This Week in Startups - Matt Mullenweg on pioneering remote work, investing in open-source, crypto & more | Angel S5 E7
Episode Date: March 4, 2021Check out Automattic: https://automattic.com FOLLOW Matt: https://twitter.com/photomatt FOLLOW Jason: https://linktr.ee/calacanis ...
Transcript
Discussion (0)
Season 5 of Angel is brought to you by
Our Crowd helps you invest early in pre-IPO companies alongside professional VCs.
If you're interested in investing, you can join Our Crowd for free at OUR-CROWD.com slash twist.
LinkedIn Jobs.
A business is only as strong as its people, and every hire matters.
post your first job for free at LinkedIn.com slash angel.
And Odo is a fully customizable and fully integrated suite of business apps
that lets you build and scale your stack as you build and scale your business.
Your first app is free forever and right now Odo is offering $1,000 off your first
implementation pack at Odo.com slash
twist. That's O-D-O-O-O-com slash twist.
Hey, everybody, welcome to Angel, the podcast I do as part of this week in startups, where we talk
to Angel investors, early-stage investors about how they make their decisions, what companies
they've invested in, what lessons they've learned so you can, well, if you're a founder,
you can learn how to hack the system and get their money. And if you're an investor, hey, maybe you can
get some of their best practices and become better at investing in companies, or if you're
just a fan of tech, you can learn how we make the sausage here in Silicon Valley and the tech
industry. I'm really excited to have a very old friend of mine, Matt Mullenweg, who I knew when
he was but a wee pup, 17 or 18 years old in 2003. He was a little developer. I don't know
what city you were in. Were you in Canada or something or Houston? Where were you? Houston, Texas.
It's fine. I think we met at South by Southwest. We did meet at South.
by Southwest. And he came up and pitched me, hey, I want you to use our software to, you know,
for Weblogs, Inc. and engage. And I was like, listen, kid, that's great. But I have Brian Alvey.
And he's making BlogSmith. He's a genius. I don't need your software. But that software was
WordPress. And he's been working on it now for 18 years. Can you believe you've been working on the
same open source project for 18 years? And welcome to the program. Thank you so much. It's good
to chat again. I feel like we do this like once every five or 10 years. It's basically,
what I've realized is I think the last time you were on was
2013 episodes 361 and 362 we had to break it into two
back then because the files were getting too big and people were on low speed
connections so anytime we went over an hour we had to make it two files
because people's iPhones you crap out downloading them now it's just like
whatever you know they're on 5G you could send them the HD 4K video and then
you were on you ready for this episode 26 in December of 2010
What an amazing run you've had.
Yeah, crazy.
People don't know also, though, that you are what I would refer to as a super angel.
What's a super angel?
Well, in my definition, it's people like Howard Lins and Mark Cuban, Reed Hoffman,
Eli Gail, Des Traynor, and David Tisch, who were the first six episodes of this series.
And then batting cleanup will have Gary Tan, Paul, Judge, and Joanne Wilson.
Just a collection of investors who've done 50, 100, 200 investments,
and have been doing it, generally speaking, for over-reaching.
10 years, in most cases 20. When you look at angel investing, which you do on the side,
how did you first become aware of angel investing as a practice? And when did you make your
first angel investment? Do you remember? I don't remember. Well, it's so long ago that you
raised money for WordPress, you must have raised an angel round, right? Or did you go straight to
institutional? We did do an angel round. And it was interesting for the first round there. I did speak
to folks like Jeff Clavier, Mark Andreessen, as well as the institutions that we ended up
having leading the round, like Phil Black, Tony Conrad, Tony Schneider, folks who I still work
with today, actually, which has been pretty exciting.
First round.
I'm sorry, I'm not first round.
True Ventures.
True ventures.
I always get them to superimposed.
But they were early stage.
And even at that time, you mentioned you spoke with Mark Andreessen, who long before
Andreessen Horowitz, people don't remember, it was making 50K to 500K investments in startups.
post leaving AOL, correct?
It was before his blog, though.
So it wasn't really clear what a genius mark was,
at least to an idiot kid like me.
So I wish I'd have taken his money then.
But we ended up not connecting at that time.
For me, angel investing was very much a way to get back.
I mean, when I feel so incredibly lucky that some of those folks
who I just mentioned, like Tony Conner,
Tony Schneider, Phil Black,
where some of the first people introduced me by O'Maulik
when I was essentially fresh off the bus from Houston to San Francisco.
And they really took me under their wing and helped me avoid a lot of the bad things that can happen to companies and steered me towards working with great folks and, you know, building a business in a highly ethical way that can be for the very long term.
So when I then later had some of my own money and even before than just being an advisor, I just wanted to pay it forward, you know, because I had gotten so much of a.
benefit from these early folks who really had no reason to help me, but they did anyway.
I was like, well, you know, not really for a moneymaking thing, but just to help entrepreneurs
and the people that seem like they're trying to make things better or areas that I wish I could
work on myself. Investing was a fun way to do so. It's a really interesting observation that I think
is lost on many people in a bubbly moment like now, frothy, however you look at it. And you've now
been through two of these cycles since you got into the industry.
You came into the industry right after the dot-com bubble burst,
but you obviously were here for the great recession and now this incredible run-up.
But people forget, in Silicon Valley,
the expectation of angel investors were probably going to lose your money,
but you're going to support people.
And it's almost like a donation or a way of just paying it forward, right?
It's almost like in that era, 2003 to 2010,
And it was as much about charity and ecosystem building as it was returns, correct?
And I still think of it that way largely.
Wow.
We do make some larger.
So today, again, my primary gig is the CEO of a company called Automatic, which is about 1,400 people now.
And that is, it takes really all of my time.
My volunteer gig is running the WordPress.org open source project.
So Angel investing kind of fits in between the cracks there.
But one thing that's been nice is I have been able to do so much larger deals actually through automatic.
So we've made investments up to $30 million in companies.
And basically applying a lot of the people I know and things I've learned doing some of the more individual investing can essentially act as an institution on the automatic side for larger or later stage rounds, which has been really nice.
and anything that's potentially a conflict with anything automatic does,
I never do personally.
I always just do it through the company,
even if it's like a 25K check,
just because they don't want any potential conflict there.
And there can be conflicts because everybody pivots into everybody else's business,
it seems, over time.
I invested in one clubhouse-like audio experience,
and then one of my other companies pivoted into it.
And so I was like, okay, well, now here we go again,
everybody pivoting it to everybody else's,
business. Let's talk a little bit about automatic while we have you here. I remember when I was at
AOL, there were a bunch of people looking at maybe buying automatic from across the entire industry,
and that was in the 2006, 7, 8 range. You turned down all those offers. Here we are with all these
companies going public. What is the state of automatic? You've got all these employees, 1,400 of
them. The company's worth a couple billion dollars from what I understand. And now we have all these
Spacks, the company's obviously making tens of millions of dollars. What's the outcome here?
You've been at it for 17 years. It's going to be a private company forever. Or are you going to
finally bite the bullet and do a SPAC? I mean, the SPAC people must be banging your door down.
How many SPAC promoters call you a week? Talk about 17 of them asking for an introduction in
my inbox. Yeah, I've spoken to a number. The T-Pin's engaged with a lot more. A lot of people
involved with some of these SPACs are really, really high-quality folks. So,
When you get like a Reid Hoffman, Mark Pinkis.
