
Crazy Until It's Not: Startups, Venture Capital & Big Ideas
Crazy Until It's Not: Startups, Venture Capital & Big Ideas
My firstminute | David Sacks, PayPal, Yammer, Craft Ventures
What makes a great entrepreneur turn into a great investor?
David Sacks started his career in the ‘PayPal Mafia’ as one of the company’s earliest members as COO and product lead. During his time as COO in 2001, payment volume grew from 0 to $3.5 billion per year and revenue saw equally tremendous growth from 0 to $100 million.
After a stint as a film producer on Thank You For Smoking which was nominated for Best Picture at the 2006 Golden Globes, David founded and was CEO of Yammer, the first Enterprise Social Network. Yammer pioneered bottom-up SaaS by adapting consumer tactics for enterprise sales. In July 2012, it was acquired by Microsoft for $1.2 billion as a core part of its cloud/social strategy.
Throughout his career, he was always an avid angel investor. After leaving Yammer, he turned his investing into a new venture with the creation of Craft Ventures. The fund is an early-stage and growth fund based in San Francisco.
This episode from 2020 follows David’s career and his journey from entrepreneur to investor. We cover the lessons he’s learned along the way and his advice to entrepreneurs and investors.
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So. Yeah. Got it.
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I will say hello.
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Hello to everyone who's joined.
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Very nice to see everyone you've got.
You've got L.A.
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and Stockholm.
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I'm here and myself being in Stockholm.
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For those who haven't met my name,
Spencer Crawley.
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I'm co-founder of First Minutes and
website is thrilled to have David here.
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I think that everyone here knows David
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but or knows of David, but obviously
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founding CEO of PayPal
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followed by Yammer,
followed by Zenefits CEO
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and now obviously founding VP of Craft
Ventures.
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David, thank you so much for being here.
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We really, really appreciate it.
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I am looking forward to covering
lots of ground, but just so you know who
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your audience is, David, we have a mixture
of early stage entrepreneurs.
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Latest stage entrepreneurs
and venture capitalists and the
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of anyone who hasn't
been to my first minute before the
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the concept of my first minute
was actually born in lockdown.
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And it was to garner insight
from brilliant people such as David,
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both about that early days
and the kind of the first minute concept,
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but really about what they're thinking
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about today and
and to learn from them and hear from them.
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And we've had lots of David's
friends from from legal sector Max Levchin
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to Kevin Hart to Peter Fenton
and various others, as well as some
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other folks such as Tony Blair and
and David Bonderman and Jeff Immelt.
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So we're thrilled to have.
David, thank you for joining.
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And I think, David, that,
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you know, the
maybe the three areas I'd love to
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to kind of explore
today are I'd love to start with Kraft
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because I feel it's it's front and center.
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You're I would love to
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then look at product
because I think you're really seen
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as one of the leading product
minds globally
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and then talk about talent
and what that means to you.
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But maybe just to kick off
with with Kraft,
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you're sort
of your first minute in venture.
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So to speak.
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And in 2017, when you launched Kraft,
why did you
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why did you decide
to launch a venture fund? What was that?
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What was the genesis there?
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Yeah, the.
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Well, great to be with you.
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The genesis was,
you know, I've been doing angel investing
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for almost 20 years while I was, you know,
founding and operating companies.
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And by 2017, I kind of got to a point
where I didn't want to found
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and run companies anymore.
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But I still love startups
and work with founders and
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being on the cutting edge new technology.
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And so
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I decided, you know, to
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to basically raise a fund so I could write
bigger checks and lead rounds.
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And, you know,
that was the the transition that we made.
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Was the obvious to one to take LP money.
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You would have had your pick
of any LP's out there but was that
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was there a moment where you thought
I might just keep this as a, as a,
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you know, my own personal money
or why take external cash?
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Well, that's what I was doing
before, was just investing my own money.
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And I mean, it went on pretty well.
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I think I invested in
something like 20 unicorns as a
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as a, as an individual investor.
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And Pitchbook in 2017 came out with its
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like ratings of like unicorn investors.
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And, you know, it was a bunch of like
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Silicon Valley firms
and then I was just there as an individual
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and I was like, well,
you know, if I'm like beating entire
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firms of people, maybe this, you know,
maybe it's not that hard.
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Maybe I should set up a fund to do this.
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For those not in the know
some of those angel tickets that David's
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referring to Airbnb and Uber and Twitter
and Slack and Space
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X, Palantir, Facebooks and what not
and not a bad lineup of of investments.
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But was it was it the was there
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a fundraise process as such
or was it really okay?
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I'm David Sachs.
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You know me
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line up in the queue patiently
or what was the fundraise for craft like?
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Yeah, I mean, it still took a few months.
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I had I put together a track record,
which I hadn't done before because,
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you know,
when you're investing your own money,
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you don't need to like calculate an IRR.
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So yeah, we put,
put a track record together.
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I recruited a few people to the team.
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I did it with sort of the co-founding GP
was a friend of mine named Bill Lee,
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who was also a very successful
angel investor
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who had successfully founded two companies
and led them to exits.
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And then after that Jeff floor,
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who had been the founder of StubHub,
joined as well.
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And so we started to craft
this identity for craft,
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no pun intended,
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of being a firm
that, you know, where all the chips
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had been successful founders before
and had led their companies to exits.
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And hopefully that puts us in a position
that a better position to give advice
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because we've been in the shoes
of the founder, you know, before.
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Was it very obvious to you, David,
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that there was a complementarity
and a fit with Jeff and Bill?
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Did you how did you assess
who were the right partners for me?
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I known both them for a long time.
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And they really you know,
like I said, they the
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I think the the thing that we were looking
for was someone who'd been successful
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as an investor, as an angel investor,
but also had success as a founder.
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And there aren't that many
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people on that list who then also want
to, you know, become VCs.
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And so that that was sort of,
you know, we were looking for.
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Got it.
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And the perspective that you came with
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to, as you say,
you were prolific angel investor
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but 2017 you're launching you're
putting your own name to a venture fund.
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When you looked at the VC world,
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in particular in the Valley,
what were your what were your thoughts?
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What were your reflections?
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Did you see it
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as kind of an impenetrable group,
or did you see it actually as given
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that you're familiar with most,
if not all of the key players that it was
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there was space like how how did you
what was your lens on venture
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in the Valley in 2017?
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It's I mean, I guess if
if you're if you're asking, like,
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do I see a gap in the market
and then try to fill it,
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it was less of that and and more of like
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an organic growth of, you know, what
I was already doing as an angel investor.
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And I, you know, I had a running start,
so to speak,
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because I was already an investor in
something like 80 companies. And,
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you know, and so I think,
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you know, it, you know, obviously
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venture is a very competitive
sort of market.
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I think the the gap that we saw,
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if there was a gap,
was just the number of VCs who actually
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had operating experience
under their belt, like meaningful
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operating experience, not just as like
a VP or executive at a company,
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but actually having sat in the
the founders CEO seat
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and therefore could be
in a better position to advise
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a founder CEO on like all the things
are likely to go through.
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And being
I mean there obviously the the the
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reasonable number of founder
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led venture funds in the valley
that you know that you that you know
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well do you do you have
you found yourself in the last three years
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competing with friends in rounds
whether whether that's, you know, Founders
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Fund or APC or EX-BORO or obvious or,
you know, all the companies
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whose founders you backed
early on in your career, is that
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what's that like as a dynamic?
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Are there a couple of without naming
names? Of course.
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Are there a couple of funds
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you work mostly with and happy
to compete with the rest?
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Or what's the
what's the kind of ally dynamic?
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Yeah.
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So I haven't really
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found myself in the space of competing
with friends too often or at all.
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I mean the reality is
that the market is so big,
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there's so many companies being founded
now that for
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and you know, and the fundraising process,
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as much as people would like
to organize it into like a process,
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you know, a lot of the early stage
fundraising is tend to be pretty ad hoc.
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And so the odds of coming up against,
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you know, so in your friends with you,
they have to have the exact
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same interests as you.
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They've got to have
the exact same relationship network
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and they've got to have the exact same
timing for all those you know,
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all those things have to click
in order to end up in competition.
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So generally speaking, I would say that
it's less about competition
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and more about just establishing
what what you yourself are interested in.
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And that's not to say some of our deals
haven't been competitive, but
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but it's been
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less competitive than than
maybe I would have expected.
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Okay. And you typically lead or co-lead.
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What what how would you position yourself
in the market, particularly lead?
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I mean, we do kind of classic early stage
venture seed, series A, Series B,
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you know, the sweet spot would be to lead
a series around, but, but if we necessary
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say we're happy to do the series B
and I think with respect to Seed
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because now there's like pre-seed
seed, laid seed.
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I mean, I think we tend to want to do seed
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poster revenue.
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So we like, you know,
we like to see the company cross
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the penny gap in terms of some
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some revenue
that comes from some unaffiliated customer
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is, you know, is what we want to see,
unless it's a founder
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who's ready in our network
that we already know, you know,
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we want to be sort of
I guess you call that late, late seed.
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The other thing we've done, I think, is
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is is defined is kind of focused over
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the last few years on on a couple of areas
where we're very interested in RR
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and GMV businesses,
which is to say B2B, SAS and marketplaces.
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And then even within B2B SAS,
we we're very interested in bottom up SAS.
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So if you look at my blog,
it's called Bottom Up.
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All the writing
I do is really targeted at this area.
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Bottom up SAS it's that that that's
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what Yammer was was
one of the first volume of SAS companies.
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And so, you know, like for me as a VC, I'm
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basically totally focused on on that area
right now.
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And we're going to come right back to that
because several of your pieces
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are rich in content
that I'd love to come back on does
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just to finish on the craft
as a as an entity.
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How does is that for the 70
plus entrepreneurs on the line?
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How does the process work?
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Is it is it one person championing a deal
like to take us into their craft
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investment committee?
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What what's what's that?
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What's the process? It's
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it. If
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if one GP wants to do your deal,
it'll, it'll get done.
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It's not decision making by committee
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that allows us to move very, very quickly.
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Basically one person really needs
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to fall in love with it and it's almost
certainly going to get done.
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You know, we don't have to wait for,
you know, if it's a Tuesday,
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we don't have to wait till the Monday
partner meeting here the following week.
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We could write a term sheet that day.
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The team is very collaborative.
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We share where we're actually
still using Yammer.
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We share everything in every deal,
all the information
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we get shared in Yammer. And
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and so we work together as a team,
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but all it really takes us is one GP
who wants to do the deal.
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Got it.
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And if Jeff and Bill are saying, David,
this is crazy,
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this is never going to work, how
do you have disagreements among among you?
