Investing Billions - E108: What is the Future of Venture Capital? w/Charles Hudson
Episode Date: November 1, 2024Charles Hudson, Managing Partner at Precursor Ventures sits down with David Weisburd to discuss how to support first-time fund managers, innovative strategies for sourcing deals in venture capital and... tips for success on building relationships with limited partners.
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The best founders that I work with are kind of stubborn. It actually takes work to convince them
to change their mind. I always ask myself, can we get on a pre-seed company, can we get a 200X
gross cash on cash return from this investment? So if we get in at five, can we get out at a billion?
I also just try to pay attention to what my friends who don't work in technology are thinking and
talking about. As much as I love talking about AI and LLMs and all the greatest like new technological advancements,
talking to my friends about cultural trends
and the things that they're excited about,
for me is highly informative.
How much of good storytelling is explaining
how you're gonna do the blocking and tackling
versus painting a large picture?
A lot of what I try to explain to people is.
So tell me about Precursor Ventures.
Yeah. So Precursor Ventures, I started the fund in 2015 after a stint as a general partner at Uncourt Capital.
The big aha for our fund was when I was looking at the landscape,
I noticed one thing, many of the repeat founders I met or founders who were
friends with VCs, socially or professionally, were having a really different experience raising funds
and raising capital than founders who were from outside of that ecosystem. So if you were a
founder who didn't go to Harvard or Stanford, didn't come out of Y Combinator, wasn't a next
door neighbor or best friend with the VC, and if you didn't have product traction, it was pretty
tough to get anybody to give you the time of day. So I felt like there was a real opportunity to back those founders.
And during my time at Uncork, we'd met a lot of founders that fit that profile and they'd
been really great investments for us.
So I wanted to start a firm that was really dedicated and focused on finding these founders.
Just to play devil's advocate, there's been some studies that a lot of these unicorns
come out of these ecosystems.
It doesn't have to be Stanford or Harvard.
It could be open AI or Uber or Facebook in previous generations.
How do you know that you're not
adversely selecting yourself by going after people that are outside the network?
David, you wouldn't be the first person to ask me that question.
As you can imagine, a lot of limited partners when I was getting started with
precursors said, aren't you just going to end up with adverse selection?
So a couple of things I've noticed, one is many of the most iconic
impressive founders I've met were first time founders. And when we say first time
founder, we mean someone who hasn't had a significant exit before they might have
dabbled in starting a company before, but the thing that we're backing them to do
is their highest and best use. So we're big believers that people doing it for
the first time can build iconic companies. And we've seen that happen
before. So that's not to say that repeat founders aren't successful.
This is more of an and or an or in my mind. The other thing we've noticed is we live in
a world where I think the premium for backing repeat founders is untenable for most seed
stage funds. The premium that some of those really experienced, highly pedigreed folks
are able to command is a function of the supply and demand for capital. And there's a lot of money chasing engineer one or two from open AI
or engineer one or two from Stripe. And being early at a company doesn't necessarily mean you're
going to be an amazing founder. It just means you were early at that company. So I guess we
challenged the premise that the only way to find great founders is to cherry pick either repeat
people or people who are very early at well-known companies. What about everyone talks about serial entrepreneurs, but there's also serial startup
employees, somebody that was, it doesn't have to be OpenAI, but at a startup, how important are those
factors for success as a founder? One of the surprising things that we found at Precursor is
we've done a huge study on all the founders that we've backed, the ones that have been successful
and the ones that haven't. The biggest predictor of success
is previous startup experience.
And with some ability to reflect,
I'm actually not that surprised once you look at the data.
And that's because I think what happens is
when you're trying to build something from scratch,
from zero to one, having been in an environment
where that happened before is really helpful.
Having been at a big company like a Google or a Pinterest
or an Amazon for the entirety of your career,
you probably never saw low resource zero to one ever and trying to figure out how to do that can be really hard
So we have a huge bias towards people who have previous startup experience
Even if that startup wasn't one that they started and even if it wasn't one that was wildly successful
Talk to me about the compounding benefits of being in multiple startups
What's the perfect amount of startups to be part of before you start a company?
Something like probably two or three
is probably the optimal number.
Going back to the same study that we did internally,
the average age at founding for a founder
in our portfolio is 34 years old.
And I think a lot of people I talk to have this notion
that, oh, you're doing pre-seed,
these must be new grad founders
or people who just graduated from college
or early in their career.
We tend to find it's mostly mid-career people.