Yeah.
Yeah.
Some of the names that come to mind are probably similar.
So always good to talk to.
In terms of automatic's trajectory is, you know, the private funding markets have been extremely kind to us.
We do regular secondary.
So if we have any early investors that want out for whatever reason, yeah, I've probably raised, I know, 400, 500 in secondary.
So we've been able to reset the clock for a lot of early investors.
And relative to other things that people can put their money in,
automatic is a really, really interesting place to have it in terms of the growth rates,
scale, everything's at now.
So with existing investors, there is not necessarily a strong push for anything but
being an independent company.
That's fascinating.
Going forward, some of our automatic structured a bit like a holding company.
So I could imagine that some of our essentially subsidiaries would be big enough to be public on their own.
Really?
Really starting this year?
Wow.
So that might be something that happens in the future.
We're almost like an IAC that could be a hold code with equity separate from one of our subsidiaries.
And we'll see if that happens in the future.
What are the main subsidiaries of, I mean, you have Tumblr that you guys wound up buying from Yahoo.
It seemed like Yahoo didn't know what to do with it and they went through a bunch of changes when they got bought to Verizon.
It was from Verizon, yeah, by the time we got to it.
Yeah.
They're like, huh, we don't know how to run this.
Consumer content.
It's a little bit challenging.
So which ones do you think would spin out?
The best way to think about Automax business is there's a consumer subscription
business and the anchor there is really like WordPress.com and Jetpack.
There's an enterprise business that we call VIP.
That's where, I believe we host your site.
Yeah, I'm on VIP, callaghanis.com, yeah.
Yeah, we need to get your blog in more.
Anything from that site to like the New York Post runs on that.
All Facebook sites run on that.
There is an e-commerce business, the anchor brand there being WooCommerce.
And then finally an advertising business, which Tumblr is probably the most well-known.
So, yeah, each one of those is reaching a really interesting scale.
I would say particularly enterprise and e-commerce as being something that in the past,
we raised money from Salesforce about 18 months ago.
They put in 300 millions of the company.
That's largely around the enterprise side of the opportunity with WordPress.
We're seeing more and more folks replacing things that were spending millions of dollars on a year
for things that spending hundreds of thousands of dollars on a year and doing way better,
including Salesforce itself.
And then on e-commerce, I mean, everyone's seeing the huge tail one there.
I think we've publicly said that last year, 20 billion of GMV went through Google Commerce.
So there's a lot of goods being sold through it, and that's doubling year over year.
Do you ever wish you invested early in some of the best performing IPOs of 2019 and 2020?
While Our Crowd Investors did invest early in many of those awesome IPOs,
with Our Crowd Accredited investors can invest directly and easily in startups early before they IPO or get bought.
Our Crowd Investors have benefited from companies IPOing, like Beyond Meat and Lemonade.
Both have seen big returns as going public, obviously.
and some of the companies have been acquired by buyers like Intel, Nike, Microsoft, Oracle,
and Uber, yum, yum.
The investment professionals at Our Crowd have already invested hundreds of millions of dollars
in over 200 companies with dozens of exits.
So today you can join Our Crowd's investment in NexA 3D, looking at the deal memo.
You'll see that it's a 3D manufacturing innovator that's shaping the future of a projected
$150 billion market.
According to the deal memo, NexA 3D is best in class.
solutions give customers a productivity advantage of 20X or competitors at up to 85% lower cost.
You can get in early on NXA 3D and other unique opportunities at R-Crowd.com slash twist.
I recently wet my beak and placed a small bet on Saibra, a company that uses AI to uncover
disinformation and expose fake news on social media.
The R-Crowd account is free.
Just go to O-U-R-C-O-W-D.com slash twist.
That's O-U-R-C-R-W-D.
slash twist to sign up for your free account today. So explain to me, this is WooCommerce. What is that
business? Is it a Shopify contemporary? How do we think of WooCommerce? You know, I'll make an old
school analogy since we're both think of WooCommerce to Shopify like WordPress is to like type
at. Got it. So more advanced. More advanced is what you're saying? Like a newer version of it,
like a refresh? So WooCommerce is built on WordPress.
it's totally open source and it's 100% customizable from the top to the bottom.
So versus a SaaS service like a TypePad or Shopify, you can control every line of code,
every customer interaction, every pixel on the checkout page, every email everyone gets,
you don't have to pay a tax if you want to use alternative payment providers like a firm.
So there's really complete control and flexibility.
So, you know, people, it doesn't mean you're not going to still list on an Etsy or an Amazon or something like that.
as a possible channel.
But for the,
you're direct to consumer where you're,
they're coming to your website
and you're having direct relationship to them.
WooCommerce provides the most flexibility of,
of anything on the market.
Maybe the only thing close would be other open source e-commerce like Magento.
Got it.
So that would definitely be a great spin out.
But then you're,
so you built all these things together.
Why not take the whole thing out and go public with the whole,
the whole thing?
Too confusing?
Maybe.
Maybe that's a good.
Maybe that's a good option.
Do you want to run a public company and be under that level of scrutiny?
I've always seen you as somebody who's, you know, head down likes to build.
And that seems to be, you know, the big complaint of people who've been private for a long time is,
oh my God, what a headache to be public, to deal with public markets going on CNBC doing
quarterly things.
Is that something you would want to do personally?
Or would you rather have the life you have as a private company?
You know, my role is so public-facing already because leading the WordPress open-source
project is, you know, thousands of volunteers, millions of developers and users. So it wouldn't
be that big a difference for me. I have lots of friends or more people, you know, builders who run
companies, Toby at Shopify is an amazing example. Drew from Dropbox. There's so many great
examples where you can still stay very connected to the product in the building while being a
public market CEO. So it's not something that personally bothers me. So you have a name, would you ever run a public
company? I don't think so. Um, you know, running companies is so hard. And so I find I really like
the position I'm in as essentially a full-time investor. I mean, I still run inside.com as a CEO,
but I've got a pretty strong management team there, uh, running it. But running companies is hard.
And the companies I like to run are media companies, which are probably the hardest. And so it's
almost like, you know, to be a media executive in today's environment is just like signing up for
being the captain of like a ship that has to go around Cape Horn every day, you know, at the bottom
of South Africa, like, it's just too hard. It's just like, it's like being an explorer or an astronaut
or something like that. You're just, chances of death are almost certain and pain is certain.
Media companies are just too hard. And I love media companies, but it's, but it,
Which probably means it's the best time to invest in them, right?
Because the time when everyone's like, oh, media's done, it's not too hard, et cetera.
It's that, which I mean, you're always ahead of the curve too.
So the fact that you're doing it is probably a good sign.
You know, what I've done is I've basically swapped out journalists for researchers
and hired analysts and researchers because what I found was from the blogging days,
journalists really took the craft of writing and being objective seriously.
And then I think I was talking to one.
of the team members at weblogs, and they were like, you know, we caused this problem.
And I was like, what do you mean?
He's like, well, we did a lot of opinion stuff on blogging and Engadget and Autoblog and Joystaking
and all these things. And we added opinion. And then a lot of writers, especially a lot of young
writers and next generation writers were like, well, I want to give my opinion. I don't want to just
report on something. And so now you've got a generation where nobody wants to report on something.