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Do you
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I'm sure you have vociferous debate,
but how how do you handle
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that as a partnership?
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I think,
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like all the partners understand that
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there's a consensus driven decision
making doesn't lead
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to great outcomes and venture.
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And so the pushback would be more like,
hey, I don't like this
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deal for this, this and this reason, but
if you really want to do it, go for it.
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I mean, that's usually the conversation
we have
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got it.
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And very last one
because it's front of mind for us.
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We've just we're about to launch
our second fund.
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Does ownership does that word get raised
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a lot in the craft offices
or are you relatively agnostic?
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Well, we have targets,
but they're their targets,
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not requirements, because we don't want to
we never want to blow a deal
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that we want to do over, you know,
some fractional amount of ownership.
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So, you know,
first deal we'd like to get 10%
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for a series
A, it's 24, series B, it's 15%.
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But we have flexibility around that.
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It's not it's not the reason
we want to ever lose a deal.
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Got a really, really helpful. Thank you.
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Going back to to bottoms up and famously
you had 8 million enterprise users
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within within four years at Yammer
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how talk us through the early days
there of was
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was bottoms up a very self-conscious
exercise how did that evolve.
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Yeah I'm not sure if we call it
bottom up back then.
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I guess
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the term that we latched on to very early
was the consumerization of the enterprise
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because we were a bunch of consumer
founders who had never done anything
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in enterprise software.
00:12:56:24 - 00:13:00:09
And we had this belief that we could use
00:13:02:01 - 00:13:04:13
a lot of the same growth tactics
that we had learned at PayPal
00:13:05:16 - 00:13:07:11
in in enterprise software.
00:13:07:11 - 00:13:10:06
And, and basically
we could make enterprise software viral.
00:13:10:19 - 00:13:13:10
When we went out to fundraise
for the first time
00:13:13:10 - 00:13:17:18
and the 28, you know, Enterprise VC
00:13:17:18 - 00:13:21:14
wanted to back this
like this idea that you could use virality
00:13:22:20 - 00:13:27:11
to kind of infiltrate,
you know, an enterprise
00:13:27:12 - 00:13:30:18
and then somehow get, you know,
an enterprise deal.
00:13:30:18 - 00:13:32:15
Like no one was buying into that idea.
00:13:32:15 - 00:13:34:24
It was all about, you know,
what's your top down
00:13:35:11 - 00:13:38:19
sales experience of which that wasn't
you know, that wasn't my background.
00:13:38:19 - 00:13:40:14
I was more of a product founder.
00:13:40:14 - 00:13:44:09
And so, yeah, no one really believed
in this idea in 2008
00:13:44:10 - 00:13:50:01
and I mean, the jammers,
real innovation, I think was
00:13:51:09 - 00:13:52:16
I it was
00:13:52:16 - 00:13:55:02
the first time that you would go to,
00:13:56:09 - 00:13:59:11
you know, a
website for a business product.
00:13:59:11 - 00:14:02:01
And we asked for your work email.
00:14:02:01 - 00:14:04:08
And I think before that, it just
00:14:05:00 - 00:14:07:11
no one had really thought to ask
for the work email.
00:14:08:01 - 00:14:10:05
And then once we got that,
we wanted you to invite
00:14:10:05 - 00:14:11:23
all of your coworkers and spread it.
00:14:11:23 - 00:14:15:12
And you know,
this is before you connected with,
00:14:15:24 - 00:14:18:19
with Google, you know,
00:14:18:19 - 00:14:20:21
so so yeah, that was that was sort of
00:14:21:10 - 00:14:24:06
that was like a very conscious
00:14:24:06 - 00:14:26:08
decision was to use
00:14:26:08 - 00:14:29:00
consumer growth tactics
in attacking enterprise software.
00:14:30:02 - 00:14:33:06
And and that those consumer tactics
00:14:33:15 - 00:14:36:05
was there
an element of unexpected virality
00:14:36:13 - 00:14:38:23
that made you turn to it and say,
okay, hang on, this is a
00:14:39:00 - 00:14:41:04
this is a dual approach that we can take.
00:14:41:04 - 00:14:43:24
Or even it it was it was
00:14:44:01 - 00:14:48:00
you leading that with that consumerization
of enterprise that you spoke about.
00:14:48:00 - 00:14:52:21
What what kind of what came first,
so to speak?
00:14:52:21 - 00:14:56:05
Well, we did
did we launch with the idea or.
00:14:56:06 - 00:14:57:03
Yes, exactly.
00:14:57:03 - 00:14:57:07
Yeah.
00:14:57:07 - 00:15:00:21
I mean, so
so the thing I had learned that a PayPal
00:15:01:11 - 00:15:04:18
was that when you launch a new product,
you need a product,
00:15:04:22 - 00:15:06:14
get a distribution track.
00:15:06:14 - 00:15:09:24
A product book is, you know,
what is the repeat transaction?
00:15:09:24 - 00:15:10:19
What is the
00:15:11:20 - 00:15:12:13
what is the
00:15:12:13 - 00:15:15:21
UI that's going to entice the user
into engaging in the product?
00:15:15:21 - 00:15:17:16
What's the atomic unit?
00:15:17:16 - 00:15:20:18
You know, with PayPal had been putting
in an email address and a dollar amount
00:15:20:18 - 00:15:25:05
and sending money to somebody, you know,
Uber, it's putting a pin on a map
00:15:25:12 - 00:15:29:14
to summon a town car for,
you know, Google.
00:15:29:14 - 00:15:31:23
It's obviously uses that search box.
00:15:31:23 - 00:15:36:04
So not trying to talk was always something
I'd been thinking about for a year.
00:15:36:04 - 00:15:40:02
And then Twitter came out in 2007
and the prototype
00:15:40:03 - 00:15:43:11
was just asking, you know, what do you
what are you doing?
00:15:43:11 - 00:15:45:23
And that started to spray
some thinking around.
00:15:46:04 - 00:15:48:06
You know, we had this idea
for a corporate social network
00:15:48:21 - 00:15:52:00
a year before, but we didn't really know
what the product it would be.
00:15:52:00 - 00:15:54:24
And just having that simple partook of
asking the user, What are you working on?
00:15:55:12 - 00:15:56:22
Help kind of ground the product.
00:15:56:22 - 00:15:59:21
So we had the product
and then the distribution track.
00:15:59:21 - 00:16:03:21
I knew that like we needed
some way to grow that wasn't just buying
00:16:03:21 - 00:16:06:21
advertising or a portal deal
or something like that. And
00:16:07:22 - 00:16:09:05
that, you
know, the thing that we had figured out
00:16:09:05 - 00:16:12:16
it at PayPal, well,
one of them was, was email virality.
00:16:13:02 - 00:16:16:01
And so that was, you know,
that was part of the
00:16:16:14 - 00:16:19:04
the blueprint from the beginning.
00:16:19:04 - 00:16:20:14
You know,
I'd been thinking about this idea of
00:16:20:14 - 00:16:23:24
of creating a corporate social network,
you know, a safe, secure network
00:16:23:24 - 00:16:27:09
for inside your company
for probably a year or two
00:16:27:09 - 00:16:29:16
before we launched the product, until
00:16:29:16 - 00:16:32:13
the product checked in, the distribution
track kind of came into focus for me.
00:16:32:13 - 00:16:34:21
We didn't start building that product.
00:16:34:21 - 00:16:35:22
Okay. Understood.
00:16:35:22 - 00:16:40:10
And the the transition and forgive me
because that may be the wrong word,
00:16:40:14 - 00:16:42:22
but but a year or two prior to Yammer
00:16:44:00 - 00:16:47:16
Gini or maybe pronouncing wrong
because obviously once one one's
00:16:47:16 - 00:16:52:20
background and family heritage, like
how did how did that evolve into Yammer?
00:16:52:20 - 00:16:55:08
Were they in parallel or what was that?
00:16:55:08 - 00:16:58:02
What was the story that yeah.
00:16:58:02 - 00:17:02:07
So I founded a in 26 as a family
social network.
00:17:02:07 - 00:17:05:07
I grew really fast, but by 2007
00:17:05:19 - 00:17:09:17
I was getting quite paranoid that Facebook
was just going to eat that space.
00:17:09:17 - 00:17:10:06
When we launched,
00:17:11:06 - 00:17:12:20
Facebook was only for college students,
00:17:12:20 - 00:17:17:11
and the dominant
social network was MySpace.
00:17:17:11 - 00:17:19:21
It was hard to see how MySpace the
00:17:19:21 - 00:17:23:08
the it was so unstructured
and the content was so raw.
00:17:23:08 - 00:17:24:11
It's hard to see how MySpace
00:17:24:11 - 00:17:27:12
would get into something like families,
but with Facebook,
00:17:27:12 - 00:17:29:01
it wasn't hard at all to see.
00:17:29:01 - 00:17:32:06
And I began to become paranoid that,
00:17:32:22 - 00:17:34:16
you know, ultimately family members
and friends
00:17:34:16 - 00:17:36:02
would not have different social networks.
00:17:36:02 - 00:17:38:19
It would just all the network
effects would just take over.
00:17:38:19 - 00:17:40:20
And so I started thinking about a pivot.
00:17:40:20 - 00:17:46:01
And as early as 27 and and by 2008,
you know,
00:17:46:01 - 00:17:49:07
I was pretty sure that like corporate
social networking was the direction to go.
00:17:49:17 - 00:17:53:21
And I just had to kind of the idea
for the product and that distribution
00:17:54:08 - 00:17:58:10
trick or hack, if you will, that just
needs to come into focus. And
00:17:59:14 - 00:18:02:10
and so yeah, once it did, we, we kind of
00:18:02:10 - 00:18:05:08
developed jammers, an internal project,
a genie, and then we spun it out.
00:18:05:08 - 00:18:07:00
It was basically a pivot.
00:18:07:00 - 00:18:07:23
Kind of got it.
00:18:07:23 - 00:18:10:22
And I find it fascinating
those early reactions that the VCs
00:18:10:22 - 00:18:14:24
that you that you alluded to, particularly
given how stellar your background at
00:18:15:13 - 00:18:18:24
then was, do you attribute that. To.
00:18:19:17 - 00:18:22:09
Maybe your own storytelling
being not quite,
00:18:23:04 - 00:18:25:22
you know, articulating
how you were going to build something out?
00:18:25:22 - 00:18:27:23
Would you think they just were slow
and didn't get it
00:18:27:23 - 00:18:30:18
or you know, there are lots of founders
on the line who get who
00:18:30:23 - 00:18:35:04
who beat their head against a wall, VCs
not getting that product or that vision
00:18:35:04 - 00:18:36:07
or that go to market.