And I think with one startup, you only know one way to do things.
You have one set of relationships. You've seen one VP of engineering, one VP of sales.
You've seen one of everything.
I think when you work at multiple startups, you get to see multiple different ways that companies can be built and scaled.
And I think equally as importantly, you build a network of startup
founder types and other people that you can work with across multiple companies. I think it's really helpful to have a broader pool of experiences and people
to draw upon when you're trying to start a new company.
You're investing in first time founders.
What kind of valuations are you looking at?
Yeah.
So about 60% of the people that we back are first time founders.
So we will back some people that have done it before.
And the beauty of our model is many of the first-time
founders we meet were able to invest in their companies
at mid-single-digit valuation.
So think, you know, four to $6 million post-money valuations.
So maybe not as good as some of the top accelerators,
but certainly a significant discount to what we see at Seed.
How does that play into your portfolio construction?
I was telling my friend, I think every fund has some kind
of threshold thing you have to get over if you're gonna say yes, and for us, into your portfolio construction? I was telling my friend, I think every fund has some kind of threshold thing you have
to get over if you're going to say yes.
And for us, it's portfolio construction.
So our typical funds, if you look at it, our first fund had 83 companies.
Our most recent fund has about 100 companies in it.
So we're typically 80 to 100 companies.
And those companies are chosen over a two to three year investment period.
So think kind of like 25 to 40 companies a year, depending on the year.
For us, we're generalist, and we're investing primarily in companies that are just the founders.
So think two people, idea stage, pre-launch, pre-product market fit. So I'd say about as risky
as you can get, unless you're going to go pre-idea. You have 80 to 100 portfolio companies,
you're investing when there's only two founders, what kind of value add do you provide to the
startups? And how do you scale that? When I started two founders, what kind of value add do you provide to the startups and how do you scale that?
When I started the fund, a lot of people said, aren't these founders going to need a lot
of help?
How can you possibly support 80 teams per fund?
It's been interesting to learn what these founders actually need from us.
What they don't need is they don't need me as a virtual co-founder.
They certainly don't need me as a virtual product manager.
And they don't need me as their head of HR or the person who's going to go out and recruit
those first couple of engineers for them.
I find what they need from us is help with fundraising.
Almost by definition, most of the founders that we meet have fairly
underdeveloped networks of VCs or even fellow founders who can help them get the
meetings they need to both close the round that we join and also get ready for
the next round.
So consistently founders have told us we've made a difference in their fundraising both when we commit to that pre-seed round and helping get get ready for the next round. So consistently founders have told us we've made a difference in their fundraising,
both when we commit to that pre-seed round
and helping get them ready for that seed round.
In addition, one area where I think we've made
a big impact with founders is giving them
a ready-built founder community that they can plug into.
And we have over 750 active founders in our portfolio today.
So when we onboard a new founder,
if that person is the only person in their social
or professional circle who's starting a company
and they've never done this before,
we can plug them into a community.
They can give them everything from moral support
to tactical advice on which banks or service providers
to work with or how to handle tricky situations
with founders.
What do the most talented first time founders,
where do they struggle in fundraising
and how do you help them? What do the most talented first-time founders, where do they struggle in fundraising and
how do you help them?
Boy, the biggest point of friction I find is I think some of the founders I talked to
who are doing it for the first time, in some ways they are over advised and they consume
too much information on the internet.
They come to me and say, well, I read this article that says I have to be at a million
in ARR to unlock some magical milestone.
I tell them it just isn't true.
That's really not how this works.
And I spend most of my time instead of trying to work just on the pitch deck in the slides,
trying to put the founder in the shoes of the investor.
And what I remind them is, hey, I'm a pre-seed investor.
I'm going to make a lot of investors.
A seed investor is going to make far fewer investments than we would make at pre-gursar.
And remember, these people are trying to underwrite a couple of things.
How much of good storytelling is explaining how you're going to do the blocking and tackling
versus painting a large picture?
And how do you balance this?
It's funny.
We find a lot of founders that we work with tend to gravitate towards one of those two
poles.
They either want to get so far in the weeds and talk about what the next 12 month product
roadmap looks like that you miss out on the big vision,
or they want to tell you what the terminal end state of the company looks
like, which is oftentimes this beautiful, huge company.
And there's no narrative about how you get there.
So a lot of what I try to explain to people is building a big
company is a series of hops.
And you want to go from one hop to the next hop.
And those hops need to be logical, large and meaningful.