You know, people want to either be like a Trump superfan or, you know, you know,
know, a Bernie Sanders superfan, but they don't want to write a story down the middle about Biden or,
you know, or be objective about either side. They just want to pick a side. And so it's made it,
I think, very hard to do the journalism that I love, you know, which is objective reporting. And,
you know, you tell all sides of the story and try to get closer to the truth. Now it's advocacy.
And that makes it hard, I think. I mean, you did it too. I mean, blogging did it. I mean, once people
realize they didn't need a publisher editor, oversight, you know, just say whatever you want. And,
you know, that's great in some ways. But it's also good to have an editor. It's also good to
try to, you know, be a reporter and just report it straight. But that doesn't draw pages. I don't know
how you feel about it. I haven't met a single writer or any of my own writing that hasn't been
vastly improved by really great editing. There you have it, folks. And I see this sometimes when people
go independent, like, especially at the very beginning, it gets a little long as and then, and then
And usually they get an editor-thor though.
It's not that you need an editor or it's a sign of weakness.
It's that engaging your ideas with another human just improves them every single time.
That is a very important observation, which is talking to a human will help you clarify your ideas.
And writing is a forcing function for having clarity of thinking, right?
Like when you write something, you have to really.
examine your own thought process and your own logic, right?
And it's great.
You know, even Paul Graham essays at the bottom of every single one.
He says, thanks for feedback on this from.
And then he lists like 10 amazing people.
Yeah.
So he's like, okay, is that a humble brag and dunk?
But it's just the nature of his, I think it's the nature of his, the circle he runs in,
having been there early.
It's what I love about your, um, your all-in podcast.
That if you ever have guests on, I'd love to go on.
Yes.
Because you can see each person on that podcast making each other's thinking better in real time.
And it's very unfiltered and candid.
And it's actually probably one of my favorites right now.
Oh, my God.
Thank you for saying that.
It's really interesting.
Like, people are like, wow, I love your podcast.
I'm like, oh, thanks.
They're like, yeah, I just started listening to All In.
I'm like, you ever listen to This Week in startups?
They're like, what's that?
And I'm like, well, just did 1,200 episodes of that for the last 11 years.
But okay.
It's like being like I was on some single.
for 10 or 11 years and that I'm on like Game of Thrones or something or some like very high
profile instead of the niche podcast. But yeah, podcasting is also a good way to do that when
people build on each other's. Going back to your portfolio, what was, you know, I'm looking at it
right now and it's very nice on your website. Audrey, as in Hepburn? Orjory.com.
Audrey.com. It was in fact inspired by Audrey Hepburn.
Really? Did you have a crush on her or is there some thing specific about Audrey Hepburn?
I think just, you know, from a young age, just seen some of those old movies and just loving both what she represented on screen, which is like a timeless elegance and grace, but also as I began to learn the story of her entire life.
She is someone who, you know, in a time when celebrities, you know, did, weren't as, I think, impactful as they try to be now.
Like, really got involved with the United Nations and helping, you know, lifting up, using her stature to lift up a ton of issues in people.
And then just also lived her personal life in such a beautiful way.
So, I don't know.
Maybe I probably have an idealized version of R.J. Hepburn, but I couldn't think of someone better to be.
be inspired by the namesake.
2021 is looking up.
Tons of new beginnings, lots of hope.
It's going to be a great year.
And hopefully, great opportunities for you to grow your business.
But if you're going to grow your business, you're going to need incredibly talented people
to do as a founder what maybe you're not great at or you don't have time to do anymore.
You need to build your team.
You're only going to be as successful as the team that builds your products, interfaces with
your customers.
and builds the culture of your company,
and LinkedIn jobs finds the right person quickly to fill your positions.
And we are going to give you your first job posting free right now.
You go to LinkedIn.com slash angel.
LinkedIn.com slash A-N-G-E-L. Angel.
Very easy to remember.
Hiring is super important.
I'm doing it here at launch.
Just hired a second producer for this week in startups,
hiring a community manager.
We hired another support executive for the syndicate.
We are booming over here.
And we do all of this by going to LinkedIn jobs.
722 million members worldwide, mean business.
They keep their profiles up to date on LinkedIn for a reason.
They're looking for opportunities.
And you can post your job with all those great screening questions.
And LinkedIn is going to get your role, that position,
in front of the right people with the soft skills, the hard skills,
and all the things you need.
The thing I've been blown away with is the quality of the candidates.
Very simple.
LinkedIn.com slash angel.
LinkedIn.com slash angel and terms and conditions apply because you're giving you that free first job posting.
Thank you LinkedIn for supporting the show.
So when did you first hit something and you knew, wow, I hit something?
What investment was the first one that you had a great return on paper or otherwise where you're like,
wow, this could actually be a profitable thing for me to do in the world, not just donations.
I'm looking at it here and I see automatic 2005 sphere.
Oh my God, rest in peace.
Symeo semantic blog analysis.
I remember Wii game.
I happened to know that one.
I was an investor in that one.
Dalyburn sold to IAC.
Daily burn was, I think, you know, well, one, Tony Conner had two exits in those first 10 investments, which was both sphere and about that me.
He got really good at selling things to AOL.
Yeah.
Like you.
Like me.
Yeah, I sold some two things to AOL as well.
Yes.
You know, that kind of 2010, for me, 2010 was an interesting year.
Wakemate, I think, was one of the first investments made on YC.
Not YC.
It was one of the first investments made through Angelist.
Wow.
And was the check I gave to Wakemate and it ended up like literally exploded the device at like a USB charging error.
And it was a YC company.
But then Cingrit later went public and did merge with Twilio.
So that was amazing.
That's an amazing one.
And you were in the angel round of that?
Yeah.
What kind of return would that get?
100x, a thousand
I guess it depends on when you sold
yeah I guess it depends on when I sold
but did you sell? Are you still holding all your
Twilio shares? I'm a big fan of Twilio still
so you still own your shares or did you sell those
that's a hard decision you sold some shares yeah
how do you think about that when to exit because
you get in so early
and yeah how do you think about that
I would say prior to 2018, I would often not hold, I would sort of sell at different places,
particularly if it were a public company, which I wasn't familiar with like MakerBot sold to Stratasus,
which was a public company.
It was also a really good exit.
That was probably a 40 or 50x.
Simgrid probably ended up being higher.
But the, now I'm very much like, I'm at a matter.
a point in my life where I don't need to sell as much anymore. So I'm more inspired by like a
gosh, like a John Doer or Steve Jervison that basically has never sold a public share of stock
let your winners ride.
And so I think Steve approaches that he'll donate stock from his investments, but he never
sells them. And I think I'd like to try that for the next decade, you know.
just see what happens.
Yeah. Let your winners ride is something Sachs said he learned this all time because he's kept
selling when companies went public. He's like, okay, I'll just do more private company investing.
But some of these companies just when they have escape velocity, it's very hard to stop them, right?
I mean, they just keep, I mean, they can be stopped. Obviously, Yahoo and AOL had challenges,
but even in those cases, those were 30-year stories. And they still exist to a certain extent.
Now, it still have billions of users, I think, combined for Verizon, which is really weird.
And if I think of every time I've sold either on secondary or once a company's gone public
or been acquired by a public company, I regret every time except for one or two.
So it's like a 95% hindsight.
