I need to figure out what I'm going
to do now. And there has not been an innovator's dilemma for private equity firms for hedge funds,
for investment banks in a long time. AI native, what does that term mean to you? Like,
what does the definition of that? In some ways, I think it just means willing to constantly reinvent
everything you're doing. And being so AI-pilled that you don't worry about what's possible or what
might seem completely far-fetched, but you are just charting a trajectory towards integrating this
alien fundamental technology into everything that you do. And it's showing up in every part of
the business. And there's no part of the business that you hold sacred that is immune to being
revolutionized. How do you do that? So you're a leader in a company that's very AI-pilled that
want to make sure to do whatever you have said in Rogo. And yet, I'm sure there are areas that
you're unhappy with the status of how much AI is used to do X, Y, or Z. How do you do it as a leader?
Like, how do you make sure that your company keeps doing this as a practice and habit versus like
a one time or so? So I'll give you a very simple thing, which is every month. I have a report that
gets sent to me that shows me every one of the company, how much are they using the various
different AI tools we have? Both the ones we've procured, the ones we've built internally,
all of these different things. And I have a stack ranking within every division of the top five
power users and the bottom five users. And we post that everywhere. And the bottom user in each
division gets a printout with a DUNS cap and we post it around the office. And it's hilarious,
but people know it's coming. And by the way, as we get bigger and fewer people know me and know
it's kind of a joke and I'm funny, they're actually terrified. And I hope they're not terrified.
And I hope that changes. But it's a strong incentive function to actually make sure you're using
these things. If you were to list questions, let's say there's someone sitting down there runs
one of these firms that's been a great business, hard fought, but a great business. And these
businesses tend to be quite simple from an organizational and technical standpoint. Mostly humans,
right? There's not a lot of overhead and lots of these businesses. Maybe they buy a lot of data
or something. What questions would you encourage them to ask of themselves of their business
to stand the best chance of navigating this transition effectively?
If you knew for sure that right now 90% of your enterprise value is in your people,
your best investors, your best bankers are the people that bring in deals, bring in revenue.
And actually that's what a cruise enterprise value. And in 10 years, the world's best investment
firms, best banks will have 90% of their enterprise value, not in people, but in software and data and
systems. What would you start doing? You would start trying to figure out how do you take all of what
lives in the latent minds of your best people and putting it into a system that you own and operate
autonomously. So that's a big one. The second thing I would think about is unpack every part
of the deal life cycle. And in each one, try and chart, where do you think you are invaluable?
Or you have data or you have domain expertise that no one else has. And then be diligent
in saying, okay, do I actually have something that no one else has in this market? And is it a
relationship? Is it context that no one else has? Or do I just think I'm smarter and better
rat on the subject area in the market? In which case, AI is going to aviate that. Have you seen
anyone be the most cutting edge exemplar of this attitude in a big firm? Like is there a
favorite example of a person that's just, oh, yeah, there's a flourishing of this. It's the folks
that today look the most prescient sounded crazy batch it two years ago. They were the guys that
came in and said, we need to record every conversation. You're going to be able to pipe in this
conversation directly into my company brain. And there's going to be a digital clone of
me and then it's going to spit out the game theory on exactly what the investment should look like.
And two years ago, everyone listened to those kind of guys and were like, what the heck is Patrick
talking about? One example is there's a co-founder of Firmolas, John Montaze, who was just prescient
about where it was going. And he wanted digital clones of all their best bankers. He wanted systems
that could basically show up to calls, speak on his behalf, know how he thinks, then ingest that
context. And then he wanted to build a system such that anyone in junior levels of that investment
bank could leverage his expertise in context and relationships immediately so that that context
and that data wasn't just powering his ability to be revenue generating, but it was a powering
the ability of every junior in that bank to be revenue generating. And so there are a number of folks
who had their kind of move 37 moment where they realized, wow, this is going to be so much more
profound than anyone's expecting. What do you feel is the most uncertain about the future of your
business? I would say how quickly private markets actually do transform. If you think about why
different types of asset classes have increased in transaction volume and have increased in liquidity,
often has to do with standardization because it gets easier than to track those assets and trade
them. Private markets have been immune to standardization because there's so much unstructured data.