So a lot of what I tell people is, okay,
you're this early product market fit company.
We have some revenue, we have some customers.
The next big thing we need to prove is that we can scale
what's largely probably been founder led sales
or founder driven growth.
We need to show that we can turn that into something
that's more scalable at small scale.
If we can show that we can scale it at small scale,
then we can show that we can scale it at larger scale.
Once we get to larger scale, hopefully that will create the surface area where we can show that we can scale it at small scale, then we can show that we can scale it at larger scale. Once we get to larger scale,
hopefully that will create the surface area
where we can release multiple new products
above and beyond the core product
that we use to start the company.
And so some of this is about tying all these things together
in a narrative arc where you're not asking people
to make these gigantic leaps from today,
we're gonna launch the product and tomorrow
we're gonna be at 100 million in ARR.
There's a lot of steps that have to happen along the way.
And we try to help people understand how to stitch those steps together in a
story that feels achievable but also exciting. In reality, do you see that companies kind of stick
to their plan? We've had a couple of companies that have told us they had really ambitious plans
and they've achieved them. If I think about Bobby Baby, Laura laid out a really ambitious revenue
ramp for that company and she's one of the few people
who've achieved it essentially on schedule and on time.
In most cases, the most important thing I tell companies
is let's figure out what it would take
to get to 100 million in ARR.
Let's use that as a simple frame.
Is 100 million in ARR enough to go public these days?
It used to be, probably isn't.
But at 100 million in ARR,
you have a real substantial company.
And the best way to figure out
how to get to 100 million in ARR
is to look at the fundamentals of your business.
How much do we charge customers?
How many customers are there out there today?
How much do we think the number of addressable customers
will grow over time?
And how many of those will we get?
And oftentimes I tell people,
the question I'm always asking is,
how hard do I have to squint to see the picture?
If we're in a fast growing market without a lot of established incumbents,
oftentimes you don't have to squint that hard
to see how you get to a hundred million in revenue.
In other cases, I'm like, boy, this might be a market
where the total opportunity for everybody
is only $400 million a year.
For us to get to a hundred,
we need 25% market share from scratch.
That takes a lot of squinting to see how that works.
What I tell people is your ability to predict
the next 18 to 24 months is probably pretty reasonable. to share from scratch, that takes a lot of squinting to see how that works. What I tell people is your ability to predict
the next 18 to 24 months is probably pretty reasonable.
Beyond that, doubtful.
How do you go about ascertaining
the total addressable market or the TAM
for a brand new market?
Going back to my core belief is if you can figure out
how to get to 100 million in revenue
in the foreseeable future, which to me is kind of
five to seven years in the future, usually the only way to get to 100 million in revenue in the foreseeable future, which to me is kind of five to seven years in the future.
Usually the only way to get there is either you have a really moribund market where the
startup is going to release a product that really is revolutionary and is going to shake
things up, or there's a brand new market.
And truthfully, part of this is hunches.
It's looking at trends, it's looking at tailwinds and saying, hmm, this feels like something
that consumers are more interested in now than they used to be.
And if that continues to be the case, this is going to go from something that's a niche
behavior to something that people are really passionate about.
I've invested in a handful of companies, particularly on the consumer side, where there's some macro
trend in consumer behavior.
It could be more climate consciousness.
It could be a greater desire to use clean and natural products.
I think you can usually tell yourself a story about some trend or tailwind that will hopefully
make the market bigger in the future.
I had Mike Maples on the podcast and he mentioned that a lot of the top entrepreneurs pivot,
looking back at kind of his biggest wins.
Do you ever invest in a startup that you think is a bad idea but a great founder? We have had terrible luck with that strategy, David. I've learned a lot from Mike Maples,
and I have other peers who I know are like, it's all about the founder, the idea doesn't matter.
We haven't found that that works for precursor. It doesn't work for me. And there have been a
handful of people where we've told them, I really like you. I like what you're building. I really
wish you were working on something else. If you find something else different than this idea,
I would gladly take another meeting.
And the reason why I think maybe it hasn't worked for us
is most of the rounds we do at Preseed
are a million dollars in size.
That's actually not a lot of money to experiment
if you don't have some notion for what you wanna build.
Now, if you raised three or $4 million as a seed round
with no clear idea, I actually
am okay with that.
That probably works better.
You've got enough money and time that if the first couple things you work on don't work,
you could still keep together a team of four or five people as you pivot through ideas.
Do you find that there's a correlation between founders who are open to feedback and their
eventual success?