I would probably do something differently with the knowledge I have now.
But in fairness, we really haven't had a severe down market since you started.
You started in earnest, really, in 2008, 2009.
Are I saying everyone looks smart in a bull market?
Well, we do.
Yes, of course.
We all look smart.
But I mean, I've seen, I remember fab.com pitched me and they were going to do a gay social
network.
And I logged in and I was like, wow, this thing is popping off.
Like, what a great idea.
And then Jason emailed me and said, I'm going to change it to do like flash furniture sales
because I guess Von Privy and, you know, guilt group and everything were the rage.
And it ran up and I said, I'm out.
I'm going to pass.
I don't want to be in the furniture business or whatever.
Thank you.
And then it went up to a billion dollars.
I felt really stupid because it was like a $10 million valuation.
And then I knew somebody who had owned a large percentage of it.
And they were like flying private and doing all this great stuff.
They thought they had a $50 million position.
And it went to zero.
Right?
The whole thing just came apart.
And, you know, people can get caught up because they might be taking loans against those holdings.
And then.
Yeah.
Yeah.
I think that brings up something that I definitely learned early on was just try to keep your personal burn rate.
low. And where I struggle the most with there is like I love supporting companies and investing.
So it's actually my biggest thing is it's not like that my lifestyle gets so expensive is that
I put like every possible dollar I have in most of private market investments, which I, you know,
at some point in my 30s was like, hey, I really need like to shift this a little bit towards
things that aren't just crypto or private companies.
What are your thoughts on crypto? We both got exposed to very early. My wife bought a bunch of
Bitcoin at under $100.
So she's got the
best returning investment in the family, and I have
the second, third, fourth, fifth,
sixth, and seven investments.
But she now has the number one.
Does that feature Uber and everything?
It
doesn't.
But I like to say it does.
But I guess it would be, if she
bought it a hundred,
it's 47,000
now or something. Yeah, so that's
470 times.
If it was five times, that would be,
$500, $100, $10 times. It would be $5,000. Yeah, it's 100 times. Yeah, so it's probably over 100x,
but yeah, no, that doesn't come close to, actually, Uber, now that I think about it. But she did
do fabulously well on it. What are your thoughts on it now? Because it does seem like it's having
another moment, but I wonder, like, nobody's really using crypto for anything. I guess we have
our first use case, non-fundable tokens other than Money Store and speculation. So what do you think?
NFTs are also kind of speculative.
You think?
Somebody just bought a $6 million
paid on an NFT or a video or something I saw.
Yeah, it's like a gift or something.
It's a gift, a $6 million gift.
It's crazy, but not that much crazier than other things
that we spend money on art, baseball cards.
Well, that's crazy too.
That's crazy too, I guess, collectibles.
You know, late stage capitalism is a weird,
place to be.
It is very weird.
We're definitely in a strange thing, but I am bullish from just purely a technical point
of view on Bitcoin, Ethereum.
Which piece of it as a technologist, which technical pieces of it do you find the most
interesting?
Is it the immutable blockchain?
Is it the distributed nobody, no central server or control?
What is the piece that you find most fascinating?
in all of this?
You know, my life's work
is really around open source
and I think when open source
touches any area of our life,
it vastly disrupts it and improves it.
And that's been the story of
WordPress or CMS.
It's happening with Google Commerce and e-commerce,
you know,
Wikipedia with encyclopedias
and I think Bitcoin with many parts of finance.
Yeah.
And it's sort of children
and grandchildren as well.
So to me, the open source is the fundamental thing and other things like distributed ledger, you know, all that kind of follows from that open source approach.
I do worry about one of my big worries in the world right now is the Balkanization of the internet, the nationalization of, you know, everyone's going to have their equivalent with the Chinese firewall.
And you mean countries or companies?
Or both?
Both, really.
I figured that out in my head.
I was like, yeah, the nation state of Google or alphabet or the nation state of China.
Turns out Google has more users than China has citizens.
Yeah, it's true for Facebook and others as well.
They still nominally are regulated by the countries where they do business in.
But, you know, as they start to shift their muscle more in Uber-like ways of influencing policy,
we'll see how long that even that continues.
Yeah, I forgot the question.
No, I think we're just talking about what we like about.
What about this distributed nature to it where nobody controls it?
Is that something plus and minus?
What's the plus to it?
What's the minus to it?
The plus is that's how the internet should work.
The minus is that bad actors can have 100 to one impact on messing up the system for others.
So imagine like email and spammers.
or any online service,
including like the ones we run
and people trying to abuse it
for search engine spam or things like that.
And the fight against bots,
most internet companies take a much,
they take a much more cavalier approach
than we typically do with our properties
because it makes all the numbers look good.
You know, I would not be surprised at 20 or 30%
of followers on Twitter or are spam.
Oh, they totally are.
So all of our number and that compounds of course over time.
So everything looks smaller in our properties,
but we are really, really good at keeping spam out.
It's actually the first service I launched was called a Kismet.
And it was essentially a machine learning approach to anti-spam that we still run today
and is highly, highly, highly, highly effective.
But it does make some business metrics look worse than it would otherwise.
So if you are running Facebook or Instagram or Twitter and
the public markets are obsessed about how many people use the service, you get to, if, I don't know,
some spamming group in India decides they're going to run 10,000 accounts, you get 10,000 users
counted. And it's not in your best interest to shut them down because that might be, you know,
if you grew 1% this week, that could be 1% of your weekly growth. So why stop it?
also what the spam bots are typically doing
is engaging with real accounts
in the way that incentivizes real users
to be more engaged.
So it feels good when you get the likes
and the retweets and everything.
And there are good ones don't look like bots.
If you or I can tell it's a bot
within 10 seconds of looking at it,
it's not a good one.
They're really smart ones.
They're using, you know, generated faces.
They have real links, real bios.
They're a retweeting thing.
they're probably starting to apply things like GPT3 to create real sound and content.
So, you know, the good bots, you can't really tell without seeing the back end or other
characteristics of their behavior on the network.
As someone who's invested in over 250 startups and advised many more, I want to talk to you
about a serious pain point that we see all the time.
And that's reducing your burn.
You need to conserve your capital.
You need your money to go far so that you get time for product market.
fit. How much money are you spending right now on various software products? And how much time does it
take to integrate all of them? Let me take a guess. Way too much is the answer. And because of that,
Odu is here to help. Odo is a suite of business apps that run your company on one platform. If you're
currently using a frankestack of individual software solutions that aren't talking to each other,
then you're wasting time, energy, and money. Odo streamlines your workflow by bringing all that
information together, your workday can be more productive because O-Doo's integrations
eliminate repetitive tasks and data entry. Plus, if you only need two or three apps to optimize
your workflow, that's all you need to pay for. O-Doo will stick you with a bill for apps you don't
use. Your first app is free forever, and right now O-D-O-D-O-D-O-Credit on your first
implementation pack. That's no joke. A thousand dollars right now, all you have to do is go to
O-D-com slash twist. That's O-D-O-O-O.O.
dot com slash twist to get that $1,000 credit.
How do you think this should be solved ultimately?
Do you think we move to a system like in Korea where if you want to have an account,
you have to put in your social security number and driver's license and be more authenticated?
You have, I guess Twitter is now, you know, confirming phone numbers and email,
so it's a little bit more friction.
Mm-hmm.