00:18:36:07 - 00:18:37:11
When you when you look back
00:18:37:11 - 00:18:41:07
on those early conversations
in a on Yammer and them asking about the
00:18:41:07 - 00:18:45:21
top down approach and why is this
lacking etc., how do you reflect on those?
00:18:46:14 - 00:18:48:17
I'm sure I could have pitched it better.
00:18:48:17 - 00:18:51:03
I could have put it in
greater historical context.
00:18:51:03 - 00:18:54:18
I mean, now looking back,
I can look back over the past,
00:18:55:06 - 00:18:57:21
I don't know, 20 years and understand
exactly how Yammer fit
00:18:57:21 - 00:19:01:23
into the progression
of the cloud and you know,
00:19:03:03 - 00:19:06:05
you know, product like growth or bottom up
SAS, whatever you want to call it.
00:19:06:05 - 00:19:10:13
And, but you know, at the time
you just have a product idea and so yeah,
00:19:10:13 - 00:19:12:12
I'm sure I could up leveled at better
00:19:12:12 - 00:19:14:15
but obviously it's hard to know
how you fit in,
00:19:15:16 - 00:19:17:19
you know, to a two decade
00:19:17:19 - 00:19:20:12
timeline or something
when you're still living inside of it.
00:19:21:05 - 00:19:25:03
I think the the you know, the other thing
is we didn't know any of this jargon.
00:19:25:03 - 00:19:28:11
You know, I didn't even know what SAS was
when we started Yammer.
00:19:29:01 - 00:19:32:04
I didn't really learn a lot of the jargon
until our series
00:19:32:04 - 00:19:35:06
B, which is when emergence invested.
00:19:35:06 - 00:19:37:17
And they were really our first
00:19:37:17 - 00:19:40:08
sort of B-to-B SAS investor.
00:19:40:08 - 00:19:44:08
They were specialists in that area
and we started learning a bunch of
00:19:45:03 - 00:19:49:19
terminology and benchmarks
and you know, we talked about like sales
00:19:49:20 - 00:19:52:08
and they helped us recruit
a sales leader and things like that.
00:19:52:08 - 00:19:55:18
So yeah, sometimes you're
you're a little bit too close to it
00:19:55:23 - 00:19:59:19
to know exactly how to, how to pitch it.
00:20:00:11 - 00:20:05:16
But I also think that a big issue
going back to 2008 was
00:20:05:21 - 00:20:08:18
consumer enterprise were really perceived
as very different worlds.
00:20:09:12 - 00:20:12:02
And so the voices who were doing
00:20:12:02 - 00:20:15:07
enterprise software had no consumer
experience, they had no
00:20:17:17 - 00:20:19:02
sort of
00:20:19:19 - 00:20:21:12
point of reference to
00:20:21:12 - 00:20:26:13
understand how powerful virality can be,
which was my whole experience with
00:20:26:13 - 00:20:31:02
with PayPal is we saw just how insanely
powerful virality is.
00:20:31:02 - 00:20:34:21
And, you know, same thing when we invested
in Facebook and Peter knew this.
00:20:34:21 - 00:20:38:01
This is one of the reasons why you became
the first investor in Facebook,
00:20:38:01 - 00:20:41:16
because you really understood virality.
00:20:41:16 - 00:20:44:22
So so, yeah, I think part of
it was also just there's there's
00:20:45:24 - 00:20:47:13
just lacking
00:20:47:22 - 00:20:49:19
a point of reference,
00:20:50:09 - 00:20:52:14
you know, going back
if you go back to kind of the
00:20:53:10 - 00:20:56:02
the early 2000, so I guess
00:20:56:02 - 00:20:59:03
Salesforce started in 99,
they couldn't get VC funding
00:20:59:03 - 00:21:03:02
in the very beginning either
because again, your VCs saw
00:21:04:08 - 00:21:07:24
yeah, enterprise
VCs saw the cloud as this is
00:21:09:01 - 00:21:13:07
they mirrored the,
the beliefs of enterprises at that time,
00:21:13:17 - 00:21:17:00
which is that the cloud
was this presumptively insecure thing
00:21:17:00 - 00:21:20:09
and it really took Salesforce
a number of years
00:21:20:10 - 00:21:23:22
to just change the perception
of the cloud.
00:21:23:22 - 00:21:28:22
But Salesforce was still a
it pretty much top down sale.
00:21:28:22 - 00:21:32:09
They would try and find their prospect
into the VP of sales
00:21:32:09 - 00:21:35:21
and then make a departmental sale
to the VP of Sales.
00:21:36:05 - 00:21:38:22
It really wasn't around until like around
00:21:38:22 - 00:21:42:07
2008 when Yammer
and then I would also say Box.
00:21:42:17 - 00:21:43:07
Aaron Levy
00:21:43:07 - 00:21:47:19
It was also kind of a pioneer in this area
where you would try and appeal directly
00:21:47:19 - 00:21:52:00
to an end user of the product
and you would use the just
00:21:52:13 - 00:21:55:08
regular employee of the company
as a point of,
00:21:55:08 - 00:21:58:11
you know, as an entry point
into the corporation.
00:21:58:11 - 00:22:01:07
You'd infiltrate and then once you had
00:22:02:16 - 00:22:02:23
kind of
00:22:02:23 - 00:22:07:07
taken over virally inside the company,
then you would go to to it
00:22:07:11 - 00:22:10:15
and try and, you know,
and try and make the sale a fait accompli.
00:22:10:15 - 00:22:14:10
And so it wasn't, you know,
so we started with, you know, the cloud
00:22:14:10 - 00:22:18:12
and then top down SAS and then,
you know, had to evolve to bottom of SAS
00:22:19:06 - 00:22:23:01
and yeah,
so that's been the evolution of it.
00:22:23:01 - 00:22:26:11
And so as an investor today,
I still think there's a lot more
00:22:26:11 - 00:22:28:04
that can be done with, with bottom up.
00:22:28:04 - 00:22:31:15
And so that, you know, that's the area
that interests me the most.
00:22:32:13 - 00:22:34:15
We we heard about that lack
00:22:34:15 - 00:22:37:16
of hinterland and enterprise SAS investors
00:22:37:22 - 00:22:41:18
from Russ Mason of of MuleSoft
and you know joining and seven
00:22:41:22 - 00:22:46:01
eight of how VCs at the time
were just not not not getting it
00:22:47:03 - 00:22:48:21
but what would you then.
00:22:49:08 - 00:22:52:05
I remember,
I mean back in 0809 when we first started
00:22:52:05 - 00:22:55:01
going viral among a few Fortune
500 companies,
00:22:56:13 - 00:22:59:08
they would talk to us and
00:22:59:10 - 00:23:01:11
then the conversation was basically,
this is cool.
00:23:01:11 - 00:23:03:12
Can you burn on it just for us?
00:23:03:12 - 00:23:04:23
We're going to run it on our own servers
00:23:04:23 - 00:23:07:02
and we're like,
No, this is multi-tenant cloud.
00:23:07:02 - 00:23:08:13
We don't do that.
00:23:08:13 - 00:23:11:01
And a few of our networks
got shut down the early days.
00:23:11:01 - 00:23:16:08
It took a while for corporations
to trust it, that the cloud was seen
00:23:16:08 - 00:23:20:11
as presumptively insecure
by Fortune 500 companies until about
00:23:22:01 - 00:23:25:20
like 8 to 10 years ago, maybe.
00:23:25:20 - 00:23:28:21
And so I think probably VCs at that time
were kind of
00:23:28:21 - 00:23:32:08
reflecting the views of buyers, you know.
00:23:32:08 - 00:23:33:24
But we always saw it as a moving target.
00:23:33:24 - 00:23:37:23
We knew that multi-tenant SaaS
was architecturally better
00:23:37:23 - 00:23:42:13
and it was just a matter of time before
enterprises gave in to that reality.
00:23:43:09 - 00:23:44:06
Got it.
00:23:44:06 - 00:23:49:08
And in some of your writing,
you spoken about the your love of products
00:23:49:08 - 00:23:52:17
that speak to the most desperate
customer segments and really finding
00:23:52:17 - 00:23:55:10
that that that either pain point or need.
00:23:55:17 - 00:24:00:01
Are you very quick,
do you think, to identify products
00:24:00:01 - 00:24:03:06
that you and founders are pitching
you products where you feel
00:24:03:06 - 00:24:06:06
it's a nice
to have rather than a than a must have?
00:24:06:06 - 00:24:09:03
Are you would you would you say you have a
a ruthless eye for that?
00:24:09:03 - 00:24:09:24
Now, as a VC.
00:24:11:07 - 00:24:13:13
It's certainly like an important thing.
00:24:14:01 - 00:24:16:13
You know, the whole you know,
you want pain killers, not vitamins.
00:24:16:13 - 00:24:16:24
I would just say
00:24:16:24 - 00:24:19:21
it's like really hard to know
in the early stages of a product, whether
00:24:20:21 - 00:24:23:04
it is painkillers or vitamins,
because, you know, the early
00:24:23:04 - 00:24:27:21
days, these products, you know,
they have a fully
00:24:27:21 - 00:24:29:00
you know, they're not fully baked yet.
00:24:29:00 - 00:24:31:12
In a lot of cases, there represent
00:24:32:07 - 00:24:36:14
10% of the product roadmap
that a founder has in their head.
00:24:37:02 - 00:24:39:13
And so, you know,
00:24:40:15 - 00:24:43:05
I think this is
one of the things about product.
00:24:43:07 - 00:24:46:02
It's easy to talk about product market fit
as if it's like a binary thing.
00:24:46:02 - 00:24:47:05
You either have it or you don't.
00:24:47:05 - 00:24:50:17
But, you know,
even when I've been in companies
00:24:51:00 - 00:24:54:24
that in hindsight had really strong
product market fit like PayPal or Yammer,
00:24:55:05 - 00:24:56:19
you didn't know it at the time.
00:24:56:19 - 00:25:01:06
You were constantly worried
that you, you know, maybe
00:25:01:08 - 00:25:05:10
maybe you've got something here, but,
you know, in hindsight,
00:25:05:10 - 00:25:08:03
I think we can see that
like those companies
00:25:08:03 - 00:25:11:06
kind of had lightning in a bottle,
but it never feels that way at the time.
00:25:11:19 - 00:25:16:02
So it'd be nice if I could only invest
in clear painkillers.
00:25:16:02 - 00:25:19:04
But it's it's hard to know in the
early stages of these companies, I think,
00:25:19:22 - 00:25:20:12
you know.