I walk all the founders we back through this little two by two matrix that somebody taught me a long time ago, which one axis is like, did it work out in the end? And the other axis
is like, did you listen to what I said? Did you take my input? And what I tell founders is the
most important thing is to end up in the it worked out category. So if it worked out, I always tell
them if it worked out and you took my advice, everybody's super happy. If you take my advice
and it doesn't work out, human nature as a VC is to explain away
that that advice was merely a suggestion, not a directive.
And I find if you don't take my advice
and it doesn't work out,
everybody's frustrated, but who cares?
The big point is it didn't work out.
So I would say on average,
the best founders that I work with are kind of stubborn.
It actually takes work to convince them
to change their mind.
And I think that's probably the right balance
for most founders because they're far closer
to the problems that they're working on than most VCs are.
The places where I think VCs tend to have better advice
is sometimes when you're not in the company,
if a company's not on track,
sometimes it's more obvious to you as an outsider
than it is someone who's fighting
to make the company successful.
You're on your fifth fund now,
so you should start seeing some results.
Tell me about your first two funds
and how are those panning out?
Yeah, so the theory for the first two funds
was pretty straightforward.
You know, we made 83 investments out of the first fund.
This was the fund we started investing in in 2015.
It's kind of crazy,
40 of those 83 companies are still alive and active.
We've returned about a third of that fund.
We had one really good outcome.
The New York Times acquired the Athletic
and we were the first outside investor in that company.
So feels good to have delivered some DPI
from the first fund.
But I still think most of the good news
for that fund is still yet to come.
Look, I just think to be honest,
pre-seed is the longest hold possible
that most LPs are going to experience.
It's like taking your seed portfolio and tacking an extra 18 or 24 months onto the hold if
you hold everything to maturity.
And I think if we're going to do that, we have to believe as a firm that we can give
people 4X net funds at a minimum.
Otherwise, we're holding onto their money for too long and we're not giving them a
good enough return.
So I'm really confident Fund One is going to more than clear that bar based on what
I know about the companies that are in that portfolio. Our second fund has just shy of a hundred companies.
It has greater than zero, but kind of negligible DPI at this point, still really early. And we have
a handful of companies that I'm really excited about in that fund. The most interesting thing,
though, I think David is, you know, we talk about power law and venture, precursor is super power
law. So in our first fund, we've done a bunch of internal modeling about where we think
this fund will land with returns. Even in the median cases, the top eight or top 10%
of the companies end up accounting for 80 or 85% of the returns. So it's not your typical
a third, a third, a third, you know, a third really work, third, give you your money back
and a third fail. We're more like 40% of them are going to be less than 20 cents of the dollar back in return. You'll have
another chunk of them that give you back somewhere between 50 cents and $2 on the dollar. So, you
know, your money back plus or minus a little and a very small sliver of the top 10% of the portfolio
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And you're on the sharpest spear of the power law because you are at the very
early stage pre-seed. How does that inform your investing strategy?
I always ask myself, can we get on a pre-seed company, can we get a 200X gross cash on cash
return from this investment? So if we get in at five, can we get out at a billion? Is
that even conceivable with this idea? And truthfully, 200x gross probably turns out to be 75 to 100x net accounting for future dilution. That's meaningful. That
means if we write a 500k check today, at some point in the future, we'll get $50 million
back. And given that all of our funds are sub $100 million, that's a meaningful amount
of capital to get back in the context of what we're trying to do as a fund. So I so I, I always ask myself, are we taking enough risk and are we going
after ideas that feel like they could be big enough, a number of our, what looked
like they're going to be our big winners were, would have been controversial
investments if I were in a partnership.
They were scary in some way, a lot of things or multiple things had to be
simultaneously true for that to be a good idea.
And I worry more that we'll do too many middle of the fairway, safe b2b SaaS
companies that will never become true outliers. That'll tank our
fund, we really do need those binary big bet winners.
Given that you have a much bigger portfolio than the
typical fund, does that change your thinking in terms of every
investment having to return the fund?
When I look at our first fund companies, the ones that look like they're going to be the
real returns drivers, I thought they were all interesting, but they weren't obviously bigger
or better ideas than the other companies in the fund. Many of them at the time were going
after small emerging niche markets. And so I've continued to see that pattern play out
also in fund too.
Many of those companies, the ones that are likely to drive the majority of returns, they
didn't feel smaller or bigger at the time of the investment.
So the ones that ended up being the power law outcomes, they didn't seem like bigger
markets.