What are your thoughts?
I hope not, right?
Yeah.
I'm a big believer in pseudonymous speech, the importance of things that might be minority views today, actually being on the rise out of history.
It's happened so many times we can think of in the civil rights movement and other things.
So protecting that space is really, really important.
And balancing that with countering abuse is, I would say, the most difficult problem humanity is facing in general, whether that's through political realms, whether it's preventing.
you know, child abuse materials, like all of these problems are incredibly hard.
And this is why I never pile on to any of the large social networks who struggle with this,
including Facebook, et cetera, just because the bad actors are constantly changing their approaches.
And so addressing the improper use of these tools is really, really, really, really difficult.
why hasn't anybody come up with a peer-to-peer version of podcast, I'm sorry, of publishing,
and have you thought about creating that?
So we've had, you know, we have Bitcoin, nobody can stop it.
I mean, you could ban it, you could create laws against it, but you can't really stop it.
It's too, there's too many servers out there.
Same thing happened with BitTorrent, just impossible to stop.
I mean, you can make it illegal to use.
You can prosecute people.
has anybody ever made a version of WordPress that is serverless and across, you know, peers?
And have you created that or thought about that?
And then does that come with it too many problems for a corporation to engage in?
Because it's uncontrollable.
It's funny because the uncensoredable part of Bitcoin is, was created to solve a problem that hasn't happened yet.
Essentially, government's banning it.
Which, you know, I would also be fascinated to know the number of active users of Bitcoin that are not going through a coin base or equivalent.
Right. So even though it's decentralized, people have chosen to use centralized, localized, balkanized places because they want those services, security, whatever bundle they put around their wallets.
I honestly don't know if I'd recommend most people run their own wallets, although I know that would be controversial in the cryptocurrency world.
Much better to trust a coin base with it from a security, upgradeability, all sorts of reasons to.
Now, with publishing, that's making something uncensoredable, is that a real issue that most people have?
No.
For all of the whining about, you know, Trump.
Conservative voices or other people not being able to publish.
is that something that most people are ever going to run into despite what they say?
No.
And in fact, the terms of service on almost everything is pretty, pretty broad, especially
American-based companies.
And when people make a big deal of something getting blocked, as actually someone,
a conservative site did recently on WordPress, they're typically doing it to raise money
or gain, you know, some other form of support.
It's not an actual censorship.
like their voices are being silenced in a way that they won't be able to be heard.
So you end up with by and large, the strongest users of these systems being actors for whom their activity would be deemed illegal or not part of what's allowed.
And some of that's on the right side of history and some of it probably a free society operating with a social contract would say, yes, that is not allowed.
Clearly hate speech.
Yeah.
And hate speech, which I guess,
some people feel is they're right and other people feel is hate speech and then there's gradients
of you saying mean things and versus hate speech. And then you have to deal with this every day.
When you have a conservative publication that you choose not to provide service to, in this case,
you mentioned one of them, what do you think of the fact that when, I guess it was Parlor was basically
they weren't doing policing and then even AWS, like the system level was like,
we don't even want to host your app.
What did you think of that?
Was that a moment where you thought, wow, this is kind of like they're being banned from
the internet if they can't use this cloud service?
Yeah, but they're back now, right?
I guess.
I guess they found another host.
Another provider.
So I typically believe that the closer you are to the wire, the more open, meaning
like, are you like providing IP addresses or bandwidth or things like that?
that the more open you should take to like essentially defer what's allowed or not to society in the legal system.
For us and most, people often conflate hate speech with calls to violence.
And for us, you can actually say really, really terrible things on WordPress that myself and every other employee of the company would strongly disagree with.
But unless you're calling like a call to violence type action, we're happy to let people,
publish dumb ideas and for people to respond to them and refute them and, you know,
that the marketplace of ideas to work itself out there. And so, but when it gets in the calls
of violence, I think we've seen with the capital insurrection and many other things, like
how that can turn into something really, really nasty, really quickly. And also how even the
threat of that can silence speech very quickly, where, you know, how many times have we heard of
a really gifted commentator or something,
getting weird threats or stalkers or other things online.
I simply drive them from sharing their wisdom
and their knowledge and their research with the world.
Interesting.
It doesn't take a lot of that to drive people away.
Were you caught up in the Trump thing?
Did you have to, did he have servers on WordPress?
And did you have to take him down?
Because it did seem like if Trump was allowed to continue tweeting
during that period of time,
more people might have died
because people were taking his fight like hell comments.
I hate to make this political here,
but that's just,
he seemed to know exactly how to dance up along the line
of like,
well,
I didn't actually tell them to murder anybody.
I just told them to fight like hell.
And if you don't fight,
you don't have a country.
And people did feel like he was pushing them towards
or some group of people
really took that as a call to arms.
They literally brought guns.
They brought body armor.
They took it as a call to arms, and he just seems so insincere.
And he's like such a stress test.
Like, he knows that he's pushing the envelope.
And he knows they're going to, this is my take on it.
He knows they're going to misinterpret it.
He knows what they're going to do.
But he also knows that then he can claim, well, I didn't exactly tell them.
So he's kind of like just.
It's a plausible deniability.
Yeah.
You got the plausible denial.
He's like the perfect troll, you know.
And that's what people.
do not just Trump, but anyone who's like sort of looking at the rules of a system and saying,
if you follow these rules exactly, what I did was totally allowed.
The, I like to think, have you ever read the foundation sci-fi series by Asimov?
Of course. Yeah, I didn't read it.
Yeah. Trump, I think of Trump is the mule, right? Right. The exception that broke all the systems
and proved where we had sort of gaps or weak points in our norms, in our legislation and
everything. I mean, we forget that so much of the internet is governed essentially from telecom
legislation from the 40s and the 30s. Like, it's ridiculous how outdated and how much we could
honestly use new laws and regulations that takes into account how the internet and modern
speech and society works. It's also weird that like the leader of the free world was fomenting
these like non-democratic autocratic things. So nobody ever built a terms of service where their
attorney went, okay, so now what if the president of the United States had a hundred,
250 million followers and he decided to incite an insurrection on the day the election was certified,
go.
Like, attorneys would be like, what?
Well, what if aliens came down and they said some hate speech while they were giving us
the cure to cancer?
Like, would you ban them?
And it's like, wait, I'm sorry, aliens are coming from.
It's like, nobody expected the president to incite violence.
That just makes no sense that somebody would be able to.
to get the job who would do that, but yet here we are.
I think we took it for granted post-Arab Spring and other things where we saw social media
impact the politics and future of countries that some of the downsides of that wouldn't
happen here.
And I very much sympathize when they, when a Twitter or someone said, like, hey, the rules
don't apply to necessarily the president, right?
Like, because there's some newsworthiness to his, his, uh, and I agreed with that call.
You agreed with that call, right?
Like, you can't ban the president until he, and he just kept pushing it and pushing it.
And people were like, we have to ban the president.
I'm like, you can't ban the president of the United States from tweeting.
Come on.
That's ridiculous.
He's the president.
I don't know you don't like him.
He might say things you're like it.
He's a president.
And then, of course, he's like, okay, he gave them a perfect off ramp in a way by inciting violence.
Because that was one thing where nobody wants to have blood on their hands.