00:25:20:12 - 00:25:25:04
I agree at some if it was evident, I think
it would be a more simple conversation.
00:25:26:22 - 00:25:28:14
Do you do you one,
00:25:28:14 - 00:25:32:16
you mentioned GMV in areas, things
you were interested in early on and
00:25:33:08 - 00:25:36:23
you've again written
about areas of kind of growth margins
00:25:36:23 - 00:25:41:00
and how that's a more and more relevant
thing for investors to look at.
00:25:41:00 - 00:25:42:08
And founders, of course,
00:25:42:08 - 00:25:45:21
because of the number of tech enabled
businesses that aren't purely software.
00:25:46:08 - 00:25:49:17
Could you talk to us a little bit about
that and and how you're thinking on it?
00:25:50:02 - 00:25:50:20
Yeah.
00:25:50:20 - 00:25:54:22
So let me preface it by saying that
if you are doing a SaaS business
00:25:54:22 - 00:25:58:11
or a marketplace, you typically don't need
to worry too much about gross margins
00:25:58:11 - 00:26:00:20
because those are perfect
software businesses
00:26:01:16 - 00:26:04:05
to take,
you know, an air or SaaS business.
00:26:04:19 - 00:26:09:18
All the expense goes into creating
the first version of the, you know,
00:26:09:20 - 00:26:14:01
the first version of the product or,
or the software for the first user.
00:26:14:19 - 00:26:19:02
After that, the provisioning
of additional users is incrementally free.
00:26:19:03 - 00:26:24:13
You may have some hosting costs on us or
something, but it doesn't cost you more.
00:26:24:13 - 00:26:28:11
And so the beauty of pure software
businesses and Bill Gates
00:26:28:11 - 00:26:31:13
figured this out,
you know, in the 1980s is that
00:26:33:06 - 00:26:34:10
is that
00:26:34:11 - 00:26:37:05
if you can, because all the cost is in the
00:26:37:05 - 00:26:40:18
in the first copy of the product
00:26:42:12 - 00:26:44:15
that these things
become incredibly profitable
00:26:44:15 - 00:26:46:03
if you can get to a mass market.
00:26:46:03 - 00:26:50:04
And so what Bill Gates did was realize
he should try and cut the cost
00:26:51:03 - 00:26:55:02
of of the operating system
and make it up on volume.
00:26:55:02 - 00:26:55:15
And that's why
00:26:55:15 - 00:26:58:15
it was always really important
that this model around getting on to every
00:26:59:04 - 00:27:02:04
desk, you know, a a PC on every desk
00:27:02:04 - 00:27:05:18
and windows running on every PC. And
00:27:06:22 - 00:27:10:03
and so, you know, and so he figured out
that, you know, creating cheap
00:27:10:14 - 00:27:14:03
mass market software would make him
the richest man in the world.
00:27:15:05 - 00:27:20:02
Now, I think, you know, so
so the reason I say this is because
00:27:20:02 - 00:27:24:00
historically software companies
haven't had to worry about gross margins.
00:27:24:00 - 00:27:26:06
And then what started happening
00:27:26:20 - 00:27:29:20
in the last ten years or so
is that software started eating the world.
00:27:29:20 - 00:27:35:02
And so you saw software companies,
you know, eating taxicab companies and,
00:27:35:10 - 00:27:38:13
you know, with Uber and eating hotels
00:27:38:13 - 00:27:41:19
like Airbnb and, you know, and so on.
00:27:41:19 - 00:27:45:08
And so that I saw software
sort of in the world, it's
00:27:45:19 - 00:27:48:14
software companies started
taking on the economic characteristics
00:27:48:21 - 00:27:51:04
of the companies that are eating,
which is to say they
00:27:51:14 - 00:27:54:24
they started developing real cogs,
you know, real cost of goods sold.
00:27:54:24 - 00:27:57:16
They had physical world operations
00:27:58:03 - 00:28:01:01
and and so there was a real gross
margin issue.
00:28:01:01 - 00:28:04:08
So if you're like a food delivery company,
for example,
00:28:04:20 - 00:28:07:13
the cost of the driver, that's a real cog.
00:28:08:01 - 00:28:11:04
And if a driver is making more
per delivery,
00:28:11:04 - 00:28:14:23
then you're able to charge
you have negative gross margins.
00:28:14:23 - 00:28:17:17
They're negative in economics
and you do not have a business.
00:28:18:06 - 00:28:22:09
And so over the last several years,
we've seen something of a rude awakening
00:28:22:24 - 00:28:27:09
for software businesses
that were operating in the physical world,
00:28:27:09 - 00:28:30:21
that weren't managing their gross margins
very carefully.
00:28:30:21 - 00:28:33:15
And frankly, the reason why they weren't
mentioned carefully is because
00:28:34:03 - 00:28:37:23
they had learned the lesson of the Googles
and the Facebooks and the Microsoft
00:28:37:23 - 00:28:39:22
that gross margins didn't matter.
00:28:39:22 - 00:28:44:01
I mean, the reason
why these companies are there.
00:28:44:01 - 00:28:49:04
So, you know, if you visit
the Google campus or the Facebook campus
00:28:49:04 - 00:28:52:20
or something like that, they seem like
examples of just profligate spending,
00:28:53:10 - 00:28:56:16
you know, with the Disney install campuses
and then the,
00:28:57:08 - 00:29:01:13
you know, the gourmet chefs and, you know,
the free dry cleaning and what have you.
00:29:01:21 - 00:29:03:13
The reason
why they can afford those things
00:29:03:13 - 00:29:05:09
is because they're pure
software businesses.
00:29:05:09 - 00:29:09:11
They just have, you know, 90% gross
margins are fantastically profitable all
00:29:09:24 - 00:29:13:11
and so but frankly,
that like profligate mindset was
00:29:13:11 - 00:29:17:24
what a lot of founders went
into these fiscal world companies having.
00:29:17:24 - 00:29:18:09
And then
00:29:18:09 - 00:29:19:08
and so I think there's
00:29:19:08 - 00:29:22:01
been a recent recognition
that if you're operating a business
00:29:22:17 - 00:29:24:13
in the physical world,
you better pay attention
00:29:24:13 - 00:29:27:06
to your gross margins in a way
that Facebook and Google never had to
00:29:28:09 - 00:29:28:20
fascinate.
00:29:28:20 - 00:29:32:18
And if you interlace that with with stage,
when you're looking at a seed
00:29:32:19 - 00:29:35:21
company versus
an A or B, G at seed, you say,
00:29:35:21 - 00:29:39:15
hey, you'll figure out know
economics later, show me the vision.
00:29:39:15 - 00:29:42:24
Or do you want them to have
a clear roadmap on on their understanding
00:29:42:24 - 00:29:45:24
of gross margins
and how and how that might play out.
00:29:46:17 - 00:29:49:04
If they're operating
in the physical world?
00:29:49:06 - 00:29:52:11
I think they need to have an understanding
that they can show us
00:29:52:21 - 00:29:56:01
even in the series a like that early
00:29:56:14 - 00:30:00:02
because the thing I'm
always worried about with gross margins
00:30:00:02 - 00:30:02:17
is it's easy to create
when you're operating
00:30:02:17 - 00:30:05:02
in the physical world
and you're dealing with physical products,
00:30:05:16 - 00:30:08:21
especially products that are a replacement
for other things like
00:30:09:21 - 00:30:13:08
food delivery
or hotel rooms or something like that.
00:30:13:16 - 00:30:18:00
The thing I always worry about is it's
easy to sell dollars for $0.90, right?
00:30:18:00 - 00:30:22:20
You will appear to have a business
that's going through hypergrowth
00:30:23:15 - 00:30:27:07
because if you're giving away
food deliveries or hotel rooms or whatever
00:30:27:07 - 00:30:30:08
at the low their market price,
it's easy to be legacy.
00:30:30:08 - 00:30:32:24
Competitors have to make a profit.
00:30:32:24 - 00:30:35:05
So it's very easy
to create the appearance of a business
00:30:35:05 - 00:30:36:07
that's growing really fast.
00:30:36:07 - 00:30:37:15
But then when you dig in
00:30:37:15 - 00:30:41:12
and you realize you're losing money
in every transaction, you begin to wonder,
00:30:41:12 - 00:30:44:09
well, wait, if if this company priced
this product correctly,
00:30:44:22 - 00:30:46:13
would they have any market at all?
00:30:46:13 - 00:30:50:01
And so it's easy
to create the appearance of hypergrowth
00:30:51:20 - 00:30:53:22
and again at a below market price.
00:30:53:22 - 00:30:58:12
And the question is, you know, demand is
demand is really
00:30:58:13 - 00:31:02:24
you have to see demand
as a function of a price. And
00:31:04:03 - 00:31:06:24
and that
demand could go away if you raise prices.
00:31:06:24 - 00:31:11:22
Now, if the startup is doing B2B SAS,
00:31:13:17 - 00:31:14:23
I don't worry about it.
00:31:14:23 - 00:31:16:23
I don't need them
to show me their gross margins.
00:31:18:12 - 00:31:19:24
Well we care a lot about
00:31:19:24 - 00:31:22:14
then is like
what are your sales and marketing costs.
00:31:23:04 - 00:31:25:20
So you know like
00:31:25:20 - 00:31:27:20
I know that your gross margins
00:31:27:20 - 00:31:30:23
are going to be 80, 90% because
00:31:30:23 - 00:31:33:16
you're just paying for storage on,
00:31:33:16 - 00:31:37:05
you know, w ass and you know, maybe
there's some customer service component.
00:31:37:18 - 00:31:40:08
We're going to want to make sure that
00:31:40:14 - 00:31:43:17
you're not
you don't have a mechanical Turk problem.
00:31:43:17 - 00:31:47:13
We can get into that,
basically throwing bodies
00:31:48:06 - 00:31:51:06
at the problem
because the pipe doesn't do it.
00:31:51:06 - 00:31:51:24
It's supposed to do.
00:31:51:24 - 00:31:56:00
And so you have a huge customer
service overhang that can be kind of a
00:31:56:00 - 00:32:00:15
that can be a problem for SAS companies,
but but otherwise, you know, it's just
00:32:01:05 - 00:32:04:17
gross margins aren't really the Achilles
heel of the SAS company.
00:32:04:17 - 00:32:08:01
It's usually sales and marketing costs.
00:32:08:01 - 00:32:11:06
I know in your earlier comment
reminds me of the
00:32:11:19 - 00:32:14:14
kind of the anecdotal founder
who stands on the street corner
00:32:14:14 - 00:32:17:19
taking a dollar of VC
and selling it for $0.90 to someone else.