What's your takeaway there?
How do you process that information?
I'll give you one example. We invested in a company called Carrot Fertility, which provides
reproductive benefits through the employer channel. We made that investment in our first fund.
So in 2016, there wasn't that much of a conversation around employer-provided
fertility benefits. Egg freezing was not something you talked about on Twitter. It was something
you maybe talked about with your friends at a dinner party. The conversation wasn't where
it is today. And I didn't know how quickly things would change. It just felt to me that we were on
the cusp of an inflection point for that market. And it turned out that the inflection point for
that market was much greater than we had anticipated. And that's gone on to be a pretty substantial
company. And Tammy and the team have done a great job growing and scaling it.
But I just thought, hey, this is a benefit
that only the only way you can really scale this benefit
is to have the employer in the loop
because most people can't afford it on their own.
And it's highly desirable.
And I said, well, this seems like something
where the employer should have a role
and hopefully more employers will see fit
to offer this benefit.
But it was really kind of a cultural tailwind that pushed
that company.
Again, if I go back to Bobby Baby, there was just a ton of demand for a clean formula product
manufactured in the United States.
And then sometimes like bad news for the world ends up being an opportunity for the company.
You know, the formula shortage really brought a lot of attention to their category.
And so I think almost all of our successful companies have had something that's happened
external to them that was a tailwind that was either hard to predict the magnitude of
or the existence of it at all.
And so I think if you pick really good people working in interesting markets, and you're
patient and the companies stay alive, oftentimes you get these inflection points that can really triple charge those businesses.
It's interesting.
It's almost like if you have enough good shots on goal,
something good will happen.
Yeah.
It's kind of like in soccer, you shoot it
and sometimes there'll be a deflection,
but if it wasn't on close to the goal,
it wouldn't have gone in.
Yeah.
It reminds me like a lot of times,
I'd say probably the meanest thing people say
about precursors, they call it spray and pray.
It doesn't feel that way to me.
It's not like we're just driving by throwing money out the window to whoever catches it.
There is a plan and there is like there is a structure to it.
And I think when you're a generalist investing in people, the notion that you could find 40 people a year out of a few thousand who you think are working on really interesting ideas
is anything but spray and pray.
You mentioned cultural tailwinds.
And again, you're investing at the very, very earliest stage of a company.
What is your information diet consists of in order to get ahead of some of these tailwinds?
While I enjoy reading technology press, I think there's diminishing returns to reading
things about the industry
that you spend all of your time in.
And so I try to read a wide variety of things.
I also just try to pay attention to what my friends who don't work in technology are thinking
and talking about.
As much as I love talking about AI and LLMs and all the greatest new technological advancements,
talking to my friends about cultural trends and the things that they're excited about,
for me is highly informative.
Also, you know, at this point, I'm generally older than a lot of the founders that I end
up investing in.
And so just talking to them about what are the things that they care about in their lives?
What are the things that are meaningful to them?
It gives me a really good window.
The last thing I'll say is I try personally to meet 750 to a thousand founders
a year while running the firm and supporting our portfolio. It's, it's a big commitment.
And I think if you can talk to 750 to a thousand people a year and you're not a,
a specialist, you know, I'm not talking to 750 FinTech founders a year.
You get a pretty good sense of where people's energy and attention is going.
How do you balance the desire to be non-consensus, right? As they say in venture capital versus kind of chasing these trends. Tell me about the nuance. The hardest thing about being an investor at
Preseed is that like people should laugh at you on a regular basis for some of the investments you
make. They should literally, David, like question your judgment. What are some examples of ones that
they laughed at you? I'll give you, so we were one of the first investors in CoStar, which is a social astrology company.
And when I made that investment, a lot of my friends were like, are you anti-science?
And this goes back to your question about sort of cultural milieu. When I started talking to a lot
of my younger female friends, they were all very in tune with astrology. Like it was something that
they talked about with their friends. It was something they were aware of.
And I was like, all judgment aside, like this is something that they care about.
There is an audience for this product.
We also invested in an electric boat company called Navier.
I love Navier.
That's one of the most amazing products.
My investors were like, what do you know about electric boats?
I said, the irony is we've done an electric vertical takeoff and
landing cargo drone company.
I've learned a thing or two from those guys
about what electric drive trains can do.
And in some ways I think the beauty of Precede
is the fewer people you have that need to say yes,
I think the easier it is to do hard and strange things.