And I do wonder if sort of the rules have been more evenly applied years earlier,
if that would have raised other questions sooner that probably in conversations we probably
should have been happening in 2018, 2019.
Well, that's an interesting.
It's impossible to know.
And like I said, I have a ton of empathy for the difficulty of these types of decisions.
I don't envy like a Zuck or Dorsey there because this is really, really hard to navigate,
especially when you're also a public company.
And there's like, all sorts of other things happening.
Well, I mean, you don't want to alienate a third of your user base that's ardently Trump supporters or etc.
The way you called him the mule, I've been calling him the trolley car problem.
You know, like the trolley car problem is like, do you kill this baby and the mom or do you kill these six adults?
And these are their ages.
And you go do the math of what's morally correct.
And it's like, there might not be a morally perfect answer here of banning the president.
or not, did you see they're going to be sending it to a oversight committee that Facebook
has organized? What do you think of this like kind of third party funded by big tech
court of appeals, if you will, a place to go if you do get banned to have a bunch of
intelligent ethical thinkers decide if you should have your account reinstated?
It's not a bad idea.
But it is a reflection of the extreme dysfunction and lack of our ability to legislate or create systems in government where really these things should live, right?
The social contract, at least in the United States, is like the consent of the government, we agree to monopolize violence and other decision-making elements of justice to elected officials, institutions.
we give that away in return for expecting certain accountability,
transparently to see fairness in those things.
And any private body, no matter how well-intentioned, I think,
is less good than a well-functioning government entity trying to do the same thing.
Now, many including, I think some of your co-host on Allend,
and would disagree with the well-functioning part
or even the idea that something like that could be well-functioning.
But it's very positive.
Let's talk a little bit about the pandemic.
You pioneered work from home and remote work.
I remember when you were scaling up automatic,
you had these like sort of co-working type spaces
where all these employees could go if they wanted to
or they could work from home and yourselves and 37 signals
and considered like odd companies for doing this.
Then the pandemic comes around and 100% of people adopt it.
and 100% of people say they're, I would say almost 100% of people say they're more efficient
taking out their commutes, et cetera.
What do you think life looks like?
You know, we're taping this in month 12 of the pandemic, in fact.
And we literally are, you know, two weeks away from the one year anniversary of people
going into shelter and place in most cities.
What do you think the world's going to look like in six months when everybody's got their
shots and are back to work in at least the United States and Europe.
Yeah, the numbers aren't quite 100%.
I think it's typically, but it's more than half, generally people prefer the flexibility
of what they've experienced of working from home.
I think that will go up once people are able to work from anywhere, right?
So part of my favorite part about working in a distributed fashion in the past.
And that's really how we built automatic from the ground up, as you mentioned.
what's being able to work from Japan for a month or go to coffee shops or, you know, even just the idea that you're not forced for your social network to be your colleagues.
You can, you know, really build a robust social network of folks who you choose to connect with.
And that could be around local sports or volunteer organizations or religious institutions or anything else that sort of gives you that sense of community, not just where you happen to work.
So I'm very excited to see the post-lockdown world of what I call distributed work.
It was weird for me because I just started like the distributed.
Blog podcast.
And I was planning to make this like my advocacy for the next five to 10 years.
Right.
And it's like, everybody's like, no, we got it.
We're in.
We buy it.
Yeah.
It's actually made the podcast kind of tricky where now I'm like, okay, everyone's doing it.
Here's how to do it well.
Actually, my last guess was Jack Dorsey, who's.
sort of put a strong stake in the ground.
Tell me the name of this podcast.
I wasn't even aware you were doing it.
What's this podcast called?
It's called the distributed podcast with Matt Mollewik,
and it's at distributed.
Dot blog.
Dot blog is one of the TLDs.
So how many have you done?
And then what's the consensus
when you talk to leaders about this?
Like, how is their thinking change?
Because a company like Twitter made this incredible
destination,
and they spent enormous amount
of, you know, time, money, cycles, thinking about, hey, here's our mothership, here's how
we're going to have collisions, then you have Apple building the literal mothership, and you
have Benny off putting a giant, largest building.
I just leave it at that.
He basically got a giant finger up to the sky that you can see from San Francisco
Airport, SFO.
Kind of weird. What is the general thinking now from that group of people who absolutely did not buy into this?
I'll tell you what I'm hearing privately. Yeah, give me them private. Yes. Yeah.
I think that, you know, some of these companies have invested literally billions of dollars in real estate.
Wow. Billions. And a very small percentage will, I think, triple down on that. Apple probably being one of them.
Google maybe. Facebook. Yeah, Google's, I think, a lot.
larger the thing in the middle will be some sort of hybrid where to be honest, colleagues do want
to see each other. And I can very much imagine this could actually be bullish where we work.
More things like meetups, which has been a big part of our culture, where wherever the team is,
they fly together for a week, work together, brainstorm, share meals, et cetera. And so office space
that maybe previously was dedicated towards cubicles or places that people don't really want to be
can now start to go to collaborative spaces
or bring in users or hosting events
or things like that. And I think
that that doesn't need to just be in the most
expensive cities in the world like the San Francisco's
in New York. Actually, the
Birmingham's and the, you know, other countries
and the, you know, Wistler.
Nashville. So many. Miami.
Like, yeah.
And so many great places you can go that
when people can kind of go anywhere
are both cost effective and more fun
to be in.
So that's my expectation.
It actually makes me incredibly bullish for all these companies that have the largest investments in real estate
start to shift that either to the bottom line or towards investing their employees in other ways.
That's interesting.
So all that money and effort could be redeployed.
So anybody working in these crazy facilities groups that were managing buses and commutes.
I mean, I always felt this was the sign of something had gone perversely wrong in the
area when you get on the 280 of the 101 and you would see these giant luxury buses
taking people from a city to the country, the suburbs.
The suburbs, yeah.
And it's like, wait a second, you're paying the most expensive rents in the world in San Francisco.
Like Hong Kong level rent, $4,000 for a two-bedroom, $4,500 for a two-bedroom, not a great
one, by the way.
And then taking a bus for an hour plus each way.
to Apple, Google, and Facebook.
And then once you get there,
their campuses are so large
that you're on video conference
most of the day anyway
because you don't have time
to get in between the buildings
in between meetings.
I never even thought about that.
So it's completely ridiculous.
You're literally taking a video conference
from your desk.
So you're commuting for 10 hours a week
to do video conferencing from your desk.
Here's a mind-blowing statistic.
42% of the American workforce
continues to work remotely
according to Upwork, and an estimated approximately 27%
will still be working home through 2021.
Yeah, this is the thing I'm hearing privately.
Let's do a private talk.
This is what I'm hearing on the,
this way you and I don't have to say it.
But I'm hearing there's a big fear
in that it used to be, you know,
if you were really talented, sure, you could work from home
if you could get a seat at 37 signals
or at Envision or at automatic.
But there really weren't that many choices, right, to work from home.
And now these big companies are like, oh, wait a second.
If Twitter and Jack is saying, you pick how you want to work,
we just added a really good option.
What if somebody is a just transcendently good sales executive or product manager?
And now instead of going to Facebook or Google or Apple,
they'll go to Twitter or Square because Jack is saying,
you can work from Nashville for half the year and Austin for a third of the year and Malibu
for 10% of the year or whatever.
We're not going to be able to compete for top employees.
So it's almost like a prisoner's dilemma.