00:32:18:09 - 00:32:20:01
You see. Thriving
business. If you do that.
00:32:21:09 - 00:32:24:05
For a period.
00:32:24:05 - 00:32:26:01
Be willing to fund it, right?
00:32:26:01 - 00:32:27:19
Yes. Yes.
00:32:28:05 - 00:32:29:07
For that.
00:32:29:07 - 00:32:30:03
In that Yammer journey,
00:32:30:03 - 00:32:33:20
you later took on money from Founders Fund
and also social capital in the E!
00:32:34:12 - 00:32:39:14
How did your experience as a founder
and how those venture funds helped you
00:32:39:18 - 00:32:44:15
inform how you wanted to be, whether as a
as a as a person, as a venture capitalist
00:32:44:15 - 00:32:48:10
or as a fund or what
what operational support you gave?
00:32:49:00 - 00:32:51:03
How did that founder experience
lead you to be
00:32:51:11 - 00:32:53:12
a venture capitalist
that you could be proud of?
00:32:54:09 - 00:32:54:19
Yeah.
00:32:54:19 - 00:32:57:22
I mean,
I see my job as really giving advice.
00:32:58:23 - 00:32:59:24
I mean, that's basically it.
00:32:59:24 - 00:33:02:18
There's a lot of places
where founders can get money.
00:33:02:18 - 00:33:04:23
We want to support
whatever the founder wants to do.
00:33:06:07 - 00:33:08:14
So we'll never vote against what if.
00:33:08:15 - 00:33:10:09
What a founder wants to do
00:33:10:09 - 00:33:14:07
is pretty simple, but I think the job
really is providing advice.
00:33:14:07 - 00:33:17:18
And you know, again, I'd like to think
that we can provide good advice
00:33:17:18 - 00:33:22:05
because we've just been through
so many situations as a founder CEO.
00:33:22:20 - 00:33:26:10
And you're right
that there's a growing number
00:33:26:10 - 00:33:29:13
of former founders
who now entering the city,
00:33:30:14 - 00:33:33:14
but certainly when I was a founder,
00:33:33:19 - 00:33:36:06
if you just look at the percentage,
there are very, very few
00:33:37:18 - 00:33:39:21
VCs who had, you know,
00:33:39:21 - 00:33:42:12
founder experience, you know,
00:33:43:15 - 00:33:45:17
at a company that had kind of gone
the distance.
00:33:45:22 - 00:33:47:05
You know, there were very few of them.
00:33:47:05 - 00:33:51:16
There are more today, but it's still
probably not the majority, I would say
00:33:53:01 - 00:33:56:23
so. So, yeah, we'd like to think
that's that's a value add that,
00:33:58:03 - 00:34:00:20
you know, is a little bit distinctive.
00:34:00:20 - 00:34:05:00
And to go back to a comment
you made earlier was a very clear moment
00:34:05:01 - 00:34:08:19
in your life when you felt you didn't
want to be running a business anymore.
00:34:09:00 - 00:34:13:09
Was it was that a was there was it
was it identifiable moment?
00:34:13:09 - 00:34:14:22
Yeah, it was pretty easy for me.
00:34:14:22 - 00:34:20:05
I mean, like after Zenefits,
I was just like, you know, I did a a year
00:34:20:05 - 00:34:25:08
stint trying to lead a turnaround in that
company and, you know, that escalates.
00:34:26:03 - 00:34:28:14
Well, yeah, we'll say it, but
00:34:28:14 - 00:34:32:20
but it kind of cured me of any desire
to, you know, to keep operating.
00:34:32:20 - 00:34:36:13
And I kind of felt like I'd done
everything I wanted to do as an operator.
00:34:36:13 - 00:34:37:24
And, I mean, I had
00:34:39:05 - 00:34:41:08
been founding
00:34:41:15 - 00:34:46:01
era CEO at PayPal that I'd founded Yammer
and I'd done this turnaround stand.
00:34:46:01 - 00:34:47:11
I kind of felt like
00:34:47:11 - 00:34:50:16
it was getting repetitive
and I just want to do something different.
00:34:51:08 - 00:34:53:02
And I think you miss about that.
00:34:53:02 - 00:34:54:13
Operator Life
00:34:56:01 - 00:34:57:17
when everything is working, it's great.
00:34:57:17 - 00:35:00:06
You know, when everything is up
and to the right, it's, you know,
00:35:00:10 - 00:35:04:11
the highs are higher
and the lows are lower than being a Etsy.
00:35:04:12 - 00:35:07:05
So when everything is just going great,
00:35:08:07 - 00:35:11:04
you know, that that is
that is a lot of fun.
00:35:11:04 - 00:35:13:21
But the rest of the time is not like that.
00:35:13:21 - 00:35:14:03
You know,
00:35:14:03 - 00:35:17:05
most of the time you're as a founder,
you're just trying to get things to work.
00:35:17:05 - 00:35:20:11
And even when in hindsight
you'll look back and say,
00:35:20:11 - 00:35:22:24
wow, that was really working,
you're always too paranoid
00:35:22:24 - 00:35:26:01
at the time that it's, you know,
not working or about to break or
00:35:26:19 - 00:35:28:07
you've got competition or whatever.
00:35:28:07 - 00:35:31:19
And so no,
I mean, I don't I don't really miss it.
00:35:32:22 - 00:35:34:02
I can understand that
00:35:34:02 - 00:35:37:14
we've got some from from Milian
and Melissa and David.
00:35:37:14 - 00:35:40:02
Lots of questions coming through
all types of questions in 5 minutes.
00:35:40:17 - 00:35:43:12
Just on the on on talent
00:35:43:12 - 00:35:46:00
and how you think about it, David,
00:35:46:18 - 00:35:49:06
does do you find yourself
00:35:50:05 - 00:35:53:00
just we were having a discussion
internally yesterday on the back of an
00:35:53:01 - 00:35:57:14
LP call, the question of how you pick
and whether you could come up with a,
00:35:57:23 - 00:36:00:16
you know, a colleague was suggesting
an algorithm or, you know, how
00:36:00:18 - 00:36:09:00
how formulaic do you think
early stage investing is?
00:36:09:00 - 00:36:12:10
Well, I think everybody's
kind of got their own thesis.
00:36:12:10 - 00:36:17:18
And it's not like there's one thesis
that that necessarily works.
00:36:17:18 - 00:36:19:20
I mean, I've heard
00:36:21:02 - 00:36:24:00
Keith Boy
talk about being able to identify
00:36:24:00 - 00:36:27:03
like sort of who's a superstar
and who's not.
00:36:27:03 - 00:36:30:14
And and in an interview, I personally have
never been able to do that.
00:36:31:15 - 00:36:33:09
So I will I will know after three months
00:36:33:09 - 00:36:37:05
of working with the person, you know,
what their strengths and weaknesses are.
00:36:37:05 - 00:36:40:16
And I can usually figure out, like,
00:36:41:10 - 00:36:43:02
if I need to make
an adjustment in their role
00:36:43:02 - 00:36:47:00
or put them in some other kind of role
or whatever, like, you know, historically
00:36:47:00 - 00:36:50:09
I was pretty, pretty good at that,
but I had to work with someone
00:36:50:09 - 00:36:51:17
for a few months before I could do that.
00:36:51:17 - 00:36:54:09
I could never figure it out
in an interview
00:36:55:01 - 00:36:58:22
and founders these days,
generally speaking, I've gotten very good
00:36:58:22 - 00:37:01:20
at kind of pitching
or selling their ideas.
00:37:02:16 - 00:37:05:12
Why see sort of a school for pitching.
00:37:05:12 - 00:37:07:17
And so it's
00:37:08:22 - 00:37:12:05
I can't like judge
a startup just based on that.
00:37:13:02 - 00:37:16:09
But what I do look at like, so
there's other things you can look at too.
00:37:16:12 - 00:37:20:10
Some people look at teams,
some people look at product, which I do,
00:37:20:22 - 00:37:22:13
some look at market.
00:37:22:13 - 00:37:27:00
And then the fourth dimension that
I really pattern match on is is tactics.
00:37:27:15 - 00:37:30:11
So like we've been talking about,
you know, bottom up SAS is really
00:37:30:11 - 00:37:35:24
a collection of tactics
to create, you know, nonlinear growth
00:37:37:02 - 00:37:39:03
by making the top of the funnel go viral.
00:37:39:07 - 00:37:40:21
I mean, that's
basically what we're talking about.
00:37:40:21 - 00:37:42:20
And so for me,
00:37:42:20 - 00:37:45:17
you know, I try to do the same things
that, you know, other VCs do in terms
00:37:45:17 - 00:37:46:17
of looking at all those things.
00:37:46:17 - 00:37:50:03
But maybe the thing that I do
a little differently is I really focus on
00:37:52:06 - 00:37:54:07
starts of figuring out
some sort of distribution
00:37:54:07 - 00:37:57:24
hack or contract, and it can just be
00:37:57:24 - 00:38:01:02
like bolted on to the startup.
00:38:01:02 - 00:38:02:18
It's got to be
00:38:03:00 - 00:38:06:09
it's got to be kind of like inherent,
like the more closely
00:38:08:01 - 00:38:10:02
connected it is to the product itself.
00:38:10:02 - 00:38:12:17
That's what you know, that's
what gets me excited.
00:38:12:17 - 00:38:13:09
Got it.
00:38:13:09 - 00:38:16:04
And actually there's a
00:38:16:05 - 00:38:20:01
there's that my co-founder Brant
was also like you born in South Africa.
00:38:20:05 - 00:38:23:13
And he
he took his business public in 2000.
00:38:23:13 - 00:38:25:23
And he often attributes
00:38:25:23 - 00:38:29:01
a lot of his success
to feeling like a slight outsider
00:38:29:12 - 00:38:33:00
of having been born in a different place
and having having
00:38:33:06 - 00:38:34:09
that sort of, as he calls
00:38:34:09 - 00:38:37:11
it, sort of chip on his shoulder,
but in a way that he's proud of.
00:38:37:11 - 00:38:41:04
Like, is that did you
I think you grew up in Tennessee,
00:38:41:04 - 00:38:43:24
like how, you know,
whether it's Stanford or Chicago law.
00:38:43:24 - 00:38:46:16
Did you
do you feel like an outsider at all?
00:38:46:20 - 00:38:51:00
Was that part of your drive in any way?
00:38:51:00 - 00:38:51:22
Probably.
00:38:51:22 - 00:38:53:16
I mean, I think there's something to that.