And I think we have companies that I've invested in
that it would have been hard to get other people
as excited about those companies as I was. And look, the flip side is true.
There's probably some investments I've made a
precursor where a partner would have said, Hey, man, I think
this is probably one you've just gotten a little too excited
about. But again, I think when we're doing our job, right, we
should be doing things that when I tell people what the company
does, we should get a blank look. People should be like, I
don't understand why that's a thing. Because we're supposed to
be two years ahead
of what's obvious and interesting.
What are some trends that you're two years ahead of today?
Oh, boy.
I mean, I think probably the most, there's one where I worry
that we've made a pretty big decision as a firm
that we're not going to chase buzzy hot AI deals,
partially because of price, partially
because of some questions I have.
That's probably a trend that we're not as in on as everybody else is.
Let's talk about ScreenDor, your GP advisor to one of the most highly sought after LP.
Tell me about ScreenDor.
ScreenDor has been an awesome experience.
I've had the privilege of being on the investment committee for a couple years now and there
were a handful of us GPs.
As you know, David, once you've been in this business for a little while, you've raised
a few funds, people come to you and ask you for advice.
And I realized that as much as these people needed advice,
what they really needed was money.
They really needed money.
And they needed money in the context of a first close
for a first fund.
And I give a lot of credit to the people,
to the guys at Homebrew and some of the people
who worked on Screen Door in the earliest days.
I think there was this light bulb moment where it's like, well, there are some experienced
GP advisors who are constantly being hit up for advice from people who want to start funds.
And we all try to help as many people as we can. And there were some large allocators who
were interested in emerging managers, but just didn't have a vehicle for accessing them.
The check sizes they wanted to write were too big for those funds. They really needed people who had been more mature in terms of the fund management side. And so
we had this idea of what if we pooled our interests, capital and expertise and built
a model where we had some of the world's largest, most highly set after institutional LPs combined
with a set of GP advisors and thankfully now combined with a really experienced professional staff, you know, Jamie and Lisa and Lane have probably as a, as a trio funded more
emerging managers than just about anybody I know on the planet.
And I think it's a really unique investment committee because the
goal was to try to be a significant, like think 10% commitment that could come
into somebody's fund as early as the first close and hopefully be a signal
and give them momentum.
How has being an LP made you a better GP?
Oh my God.
You think as a GP, I have the most interesting, amazing, unique story.
And then you hear 50 pitches and you're like, these all sound the same.
And I don't, I think I have made significant changes to the way that we
talk about and present precursor.
Having been a GP advisor at ScreenDoor
and listened to a bunch of pitches where I'm like, okay, 10 minutes in the essential narrative for
this pitch is that you're a smart person with a good network. That's true of like 95% of people
who pitch is like what makes you special and unique. And I had no idea. And maybe I was like
this in the beginning too, how hard it is to understand what a differentiated pitch sounds
like from the, to the ears of to understand what a differentiated pitch sounds like
from the, to the ears of an LP
versus what you think it sounds like in your own head.
The story you just told me,
if I took your name out, I took the firm's name out,
it sounds like 85% of the other pitches I've heard,
that's not good enough.
Like what is it that really makes you unique?
A good pitch is also a good strategy.
So you could actually improve the pitch
by improving the strategy,
not just,
not just put in another layer, not just put lipstick on a pig for lack of a better analogy.
What is a differentiated pitch and what is a differentiated strategy?
I always ask them the same question, given your strategy, why are the
very best founders going to choose you?
Like, why are they going to choose you?
And I'd say half of the GPs I pitch think of venture capital as a stock picking business.
Like if I'm good at identifying companies, I'm like, well, that's only 20% of the battle.
80% of the battle is actually convincing the ones you want to take your money.
So if you're good at picking, but you're not good at selling and winning, like, what's
the point?
Do you think that's the case for pre-seed as well?
Or is it more of a picking game for pre-seed?
I think in pre-seed, it is less competitive than seed, just
because the people almost by con to your point about strategy,
the construct of our fund is we're going after people who are
generally speaking, less sought after. So I do think like
picking and precursors probably more important than it would be
if you were at a $200 million seed fund, where like winning is
maybe more important. But a lot of the a lot of the fund
managers that I meet are building funds in strategies where there are existing competitors. Like you know,
if you're a vertical fund manager going after a fintech or AI or b2b SaaS or prop tech, there are
other people in your ecosystem who have established brands. And also the generalist folks are pretty
much all over everything. So I always ask people like, tell me why you win? Like, why are they going to pick you in head to head situations? And I find the best
fund managers I meet have a pretty clear sense about when and how they'll win. And the ones who
get that and some of them are just like, hey, you know, we deliver on these 10 things before
we even invest and the founders who we've taken money from really go to bat for us.