Totally true, by the way.
Is it?
It's actually happening.
The best employees in the world choose so little autonomy in their, a third of their day or more
that they spend working.
And by the way, I also think it's so hypocritical when some of these most office-based
companies. I'm going to talk about Goldman because I think they recently said they're all going to go
back to the office. Oh, Coleman Sachs is all going back to the offices. Great. As soon as possible,
you know, day after the CEO. What about the CEO? I don't know personally. So, you know,
I'm not speaking anything. But like, how much time would they spend in the Hamptons or in Florida or
internationally or things like that? And so I really think it's going to come from all levels of the
company. So I hear from top executives, like,
gosh, their lives are so much better and they're just as effective.
And I'm hearing from the talent, the people are actually doing the work that are like, hey,
like, I'm going to take the job wherever it allows me to do this.
So I think it's going to come from really every level of the company.
The strongest resistance is coming from middle management.
That's actually where I created the podcast was to talk about the best practices.
Why does middle bad a minute find this so hard to deal with?
Because it's different from what has made.
them successful their entire career.
You know, you could run at 20-person team, 100-person team, a 500-person division in an
in-person way.
The CEO of Google, by the way, has been working this way forever.
Like, if you're running 10,000 people, really above 1,000 people, you're already
pretty distributed in the way you work.
But for smaller, that kind of middle, that kind of like 20 to 500,
most of the talent in the market has done this in-person.
So they know how to do it.
stand up, they do a lunchy meeting, they do three meetings a day, and then all of a sudden,
the meetings that they were setting up are happening in a Slack room and they get resolved
in a chat or on a Notion page or in a Slack group or after a quick Zoom or a quick audio
only, you know, Google hangout or whatever. And it actually isn't the truth that maybe they're not
needed and that's the actual fear is that maybe you don't need to have a GM of that group.
maybe you need a lot less people
because this is what I found
when we went remote,
I found out where the dead weight was
real quick.
And I know a lot of other founders
I've talked to when they moved to remote,
they just figured out all of a sudden
who was productive and who wasn't
because there were people in the office
who were great culture in the office.
They were great meetings,
but maybe a lot of that was performative.
And then when you actually look to contribution,
when you take out their performance in a meeting,
when you take out their performance
as a coworker, taking people out for culture walks or whatever,
maybe they actually weren't doing anything.
Or doing anything that moved the needle.
Doing it fine.
You're much more, you're much more grateful than I am.
But it does.
And what's exciting to me about this isn't that necessarily a job isn't needed,
but that that time can then be redeployed towards something which can be even more customer-centric,
right?
Something that can move the needle.
and that again makes me very bullish on every information technology company.
You know, not just was it Dropbox that just publicly took like a $500 million write down
of their real estate or something.
So like this.
Oh, they did.
Wow.
I think Pinterest paid like $90 million to get out of their lease.
Yep.
So there's some big things happening.
I'm getting the numbers wrong.
Yeah, no.
You're direction.
You're direction.
Correct.
There was a big kill fee for them.
And then I just heard, you know, in a news story.
that Uber might be not moving into their amazing new HQ
or not all of their HQ at the Staples Center.
What do you think happens to San Francisco?
You spent a lot of time here.
You were here during the booms
and such a wonderful city and so many great memories.
But let's face it, you know, the Tim Ferriss's and, you know,
Chris Sockas and, you know, whatever era that we were all involved in the Bay area
is kind of over, is it not?
And what do you think happens to this?
you know, once central part of the industry.
That's a good question.
I would argue that even prior to all of this,
there was almost like a jet set version of where people were congregating.
So maybe it was at one of your events and then it was at the slush conference or web summit or, you know,
there'd be kind of TED, you know, there was kind of like a circuit, which was actually quite global
where regardless of where you were, you could connect with people.
And that's honestly what I did because I moved.
back to Houston in 2011, most people didn't even realize because they'd see me at all this stuff.
Yeah.
Or I could sort of strategically pick the lobby conference or whatever it was to be at to make those
connections with folks without having to spend every day of my life in San Francisco, which
wasn't the place that for my family and other reasons was the best place for me, me to be.
Now, that said, I love the Bay Area.
I think it's one of the prettiest places on Earth.
I think that, like, as the prices come down, it's actually a great place to be.
And there is something to the density of just people passionate about the things that you and I are passionate about building companies, et cetera.
So I'm honestly, I feel like the market forces of like, you know, the vast shift of, say, offices or headquarters or things out of the Bay Area will lower the prices.
It's kind of what's happening in Manhattan already enough that people will start to.
move back in and it'll get interesting again.
Hopefully, like, that also brings in non, you know, more artists back in and more teachers back
in and more like all the other things that- Well, creative restaurants, right?
Like 20 years ago, if you wanted to start a restaurant in San Francisco, you could go down to
the mission or Pretrero or just somewhere off the beaten path and open a little restaurant
or some experimental space in Manhattan.
You used to be able to go to the Lower East Side and open some creative art space or do a gallery.
and then that all ended because the real estate just got too expensive.
And then this boom, bus cycle could be great.
I mean, whatever that Pinterest headquarters were, that's going to have to be,
all these headquarters are going to be redeployed, I believe, into housing.
And then people will start getting cheaper, right?
I mean, what other choice they have?
I mean, that could take a long time, but how cool is it to imagine, you know,
Salesforce Tower instead of being 100% office space if it was like, you know, 20% office space.
And then like 80% the most amazing view.
apartments and things you can imagine.
My understanding is repurposing and rezoning and all that is going to take longer.
But, you know, there are hundreds and hundreds of square, thousands of square feet, probably
millions of square feet just in San Francisco alone that could be repurposed.
And that to me is kind of neat.
This really cool website, socket site.com, which I obsess over because I love real estate.
That's a San Francisco real estate site where all the brokers talk in the comments and they just,
they're super unfiltered.
but they did an infographic
and it was like nine
eight or nine
Salesforce towers
equivalent of open office space right now
in the Bay Area.
It is crashing in terms of expense
and then nobody's going to be moving back
into those.
So one of the great things about New York
when I lived there in the 90s
was we had all this crazy office space available.
You know what people did?
They built lofts.
I lived in a loft where I hired a crew
from, I think the statute of limitations is over,
so I started a crew in the 90s.
I literally, the landlord of this commercial building said,
yeah, just go down to Home Depot and Red Hook,
and there'll be some guys in the parking line,
just tell me you want to build a bathroom.
So I go there, there's a bunch of, let's face it,
illegal immigrants, and I said, I want to build a bathroom.
They're like, great, and they went into the store with me.
They told me what they needed.
I put it into a bunch of things.
They had a van.
We got into their van, drove back to my apartment, my loft space.
They built me a bathroom in a weekend.
And I just gave him $5,000 in cash.
Boom, done.
And this is an area where I'd love to see a loosening.
You know, what's the way to do that was still having the protections and making sure that like, you have fledger downs and papers and stuff like that?
Yeah, like a variance or something.
A variance.
And, again, my hope is that, you know, the market forces eventually will just,
drive some of this.
Yeah.
When you,
in that way,
then the Bay Area
becomes a stop
on the world tour
of events,
right?
So the Bay Area
doesn't have to go anywhere,
but certainly people are
considering other options.
I'm considering other options.
Sure,
why not?