00:38:53:16 - 00:38:55:02
I don't it's hard for me to
00:38:56:04 - 00:38:58:09
analyze my own psychology, but I
00:38:58:15 - 00:39:01:20
you know,
if you look at startups in Silicon Valley,
00:39:01:20 - 00:39:04:15
something like 50% of them
have an immigrant on the
00:39:05:10 - 00:39:09:09
you know, on the founding team
or as a as a co-founder.
00:39:09:09 - 00:39:12:18
So that number is so high,
it can't just be accidental.
00:39:12:18 - 00:39:15:11
There must be something to it. And
00:39:16:18 - 00:39:17:19
I think
00:39:18:09 - 00:39:20:13
if I had to guess, it's something
00:39:20:13 - 00:39:22:21
to do with the fact that immigrants,
00:39:23:24 - 00:39:28:08
you know, already like the first decision
they make is, is entrepreneurial,
00:39:28:19 - 00:39:33:07
is that to leave the place
where you grew up and all the family
00:39:33:07 - 00:39:37:07
and friends that you have there
to not accept that as a given,
00:39:37:20 - 00:39:40:14
but to actually then go move thousands
00:39:40:14 - 00:39:43:19
of miles away
to a different country and start over.
00:39:44:22 - 00:39:46:22
That is
a fundamentally entrepreneurial decision.
00:39:46:22 - 00:39:49:23
I mean, you're you're it's
a contrary and decision because,
00:39:51:12 - 00:39:52:23
you know, it's it's within that
00:39:52:23 - 00:39:55:14
given community
that most people don't do that.
00:39:56:04 - 00:39:59:14
And so I think you are kind of selecting
for a group of people who,
00:40:00:19 - 00:40:03:02
you know, who don't take the world
00:40:03:02 - 00:40:06:23
as it is, as they as
they find it as a given.
00:40:06:23 - 00:40:09:24
And they go in search of opportunity.
00:40:10:19 - 00:40:13:04
And and yeah, I think that,
00:40:13:04 - 00:40:16:08
you know, that that's that somehow is,
00:40:16:08 - 00:40:18:09
you know, that that that breeds
entrepreneurial ism.
00:40:19:08 - 00:40:20:22
I love it.
00:40:20:22 - 00:40:24:15
It's I know I from from reading
it sounds like you had a very brilliant
00:40:24:15 - 00:40:26:04
father as well, endocrinology.
00:40:26:04 - 00:40:29:13
And I wonder whether it was medicine ever
something you ever considered doing
00:40:29:13 - 00:40:31:05
was that that
wasn't part of the game plan.
00:40:32:04 - 00:40:33:11
I you know,
00:40:33:11 - 00:40:36:24
I just never had an interest in
in doing medicine.
00:40:36:24 - 00:40:39:06
It was certainly something
that would've been happy if I did,
00:40:40:03 - 00:40:41:19
you know, the old,
00:40:42:09 - 00:40:43:07
you know,
00:40:44:05 - 00:40:47:03
you know, like the stereotype
of the Jewish mother is they
00:40:47:07 - 00:40:49:11
they want you to become a doctor
or a lawyer or something.
00:40:49:20 - 00:40:52:15
They almost had me on the right track
when I went to law school, and then
00:40:53:07 - 00:40:57:03
somehow I fell off the track,
you know, within a year of graduating and,
00:40:58:07 - 00:41:01:00
you know, and
00:41:01:00 - 00:41:03:02
so so yeah. I mean.
00:41:03:02 - 00:41:05:04
They got so close to you
being a success, David.
00:41:05:04 - 00:41:08:02
If only you got to know.
00:41:08:02 - 00:41:13:19
So I, so I graduated law school in 1998
and joined McKinsey and worked there
00:41:13:19 - 00:41:17:21
for about ten months before Peter called
me and recruited me to PayPal.
00:41:17:21 - 00:41:23:00
And so as a 1999 and even back then,
you know, the Internet had sort of
00:41:23:00 - 00:41:26:02
taken take off and you had these high
flying public companies.
00:41:26:22 - 00:41:28:23
But joining Internet company
was still perceived
00:41:28:23 - 00:41:32:01
as an incredibly risky thing to do
is like seen as throwing your
00:41:32:19 - 00:41:35:12
your career away because, you know,
there were all the like
00:41:35:12 - 00:41:38:21
all the good jobs at that time
were these like heavily tracked jobs.
00:41:38:21 - 00:41:39:21
You had worked
00:41:40:02 - 00:41:43:20
seven years at a law firm or a McKinsey
or an investment bank or something,
00:41:43:20 - 00:41:44:23
and then you become partner.
00:41:44:23 - 00:41:47:24
And it was seen as a really risky thing
00:41:47:24 - 00:41:51:03
to do.
00:41:51:03 - 00:41:54:03
I mean, if things are really different
right now, you know, where,
00:41:55:13 - 00:41:56:19
you know, back,
00:41:57:04 - 00:42:00:08
I think now the most common degree
00:42:00:08 - 00:42:03:09
that students graduating
Stanford get is computer science.
00:42:03:09 - 00:42:07:11
Like like half the class
when I graduated was political science.
00:42:07:11 - 00:42:08:11
You know
00:42:09:01 - 00:42:12:06
something totally useless, basically.
00:42:12:06 - 00:42:14:07
So, yeah, it's it's changed a lot,
00:42:14:07 - 00:42:16:23
you know, the resources
that are available for entrepreneurs.
00:42:17:10 - 00:42:21:05
I mean, I had this idea 20 years ago,
I want to be an entrepreneur,
00:42:21:05 - 00:42:24:02
but I had no idea how to do it. You know,
I wasn't plugged in.
00:42:24:02 - 00:42:29:01
It really took someone like Peter
to recruit me at his startup.
00:42:29:01 - 00:42:31:05
And then I learned
it was like an apprenticeship.
00:42:31:05 - 00:42:33:24
And then I went off and did my own.
00:42:33:24 - 00:42:35:19
That was really the only way to learn
how to do it.
00:42:35:19 - 00:42:39:06
There is no blogs, there is no wiki
or incubators or whatever.
00:42:39:06 - 00:42:43:02
There was none of this like collective
knowledge that's been built up.
00:42:44:02 - 00:42:44:16
So it's so
00:42:44:16 - 00:42:48:18
much easier now to just start something,
to learn how to start something.
00:42:48:18 - 00:42:50:16
And of course, there's so many VCs
00:42:50:16 - 00:42:53:23
running around throwing money
at anything that seems like a good idea.
00:42:54:22 - 00:42:56:11
And that was not the case 20 years ago.
00:42:56:11 - 00:43:00:10
You had to kind of pilgrimage
up to Central Road, hat in hand,
00:43:00:10 - 00:43:04:16
and convince one of those VCs
who were on that street to give you money
00:43:05:04 - 00:43:09:21
and you had to be a little bit
wired into it to be able to do that.
00:43:09:21 - 00:43:14:22
So anyway, all this is this just day that
this is like great news for for founders.
00:43:15:13 - 00:43:18:13
Totally, where we've got I'm going to get
in trouble for not turning to questions.
00:43:18:13 - 00:43:19:09
We've got them pouring in.
00:43:19:09 - 00:43:21:12
One of them is actually about
is there any difference
00:43:21:12 - 00:43:24:00
raising from a top tier,
obviously, versus a lesser known one.
00:43:24:00 - 00:43:25:22
But we'll come to that one in a moment.
00:43:25:22 - 00:43:27:18
We'll start with David and Melissa.
00:43:27:18 - 00:43:30:12
Maybe just very last one for you, David.
00:43:30:12 - 00:43:31:20
Thank you for smoking.
00:43:31:20 - 00:43:33:07
Golden Globe winning.
00:43:33:07 - 00:43:34:10
When's when's the next film?
00:43:34:10 - 00:43:37:18
When are you planning it?
00:43:37:18 - 00:43:38:12
Yeah, it's
00:43:39:15 - 00:43:41:13
well, I,
00:43:41:19 - 00:43:44:07
I you know, I said that
I wasn't going to do another one
00:43:44:08 - 00:43:46:17
actually for smoking,
but I may have misspoken. There.
00:43:46:17 - 00:43:51:06
I do have a project
that is pretty interesting,
00:43:51:06 - 00:43:54:18
and we have a great writer
who created a fantastic script.
00:43:54:18 - 00:43:57:18
And it may actually it looks
it looks like it might actually happen.
00:43:58:05 - 00:43:59:14
So we'll see. We'll see.
00:43:59:14 - 00:44:02:23
I don't want to announce anything yet,
but I wouldn't you know, it's possible.
00:44:03:15 - 00:44:08:14
But watch that space will hand over to
David who's New York based was
00:44:08:14 - 00:44:12:20
was founding of Compass and now a CEO
and founder of Harness Wealth.
00:44:13:23 - 00:44:15:16
David, over to you.
00:44:15:16 - 00:44:16:11
Thank you.
00:44:16:11 - 00:44:19:08
I really enjoyed the comments so far.
00:44:19:08 - 00:44:21:21
I'm curious
on your perspective of the ideal
00:44:22:08 - 00:44:25:07
board structure and composition
coming out of this series?
00:44:25:07 - 00:44:29:22
A I'm sure Kraft has perspective on,
you know, how they like to be involved,
00:44:29:22 - 00:44:34:13
but curious broadly what you see is most
effective for a company at that stage.
00:44:35:07 - 00:44:36:08
And I'm going to be very
00:44:36:08 - 00:44:38:07
I'm going to be very bossy
and take two in a go
00:44:38:07 - 00:44:40:11
just so we can we can get through
because there are so many questions
00:44:40:11 - 00:44:42:12
coming through. David. Thank you, Melissa.
00:44:42:12 - 00:44:43:06
Why don't you go?
00:44:43:06 - 00:44:47:05
And Melissa is Ross
Mason's co-founder of Dig Ventures.
00:44:47:05 - 00:44:51:09
That early stage SAS fund based in London,
been investing across the U.S.
00:44:51:09 - 00:44:52:13
and Europe. So, Melissa, over to you.
00:44:53:20 - 00:44:54:15
Thanks, Spencer.
00:44:54:15 - 00:44:56:00
And hi, David.
00:44:56:00 - 00:44:58:13
Really, really enjoyed hearing your story.
00:44:58:13 - 00:45:00:10
There's a ton that resonates.
00:45:00:10 - 00:45:04:00
I was previously at Soft
and it took a good five, six years
00:45:04:00 - 00:45:07:13
to figure out how to talk to CIOs,
having got developers excited.
00:45:07:13 - 00:45:09:24
So plenty of learnings.