There's usually one or two really tangible specific actions or activities that that fund manager is
doing that helps them win. Talk to me about the portfolio strategy for Screen Door. In most cases,
we're going to back people out of the first vehicle, probably a dozen, 15 managers in total,
with the idea of being a significant LP in almost all cases.
There's a couple of cases where we invested in funds
that had pretty good momentum by the time we'd found them,
but the people we really wanted to work with.
Now sort of we're entering into kind of the next era
of Screen Door, which is we've had a lot of managers
that we backed for Fund One.
And now the question is like,
how do we support those folks in two ways?
One way is we wanna continue to support the next generation of first time fund
managers, but we've also discovered some people that we think are great and we
want to be able to participate in their future funds too.
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Do you think Screen Door is creating TAM expansion? In other words, are you creating managers that
otherwise wouldn't have been able to be managers by solving around the anchor check?
I think in some ways we're doing what a good pre-seed fund does, is we're like bringing attention to things that are interesting
that people might not get to if they're just sifting through everything that's out there.
And hopefully more than TAM expansion, what we're really doing is we're making the Fund One experience
more pleasant and less stressful for talented managers who are maybe getting overlooked.
I mean, if you spin out of a big established platform, there are a lot of existing large
LPs who have practice digesting and meeting with those people. A lot of people I meet from
Scrum Door, they were an operator and they're starting a fund, or they were an angel investor
and they're starting a fund, or they were a junior person at somebody else's venture fund,
but they weren't senior enough that their departure
You know caused the managing partner to pick up the phone and call all their biggest LPs and say you have to support so-and-so
Last time we spoke you said you were shocked that many of the VCs that left top-rand firms have almost no connectivity and sometimes zero
connectivity with LPs tell me about that I
was
Floored David. I've talked to a handful of my friends who've left big platforms and I'm like,
well, you shouldn't have a hard time fundraising.
And they've essentially told me like,
I'm not really involved in the funds fundraising.
I go, what do you mean?
They go, well, we have a really professional
investor relations team.
And between the investor relations team
and the senior GPs, those are the people who talk to
and get to spend time with the LPs,
both during the fundraising and after.
And in some cases, the people I talked to
were actively discouraged from talking to LPs,
lest they say something that's off script.
I do a bit of everything, a lot of fundraising,
a lot of selection, a lot of fund management.
The notion that people would be at a fund
and not have access to a relationship with LPs,
it wasn't something that had really entered my head.
And then when they told me about it, I was like, oh, that's interesting.
And a couple of them have come to me and said, well, how do you actually raise a
fund?
And these are people who are very experienced investors.
They'd be amazing board members for any startup company, but the business of
building a venture fund is a bit of a black box and a mystery to them.
Clearly they need to listen to the podcast.
Some of those situations, not just going off script in terms of talking to the LPs,
but the top general partners want to have a succession plan for their junior,
junior level people and they don't want them going out and starting a fund.
So it's kind of a direct counter incentive for that.
I think there's definitely some LP gatekeeping.
When you talk about somebody that leaves a top branded VC, what are the main challenges that keeps them from raising their fund one? It's kind of
like when you leave Google, sometimes it's hard to know how much of my professional success was me
and how much of it was the place where I worked. And I think sometimes LPs make judgments about
value of the platform that the person was on versus like them as an
individual that are different from that person's own self-perception. And I don't know that that
means that limited partners are right when they say, well, gee, maybe a lot of this person's
success was due to the fact that they were on a platform where they got easy access to great
entrepreneurs and that, you know, they're essentially, you know, success was based on
the hard work of others who came before them. I don't know if LPs are right or wrong,
but I've seen them make that decision before
that like this person without that tailwind of a brand
will be less successful.
How does a GP that's leaving a large platform
test the waters?
I think it's really dangerous.
I think it's like really dangerous
unless you're pretty committed to leaving.
The best way I've seen it done
is the person kind of makes the
decision that they want to leave and go start something else. They figure out and dependent
some in some firms, you could tell the leadership that this is something you want to do and they'd
be supportive and other cases, I think it might be your last day. If you were to tell them, it
really depends on the culture of the firm. I think the danger is, if the firm you're at doesn't really
depends on the culture of the firm. I think the danger is if the firm you're at doesn't really have any clue at all that you're doing this, and LPs, you meet with them and they
go back and say, Hey, I heard so and so from your firm is thinking about leaving a certain
new fund. Like, is this something I should be taking a closer look at? And that's news
to the management. That's just not good. Like nobody, nobody wins when that's the case.