AI should fix that. That said, is there going to be a regulatory or market force that forces some
additional standardization that really accelerates the kind of transparency and liquidity you can have
in private markets? That's a little bit out of my control. The other thing is it's still unclear to
me how much alpha will be left in the human relationships, right? I talk about that microcap M&A.
It's very hard to imagine that if you're a small business owner and you've been building a business
for 20 years and you want to make sure that if you hand that business off to someone else that
you trust them that you can shake their hand, that that can be fully automated. But for a lot of
sponsor-owned businesses or things like secondaries or private credit or GPLP secondaries,
I do think it can be fully automated. But how long it takes for the long tail of all these small
businesses, all these medium-sized businesses that have to deal with generational turnover for them
to get comfortable clicking a button to sell their business as opposed to shaking the hand to someone.
That's a little up in there to me. If you had several new young founders
here with us and they were curious about how to navigate an interface with private markets investors,
what would you teach them, what would you tell them to do, to not do? My style for fundraising
might not be everyone's style. I'm super direct. I'm super transparent about what I'm worried
about where I want to go. But then you have to be very headstrong on that and state. And then I would
say it's about reps and relationships and the folks who come out of nowhere and lead the series
C or the series D or the folks that I met at the seed and then the A and then the B and the C
and they passed every time for all sorts of reasons, but they gather a lot more data on me in the
business. Anything that you would encourage people to not do? I think there's a lot of the fake
it till you make it and you need to have the bravado and the confidence in what you're doing,
even if you're not fully confident. I'm a deeply paranoid, deeply insecure, deeply scared person,
but you need to put on the face and say that you are confident about where you're going,
even in the moments where it's the ebb and flow, it's the ebb and flow. And I think people can
misinterpret that sometimes as they need to pretend they're something they're not. I think that's
not true. You need to believe that that 5% likelihood that you can be a hundred billion dollar
business is likely. And you don't need to pretend it's 100% likely, but you should be able to
delineate with very clear roadmap and strategy how it is possible that you can become a hundred
billion dollar business. And then have confidence that if those things play out, you will be.
Why are you scared and insecure? I'm so paranoid about everything that can go wrong.
Every day, it feels like you're on the knife's edge of a thousand things collapsing. And I think
the reality of this sort of business building is that it's a game of compounding momentum.
How do you do every small thing to just race a little bit faster downhill? And I'm just scared
the momentum will stop. Or you hit a roadblock and then you go off course, and then you need to
recatalize momentum. And it's so clear to me how hard it is to actually build a machine that
gathers momentum. So if there's any stumbling block that holds that velocity, if I wasn't constantly
petrified of those moments, I wouldn't be doing everything under the sun to prepare for them.
What have we missed? Like what that you've learned about building a company like this in this era,
where everything feels like a jump ball. Like it feels like there's going to be a rogo or a
hardware or whatever for every place that there can be, especially where the last mile wiring is
hard. And it's not just going to be anthropic. It's one company to rule them all or open AI.
What else have we missed that you think is really important to the experience so far of building
the business? I think that there are going to be businesses that solve all these problems.
But the businesses that do it are going to become black holes for talent and capital and brand.
And they're going to be able to siphon in the resources to actually execute.
because AI is an amazing tailwind,
but the execution bar is higher than it's ever been,
too, to compete.
And everyone is getting pulled into the big leagues,
and is having their welcome to the NFL moment.
You have to move faster and be stronger
and be more resilient, agile than you ever expected,
and having the right team is more important than ever.
And the right team these days is extremely,
extremely expensive.
And so if you can't figure out what is the strategy
to become a black hole for talent in capital
as quickly as possible,
I do think you are far more at risk
at being roadkill of a lab or a company that can.
When I do these, I always ask my favorite question last.
What is the kindest thing that anyone's ever done for you?
I've benefited so much by having parents
who were enormously kind and generous and selfless,
but it showed up in such different ways
for my mother versus my father.
And my mother's version of kindness
was no matter what I did.
I was amazing and smart and could do no wrong,
even though growing up,
that was absolutely not the case,
but she instilled in me the confidence to believe in myself.
Even when you were in those low trajectories
where it felt like everything was gonna go sideways--
- 40% of the time.