00:45:09:24 - 00:45:12:07
One question I had for
you was around the comment
00:45:12:07 - 00:45:15:04
that you made on getting a product
early on.
00:45:16:02 - 00:45:21:07
I interpret that as something that ideally
sticks in a certain type of customer
00:45:21:15 - 00:45:24:00
that is well understood
and then can expand later on.
00:45:24:10 - 00:45:27:07
And we often find companies as an investor
00:45:27:07 - 00:45:31:00
who have these fantastic kind of general
purpose enterprise platforms
00:45:31:13 - 00:45:32:07
that can cater
00:45:32:07 - 00:45:35:12
to all sorts of different use cases,
but they need some sort of entry point.
00:45:35:21 - 00:45:39:14
And it's it's really hard to figure out
how to sometimes navigate that.
00:45:39:14 - 00:45:40:16
So I'd love to hear
00:45:40:16 - 00:45:44:10
any advice you have for future founders
in those kind of spaces.
00:45:45:09 - 00:45:46:19
Yeah. Okay.
00:45:46:19 - 00:45:48:21
So let me take the second question first
00:45:49:13 - 00:45:51:21
and then I'll go
back to the board structure.
00:45:51:21 - 00:45:57:17
So I think with respect to, you know,
00:45:58:17 - 00:46:00:01
I guess
00:46:00:07 - 00:46:02:07
the question here is,
00:46:03:20 - 00:46:07:09
is, is how to think about,
00:46:08:24 - 00:46:13:01
you know, about customers
and how specifically
00:46:13:01 - 00:46:16:08
you need to address the
the needs of customers when you launch?
00:46:16:17 - 00:46:19:13
Is that sort of the question or exactly?
00:46:19:13 - 00:46:20:19
Yeah. No.
00:46:20:19 - 00:46:24:11
So so I have this view
00:46:25:20 - 00:46:28:06
that, you know, there
00:46:28:06 - 00:46:30:24
that that the customer does
not come first,
00:46:30:24 - 00:46:33:04
that the product actually comes first
00:46:33:24 - 00:46:36:12
for most founders.
00:46:36:12 - 00:46:40:19
It would be nice if the founder knew
exactly who the customer was
00:46:41:09 - 00:46:43:20
and could build specifically
to their requirements.
00:46:43:20 - 00:46:45:24
But that's not
in fact what usually happens.
00:46:45:24 - 00:46:49:04
I think what usually happens is
the founder has an idea
00:46:49:04 - 00:46:50:23
for a new kind of product.
00:46:50:23 - 00:46:53:09
They don't they're they're clearer
00:46:53:09 - 00:46:55:23
on how that product
will create value for the user.
00:46:56:18 - 00:47:00:10
But they may be a little hazy on details
like who exactly
00:47:00:10 - 00:47:03:18
is the buyer going to be,
how much are they going to charge?
00:47:03:21 - 00:47:06:16
Maybe even the business model's
a little bit fuzzy,
00:47:07:11 - 00:47:10:17
and what they do is they
just put the product out into the world.
00:47:10:17 - 00:47:12:06
They kind of go wide with it.
00:47:12:06 - 00:47:15:12
They this works,
I think, better for horizontal products.
00:47:16:02 - 00:47:18:15
And then what they do is they observe
00:47:19:12 - 00:47:23:04
how the parties actually use
who is it creating value for and why.
00:47:23:23 - 00:47:28:02
And then if there if they see that there's
some initial adoption, they will then
00:47:28:13 - 00:47:32:17
they will discover the market insight
and then they will lean into that insight.
00:47:33:02 - 00:47:35:03
So as an example, with PayPal,
00:47:36:00 - 00:47:38:10
you know, we didn't know exactly
who would use the product.
00:47:39:03 - 00:47:43:08
The the auction use case had been
discussed, but it was one of many things
00:47:43:08 - 00:47:46:11
that was discussed along with splitting
dinner taps or what have you.
00:47:46:23 - 00:47:51:04
And but we just knew,
you know, just founder intuition that
00:47:53:13 - 00:47:55:20
that people would want to email money.
00:47:55:20 - 00:47:59:15
It was a more convenient way of
of of sending money online.
00:48:00:02 - 00:48:03:11
And so if we could just launch
like a very simple,
00:48:03:11 - 00:48:05:09
easy way to email money,
people would do it.
00:48:05:09 - 00:48:07:01
And so what we did, so we launched it,
00:48:07:01 - 00:48:09:03
we then observed very closely
who was using it.
00:48:09:03 - 00:48:11:08
We discovered
that people on eBay were using it,
00:48:11:08 - 00:48:13:02
and then we had the market insight,
which was that
00:48:13:02 - 00:48:15:24
eBay was the key beachhead market,
but we had to win that.
00:48:16:09 - 00:48:19:05
And then if we could win that market,
that would get us to critical mass,
00:48:19:05 - 00:48:20:07
critical scale.
00:48:20:07 - 00:48:22:07
And then we were able to go off and win
all the other markets.
00:48:22:07 - 00:48:23:21
And so that's the kind.
00:48:23:21 - 00:48:28:05
So, you know, I call that product first
as opposed to customer first thinking.
00:48:28:16 - 00:48:31:08
You start with the product
and then you kind of reverse
00:48:31:08 - 00:48:33:21
engineer who your customer is.
00:48:34:10 - 00:48:37:05
And I think that's the reality
00:48:37:05 - 00:48:40:14
for most founders and most startups
00:48:41:01 - 00:48:44:05
and what ends up happening is that once
the market insights discovered,
00:48:44:14 - 00:48:46:16
you're the investor
presentation gets rewritten,
00:48:47:00 - 00:48:50:10
so that the founder had this great insight
all along and they started the company
00:48:50:10 - 00:48:53:21
because they had this great insight
and the story gets kind of
00:48:55:02 - 00:48:56:11
retroactively retold.
00:48:56:11 - 00:48:57:11
But and
00:48:57:11 - 00:48:58:23
there are some founders
who are smart enough
00:48:58:23 - 00:49:01:05
to have the market insight
before they even start the company.
00:49:01:05 - 00:49:04:22
But I tend to think that it's more
about having the product first
00:49:04:23 - 00:49:07:06
and then they discover the insight later.
00:49:08:04 - 00:49:08:19
Makes sense.
00:49:08:19 - 00:49:09:17
Thank you
00:49:11:00 - 00:49:13:10
to the question of board seats.
00:49:13:10 - 00:49:16:13
You know, typically what we see
coming out of a Series A is there's two
00:49:16:14 - 00:49:18:12
or three seats for the founders.
00:49:18:12 - 00:49:20:21
We're fine giving a third founders seat
because we don't expect
00:49:20:23 - 00:49:22:24
be in control anyway.
00:49:22:24 - 00:49:26:22
There's one seat for the series and there
may or may not be a seat for the seat.
00:49:28:05 - 00:49:30:03
Really, the only mistake
you can make coming out of
00:49:30:03 - 00:49:32:19
the series a is is to have
too many investors on the board.
00:49:33:03 - 00:49:35:15
You know,
we like to see founders maintain control
00:49:36:03 - 00:49:40:06
after the series A, because there's
so many more rounds to come.
00:49:42:00 - 00:49:43:24
David Thank you, Melissa.
00:49:43:24 - 00:49:46:21
Next up, we've got John and Lana.
00:49:46:21 - 00:49:47:19
So, John, you should be.
00:49:47:19 - 00:49:53:22
Our mutual note leads tech investing for
Richard Branson as part of Virgin John.
00:49:54:00 - 00:49:55:23
You should be unmuted.
00:49:55:23 - 00:49:56:24
Hey. Hey.
00:49:56:24 - 00:49:58:24
Thanks, Spencer. Thanks, David.
00:49:58:24 - 00:50:00:17
So many golden nuggets. Yeah.
00:50:00:17 - 00:50:03:02
Two takeaways to
thanks for sharing them with us.
00:50:03:13 - 00:50:06:00
Quick more general question.
00:50:06:00 - 00:50:07:16
What's the best advice that
00:50:07:16 - 00:50:10:20
that you've been given
or the advice that you'd give yourself,
00:50:12:00 - 00:50:14:22
you know, starting out 20 years ago.
00:50:14:22 - 00:50:17:23
And then linked to that one liner
and founder of Flame
00:50:18:10 - 00:50:22:01
Marketplace for fliers that has assassin
operating platform off the back of it.
00:50:22:14 - 00:50:24:06
Lorna, over to you.
00:50:24:09 - 00:50:24:17
Yeah.
00:50:24:17 - 00:50:27:13
So obviously
you write a lot about virality.
00:50:27:13 - 00:50:31:01
I also read a lot about network
effects and effects.
00:50:31:23 - 00:50:34:07
And I think that it's or at least
00:50:34:10 - 00:50:35:16
I've been trying to create
00:50:35:16 - 00:50:39:14
that same system where you see
a lot of that in more horizontal source,
00:50:39:14 - 00:50:42:24
just some examples of virality
and verticals.
00:50:42:24 - 00:50:46:18
That's where essentially
your customers are all in the same space
00:50:46:18 - 00:50:48:09
and are very competitive with each other.
00:50:48:09 - 00:50:52:08
So they're not they're less inclined
to share out to each other.
00:50:53:03 - 00:50:53:12
Mm hmm.
00:50:54:23 - 00:50:55:05
Yeah.
00:50:55:05 - 00:50:59:24
I mean, so virality is a tactic that's not
going to work for every company.
00:50:59:24 - 00:51:03:13
You know, it's I mean, it's obviously
it's a beautiful thing when it does work.
00:51:03:13 - 00:51:05:21
And we really look for those companies.
00:51:05:21 - 00:51:07:21
It tends to work best, I'd say, for
00:51:08:22 - 00:51:11:15
companies versus products
that are involved
00:51:11:16 - 00:51:15:23
in collaboration, obviously,
because the whole objective is to you
00:51:15:24 - 00:51:18:04
invite people to to collaborate with them.
00:51:19:24 - 00:51:22:10
I think for for companies
you don't have I reality
00:51:23:00 - 00:51:26:02
there are a lot of other tactics
that you can use.
00:51:26:02 - 00:51:28:16
I mean so obviously free trials,
00:51:29:21 - 00:51:33:09
you know, don't let let users
sign up organically.
00:51:33:09 - 00:51:37:03
You don't have to go through
a salesperson.
00:51:37:03 - 00:51:40:09
You know, there's content strategies
that seem to work really well.