So I think if you're gonna do it,
the only people you can really test the waters with
are people that you really, really trust
to keep it confidential.
And oftentimes that's a really small number of LPs,
usually people you've gotten to know really well
in some contexts.
This is the irony.
You mentioned one of the biggest risk factors for an LP
is whether the GP was just drifting off the brand
of the previous platform. How do you suss out yourself as an LP, whether the GP
that's spinning out is actually good or they were just benefiting from the brand of the
previous LP, previous VC?
A lot of times I'll just ask people like, how do you think life is going to be different
for you as a GP now that you're not at XYZ platform firm? Like, what do you think is
going to be different? And I find the people who are like,
nothing's gonna be different.
I'm great at sourcing, I have a great network,
people love me, I'm like, that's kind of naive.
It will be different.
Like it will be different.
You're gonna be starting from scratch with a new brand.
And yes, you will have some core relationships
that will come with you,
but a lot of it is starting over and building from scratch.
So the first thing I try to get a sense for is like how aware is this person of
what's likely to be different on the other side, starting from scratch,
reintroducing yourself to your network as a new person is a big job.
So that's one of the questions I ask them.
Second, I'll ask them a lot about sourcing.
Do you think that kept you from developing important skills, having
that early in your career?
That is actually why I left Google.
As a big part of it, I said, I want to, I want to get better at
business development faster.
And I think I need to be in a place where I don't have all of these tailwinds
and where more responsibility will be put on my shoulder sooner.
And so I went to a,
I left Google to go to a startup and there were two of us on the revenue team
when I joined and my boss was like, well, it's me and you, we're going to have to come up with all the ideas.
We're going to have to do all these things. And he, I learned so much.
His name was Joe Harkin. I learned so much from Joe because it was just me and
him. And he's like, well, this deal came in.
We got to figure out how to structure it.
What do you think we should do?
And I'm looking around, he's like, no, no,
I'm talking to you.
You and I are gonna have a conversation about this.
And it was a huge accelerant for my learning
to be in a position with less brand power
and I'd say kind of more responsibility.
Were you in your mid 20s?
I was at that point, late 20s, yeah.
Late 20s.
So one of the life hacks for somebody early on in their
career is actually just to be a good thought partner,
to be a good listener.
It's an amazingly rare skill and you'll have very senior
people come to you and we'll just talk to you,
talk at you for 45 minutes and you know,
you could ask appropriate questions,
but that could be very valuable to a senior partner. It's super useful and I've had people who've worked in the office
with me at times and I find myself doing that they're right there and I'm like hey I just want
to run something by you and why you're gonna put on something and it's just a natural thing to do
when you're around people and so I'm really grateful for that experience. It was really seminal.
Speaking of a seminal experience,
you were chairman of the NVCA,
which is a trade association for the venture capital industry.
Tell me about that.
It was an amazing experience being chair for a year.
Byron Dieter has taken over for me from Bessemer,
he's doing a great job.
It's really fascinating because I run
a pretty small venture fund in the grand scheme of things and the NVCA represents everybody.
The biggest venture, the biggest multi-stage platform funds in our industry, all the way
down to small regional venture firms, life sciences, software, hardware.
It's this really interesting nexus of all things venture.
I think two of the biggest things I learned is one, the
venture capital industry has a huge role in the innovation economy, but is a pretty small
trade association compared to most of the other folks that are out trying to influence
policy in Washington. And that sort of took me a while to wrap my head around it. And
second, there are many laws that are drafted to solve one problem that have meaningful,
unintended consequences for the venture capital industry. And I found that policymakers were
actually quite receptive to hearing about the unintended consequences of some of the things
that they proposed and how those things would impact the venture capital industry.
And the US venture capital industry is the envy of the world.
Like we have the best thing going.
And so reminding them that we don't want to break that thing was important.
Well, Charles, you did not disappoint with the podcast.
I really enjoyed chatting.
What would you like our listeners to know about you, about Precursor?
I mean, the only thing I'll say is I really love meeting new people and I keep quite a
bit of time on my schedule to meet people who are unknown
to me but are really committed to building something special and if you're one of those
people please reach out.
Thank you for listening.
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