- Anything right.
40 knows in a row, idiot failing out, flunking out,
whatever it is, no matter what,
she acted like I was maybe the smartest person on earth.
That was irrational,
but you need some of that irrational confidence
that comes from just undying love.
My dad was very different.
My dad, if I came home and I'd done something wrong,
would see thing, could barely look at me,
couldn't understand it, right?
Like he was someone who was so disciplined, so good,
had such high standards,
and so his version of kindness was figuring out
how does he understand who I am
and why I am failing at this thing,
and then help me.
He would sit down and go over every detail with me,
even though he sometimes just couldn't even understand
why I had the opportunities I had,
and I couldn't take advantage of them,
and take the time to make me better,
well, staying true to his principles
and his standards of excellence,
and his definitions of good too.
- You're building a fascinating business.
It's been so cool to watch it.
Get better, thanks for doing something.
- Thank you.
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(upbeat music)
- You know how small advantages compound over time
that's true in investing and just as true
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Your spending system is your capital allocation strategy.
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Visit WorkOS.com to skip the unglamorous infrastructure work
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Rogo does, it's an AI platform built specifically
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Check them out at rogo.ai/invest.
Podcast Summary
Key Points:
Ramp offers an AI-powered finance platform that helps businesses save 5% annually by streamlining card management, expenses, bills, approvals, and accounting.
Ramp has launched in the UK, enabling businesses there to use its integrated platform for end-to-end financial operations.
Work OS provides enterprise-grade capabilities like SSO, RBAC, audit logs, and security on day one, allowing rapid adoption without building from scratch.
AI is transforming investment workflows, with early adopters like Rogo seeing dramatic improvements in speed and accuracy as models mature.
The most impactful AI applications are in complex, human-driven domains like private markets, where deep workflows and compliance requirements create unique opportunities.
Success in AI-driven finance depends on robust data pipelines, auditability, and the ability to maintain context and memory across long-term interactions.
Top firms are shifting from individual productivity gains to firm-level outcomes, such as entering new markets or improving deal efficiency through automation.
A key future challenge is building AI systems that can coordinate across teams and maintain persistent, coherent memory—critical for agent-based decision-making in finance.
Summary:
AI is rapidly transforming finance, particularly in complex, human-centric domains like private markets and investment banking. Platforms like Ramp and Rogo are enabling businesses to streamline operations, cut costs by up to 5%, and improve decision-making through AI-powered automation. Ramp’s UK launch underscores its role as a scalable, integrated finance solution.
Similarly, Rogo’s success stems from deep domain expertise, robust data and compliance infrastructure, and a focus on user workflows—like email-based markup and real-time deal coordination. The core challenge lies not just in AI capabilities but in building trustworthy, auditable, and persistent systems that maintain context across interactions. Unlike public markets, private markets remain under-served by automation due to fragmented workflows and high compliance demands.
As AI matures, the focus is shifting from individual efficiency to firm-level outcomes—such as entering new markets or improving transaction speed. A critical bottleneck is AI’s current inability to maintain coherent, long-term memory in team-based environments. Founders and builders must prioritize deep domain knowledge, agile product iteration, and strong internal enablement systems to succeed.
The future of finance AI lies in creating unified, transparent, and human-integrated systems that not only automate tasks but also augment judgment, reduce friction, and accelerate capital allocation—ultimately driving innovation across global economies.
FAQs
Ramp is an AI-powered finance platform that helps businesses manage cards, expenses, bills, approvals, and accounting in one place, making finance teams leaner, faster, and more efficient.
Businesses can save an average of 5% annually on their finance operations, allowing them to focus more on growth.
Yes, Ramp has launched in the UK and is now available for businesses operating in the United Kingdom to manage their finances with its AI-powered platform.
Work OS provides core enterprise capabilities like SSO, RBAC, and audit logs out of the box, allowing companies to go enterprise-ready on day one without building these features from scratch.
Rogo's AI helps investment professionals save hundreds of hours monthly by automating tasks like data analysis, deal preparation, and market research, while maintaining full auditability and context.
The biggest challenge is integrating AI into existing investment workflows to ensure it enhances decision-making, maintains regulatory compliance, and provides explainable, auditable outcomes.
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