00:51:41:07 - 00:51:43:11
So write content, generate SEO
00:51:43:21 - 00:51:46:11
events and so on. So
00:51:47:23 - 00:51:50:02
yeah, I
mean, there's kind of a litany of tactics
00:51:50:02 - 00:51:54:09
and I think the important thing is
just for there to be
00:51:56:01 - 00:51:58:07
allegiance channel that
00:51:59:11 - 00:52:03:03
we're maybe half your leads come from
that doesn't require paid marketing.
00:52:03:21 - 00:52:04:20
It could be word of mouth,
00:52:04:20 - 00:52:07:04
it could be content,
it could be virality, whatever it is.
00:52:08:07 - 00:52:10:14
Jason
Lampkin has written about this as well.
00:52:10:14 - 00:52:13:14
You know, the problem
with getting all of your traffic
00:52:13:17 - 00:52:17:07
through paid sources, Google or Facebook,
00:52:17:07 - 00:52:20:14
is it's going to be very expensive
and so very competitive.
00:52:21:03 - 00:52:23:08
And if they ever change their algorithm,
00:52:23:08 - 00:52:26:21
you know, you all of a sudden
your your traffic can dry up.
00:52:26:21 - 00:52:29:23
And so I you know, I look for
00:52:30:05 - 00:52:32:07
some some sort of organic lead
00:52:33:12 - 00:52:35:15
Lee Jones channel
00:52:35:18 - 00:52:38:21
to is kind of
an X factor for versus companies
00:52:39:21 - 00:52:41:23
was the previous question it was around.
00:52:43:00 - 00:52:46:00
Best best advice that you've been given
00:52:46:00 - 00:52:46:17
from.
00:52:47:21 - 00:52:50:19
The thing
I've I've kind of realized recently
00:52:51:21 - 00:52:55:09
maybe it is
when PayPal hit a $200 billion market
00:52:56:13 - 00:52:59:22
and looking back
we sold it 18 years ago for 1.5 billion.
00:53:00:12 - 00:53:05:03
Is that is that the outcomes
if I'm speaking to myself 20 years ago
00:53:05:04 - 00:53:07:23
as the outcomes are going to be a lot
bigger than you think,
00:53:09:04 - 00:53:12:18
like intuit it like on some level,
you know that this like the new economy
00:53:12:18 - 00:53:13:20
is taking over the world
00:53:13:20 - 00:53:18:03
and this like tech stuff is the future
like we all know that, but I don't think
00:53:18:03 - 00:53:23:00
we realize like that's going to be orders
of magnitude bigger than we think.
00:53:23:00 - 00:53:25:17
And even when I was doing Yammer or,
00:53:26:03 - 00:53:28:21
you know, sort of
call it ten or 12 years ago,
00:53:29:11 - 00:53:32:07
we thought that like a great outcome
00:53:32:22 - 00:53:34:02
for us as a company
00:53:34:02 - 00:53:37:08
would be like, you go public
at like a one or $2 billion valuation.
00:53:37:24 - 00:53:40:16
And now we have SaaS company
like the Slack
00:53:40:17 - 00:53:42:13
I think is worth about 15 billion.
00:53:42:13 - 00:53:44:20
Zoom is our 120 billion.
00:53:44:20 - 00:53:47:13
Facebook's is worth over 200 billion.
00:53:48:01 - 00:53:50:22
And so it's just, you know,
everything has turned out to be,
00:53:51:09 - 00:53:55:01
you know, ten times or 100 times
bigger than than we thought back then.
00:53:55:15 - 00:53:58:17
And I think sort
of the corollary to that is
00:53:59:17 - 00:54:00:05
you really
00:54:00:05 - 00:54:03:15
want to stick with your
your winners or your winning ideas
00:54:03:24 - 00:54:08:01
as long as possible.
00:54:08:01 - 00:54:12:06
Selling too early and especially
this is true for investors, is that
00:54:13:08 - 00:54:15:11
not letting your winners run
00:54:15:11 - 00:54:19:01
is an even bigger mistake
than just investing in the wrong thing.
00:54:19:24 - 00:54:21:12
You have to let your winners run.
00:54:21:12 - 00:54:24:13
It really takes 20 years
00:54:24:18 - 00:54:27:15
for these companies
to realize their full potential.
00:54:27:15 - 00:54:28:20
Now you can get liquidity
00:54:28:20 - 00:54:33:03
sometimes for like, you know, a shooting
start type company in four or five years.
00:54:33:03 - 00:54:38:13
But if you really want to, you know,
if you really want
00:54:38:13 - 00:54:41:21
to see them like achieve
their full potential, it takes 20 years.
00:54:42:12 - 00:54:43:23
Great. Thank you.
00:54:44:05 - 00:54:47:07
I feel like you and Luke Nosek
might have had a conversation on that.
00:54:47:07 - 00:54:51:00
We've heard him speak about giga
funds 20 year and if you sold Space X, now
00:54:51:00 - 00:54:53:04
you're missing out on the next ten years.
Except yeah.
00:54:53:04 - 00:54:55:10
I mean, yeah,
I think there's a lot of truth to that.
00:54:55:10 - 00:54:59:05
And I mean, look at Tesla, it's so Tesla.
00:54:59:05 - 00:55:01:01
I mean, he also working on that for
00:55:03:06 - 00:55:06:08
like eight
years or so or close to 20 years.
00:55:06:08 - 00:55:07:11
Not quite.
00:55:08:06 - 00:55:11:02
It's gone up ten X in the last
00:55:11:02 - 00:55:12:09
year, year and a half.
00:55:12:09 - 00:55:16:11
And so if you had stayed in the company
for the first six years,
00:55:17:02 - 00:55:19:14
you would have made 10%
00:55:19:14 - 00:55:24:06
of what you would have made by just
staying in it for like last 1 to 2 years.
00:55:25:00 - 00:55:28:17
Like 90% of the value
creation has come in the last year or two.
00:55:29:10 - 00:55:32:03
And so like, that's pretty remarkable.
00:55:32:03 - 00:55:40:14
So yeah, you have to keep that in mind.
00:55:40:14 - 00:55:43:02
I think Spencer just froze here.
00:55:43:02 - 00:55:47:06
And David, as I can jump in with, with,
with a final question.
00:55:48:15 - 00:55:51:18
In. Relation to use to
you seeing yourself as a,
00:55:52:00 - 00:55:56:15
as an advisor to the companies
and sort of there's so much collective
00:55:56:16 - 00:56:01:01
knowledge available to founders today,
particularly with the early stage.
00:56:01:01 - 00:56:04:22
Are there is there some advice
that you outright disagree with?
00:56:04:22 - 00:56:10:06
But that is very common
for early stage founders. Um,
00:56:11:18 - 00:56:13:18
well, I guess, I mean, I saw
00:56:13:18 - 00:56:17:09
in the chat that somebody called out
00:56:17:10 - 00:56:21:24
the know says here
you've taken opposing beta programs
00:56:21:24 - 00:56:26:16
advice on do things that don't scale.
00:56:26:16 - 00:56:28:07
Yeah I mean
00:56:29:03 - 00:56:30:13
I guess that the do
00:56:30:13 - 00:56:33:11
things that don't scale advice is is
00:56:34:15 - 00:56:36:19
is something I don't particularly agree
00:56:36:19 - 00:56:40:11
with a lot depends on
what kind of company it is.
00:56:41:01 - 00:56:44:21
So if it's a marketplace like Airbnb,
I think it's okay
00:56:44:22 - 00:56:48:00
to do things that are scale
in the early stages in order to
00:56:49:01 - 00:56:52:15
generate that initial liquidity,
which is so critical for a marketplace.
00:56:53:04 - 00:56:55:17
But I think for any of the physical world,
00:56:55:17 - 00:57:01:04
sort of the online to offline startups,
it's really critical that you get the unit
00:57:01:05 - 00:57:03:21
economics correct from from the beginning,
like we talked about.
00:57:04:08 - 00:57:08:03
And when you start throwing bodies
at problems, which is the doing things
00:57:08:10 - 00:57:09:05
that would be like the
00:57:10:11 - 00:57:11:04
less charitable way
00:57:11:04 - 00:57:15:05
of describing do things that don't scale
your three bodies are problems.
00:57:15:05 - 00:57:18:13
You develop some really bad habits
00:57:18:13 - 00:57:20:23
and it's very hard to re-engineer
00:57:21:12 - 00:57:25:13
the cost structure of a business at scale.
00:57:25:13 - 00:57:28:03
So yeah, that'd be like one
I would disagree with.
00:57:28:03 - 00:57:31:10
And most context,
00:57:31:10 - 00:57:35:07
you know, a lot of the advice we give is,
I mean, I try to write blogs
00:57:35:07 - 00:57:37:22
about the things that seem to be
00:57:39:09 - 00:57:41:09
broadly true, but
00:57:41:17 - 00:57:45:19
but then, you know, so much of the advice
we give is situational as well so,
00:57:47:01 - 00:57:50:07
you know, it's
00:57:50:23 - 00:57:54:00
yeah,
I would just say maybe maybe the advice is
00:57:54:12 - 00:57:57:04
you can't just like read a blog and then
00:57:58:02 - 00:58:00:07
I mean you can get useful out of it but
00:58:01:04 - 00:58:03:09
really tricky decisions in a startup
00:58:03:09 - 00:58:07:07
it's it's got to be the advice
has to be situationally applied.
00:58:07:07 - 00:58:08:14
You can't just like
00:58:08:14 - 00:58:10:21
read something in a blog
and then automatically assume, oh,
00:58:10:21 - 00:58:12:03
that's what we should do, you know.
00:58:13:14 - 00:58:15:17
David as, as the clock strikes 8 p.m.
00:58:15:17 - 00:58:16:19
here, I think 11 a.m.
00:58:16:19 - 00:58:18:19
with you, we can't thank you enough.
00:58:18:19 - 00:58:22:19
You've been a star and big thank you
to Jessica for making this happen.
00:58:23:13 - 00:58:24:08
And he says, right.
00:58:24:08 - 00:58:28:09
We've we've we've all of our
my first minute talks are now on Spotify.
00:58:28:09 - 00:58:31:21
So do do take a look
but David really a huge thank you.
00:58:31:21 - 00:58:35:17
There are at least a dozen more questions
that I probably shouldn't have waffled on
00:58:35:17 - 00:58:36:16
as long as I did.
00:58:36:16 - 00:58:37:20
But we really appreciate it.
00:58:37:20 - 00:58:40:06
Your insight
and taking the time to chat to us.
00:58:41:07 - 00:58:43:16
Absolutely. Great. Great to be with you.
00:58:43:16 - 00:58:44:24
Thank you so much.
00:58:44:24 - 00:58:47:11
Thanks for.