Maybe awesome.
There's a generation of
internet giants
that I don't think is going
anywhere, including Google,
Facebook, Apple.
So,
as long as we're all pilgrimage
to visit them
and are built on
their platforms.
Exactly.
How do you keep
people who are not
in the office
in this situation, how do you think you keep people from not becoming second-class citizens
if they're not near the locus of power? So if the CEO and the management team are in the
Facebook office and you want to move up in the company and you're not, kind of think there's this
issue that I've been thinking about, which is the two-class system. At a place like automatic,
everybody's basically remote, you're remote, everybody's remote. So everybody's on par. Same
with 37 signals and vision, whoever does this fully remote. But when you're half,
remote or your hybrid, how do you deal with that, that like out of sight, out of mind
issue?
Hybrid's harder than either stream.
So if you think of like all in person over here, hybrid in the middle and all remote here,
the hybrid is the hardest one to do right.
Yeah.
How you have to counteract for that natural affinity that comes with the co-location is
documentation and transparency.
So even if you're going to be in person, how do you make it so that others can
participate and be privy to the information decisions that are happening.
And the number one place that, like, I think our innovation here or the thing that's allowed
us to scale and work as well as we had is actually an internal blogging system called P2,
which actually you can sign up for now.
I've actually curious if you ever try it for one of your companies.
I should.
I'd love to get your product feedback on it.
It's essentially a private blog internal that's threaded, fast, easy to use.
But effectively what P2 is for us, think of it like an organizational blockchain, like a ledger of every decision we've ever made for the past 14 years.
And it allows the institutional, you know, normally especially when you're hyper-scaling, like we're hiring 400 people this year.
You lose so much institutional knowledge and you end up with like almost like a ground heart day.
Someone experience like yourself probably is driven crazy by this.
what every previous decision and discussion is essentially documented,
it becomes so powerful for new folks.
I feel like the organization accelerates as it gets bigger
versus slowing down as it gets bigger.
Because you tap into the same modalities and forms of interaction
that make a Wikipedia better than Encyclopedia Britannica.
So when you think about how to adopt these things internally to your company,
I think that is the most potential to unlock, you know,
The wisdom, the institutional knowledge, everything that normally has lost when company's scale.
Wow, this is very cool.
I'm just, I've made it my own P2 instance.
So basically, everybody, it's just a reverse chronological blog of every decision.
It's comments on the homepage.
It's real time.
So when something new comes in, it shows up immediately.
I'm going to try it.
This is really cool.
And it's, you can make a private by default.
We're launching a lot of new stuff in the next.
few weeks too.
Oh, really?
Yeah, I love, I love your feedback on it.
Give me a little tip of a card.
What are you got coming?
You're not public.
Right now, give me a little something.
Give me the zone.
Right now, it's, it's really, so we have over a thousand of these internally, different
P2s.
And right now, the version that you sign up for on the website makes multiple P2s a little
challenging.
So if you're like, as a 20-person team, it doesn't matter.
But if you're bigger than that, the current version is, um, it's a little harder to scale.
So we're going to.
basically taking all the stuff that we've built to make our company really effective
and productizing it for other companies to use.
And right now I'm obsessed with kind of the next generation of automatic.
So how do we go from 1,000 to 10,000 people?
And to me, that is just what I think about a ton.
And when you build the tools there, like WordPress works just as well for the New York Post
as it does for your or my personal blog.
So you can take great things that are both powerful and scalable,
but also intuitive for new users.
And to me, that's like the sweet spot of software,
where you can make it both like infinitely flexible and powerful,
but also like easy to use to start.
Awesome.
As we wrap here, what should young founders,
or I should say new founders, people who are on their first company,
think about in those first year or twos,
the first year or two to really get it right
because now you're in your 17, 18 of Automatic and WordPress.
If you could go back and talk to,
18-year-old Matt Mullenweg and talk about those first two years of building the company and the culture,
what tips would you like to give yourself and other founders when they're getting started,
especially when it comes to fundraising and building that product or service that people can't,
you know, shut up about.
My mind is it's floating because there's so many things that come flooding in when you say that.
Just go in an unordered list.
The importance of hiring but also firing, you know,
almost no one, it's letting go of someone or managing someone out is the most painful then,
even at the scale of our company.
But you almost never think you did it too early.
It's very seldom.
Something that else that came to mind is something I've heard you talk about very eloquently,
which is, you know, making a sustainable business.
So once you start getting that revenue and even on the edge of profitability, time is on your side.
Investors, like everything is on your side.
Your default alive versus default dead, as how Paul Graham might say.
And that point, the sooner you can get there, the more options that you'll have with investors, really everything else.
And I think a lot about, you know, both early in the company, but also today, just the importance of principles.
And to send that, there's some things that I think trends into every single company, like work ethic, integrity, you know.
So it's so important both to represent those yourself as a founder, but also to really not have any tolerance for lapses there elsewhere in the company.
So for early founders, know that you're going to set the bar there.
So if you are not impeccable with your word, if you're not on time for things, that is going to then become the culture.
And everyone's going to come in below that.
So you really have to set a good example there.
Yeah.
Work ethic, super important.
People are afraid to talk about work ethic, huh, now?
Like, if you say you should hustle or work hard.
I mean, if you're going to make it work for a company, you've got to put in 50, 60, 70 hours a week.
You can't be done 10 hours a week, 20 hours a week to build an at-scale company like automatic.
It has to be your obsession, right?
I actually think more of the problem is that at some of these ultra-profitable large tech companies, people just aren't working even 40-hour weeks.
Wow.
really like phoning it in in a lot of ways.
And so I'm just been shocked by that.
So, you know, whether the 40-hour work week is an ideal or just a historical accident,
I feel like it's a good kind of middle point, at least in America,
to talk about sort of a unit of full-time work.
And I do fully believe that someone working well in that time can have a huge impact.
Sure.
I've seen people work 80-hour weeks and not produce much.
And I've seen.
And you know what?
Honestly, if someone works,
than that and does just as much as, you know, an average person working 40 hours a week,
I don't mind.
Like, we don't track hours.
We just track output.
So, but we do try to set the expectation when joining automatic that this is a job with high,
high expectation of output.
But where companies go wrong is I think when they try to micromanage how people do the work.
And we as much as possible try to say like, you do you, you know, do you.
You want to work in the middle of the night.
If you want to work four hours a week, if you want to work work four hours a week, if you want to work
four-day weeks. We actually recently started allowing part-time options where people
could work 80% of that, essentially 8% of the hours for 80% of the pay or 60% for 60%.
Really? So people can say, I want to check off a box and work a four-day work week,
essentially. Yeah. And it's kind of the honor system.
Because we have kind of unlimited vacation as well. So how all these things interact is tricky.
but that's actually something we introduced kind of as COVID thing.
So we found a lot of people wanted to be able to shift up from full-time to not full-time work
because of obligations with their family or children's education or something like that.
But, you know, part of the nice thing about this program we introduced is you can shift back up to 100% whenever you're ready.
So, you know, maybe you move down to 60% for summer and then you go back up to 100% for,
the rest of the year. It's a little expense for the company because benefits are, especially
in the U.S. are still essentially full-time equivalence. So it's not actually like necessarily
a money saver, but I think it's sex expectations on both sides very well. And it also allows
us to plan hiring really well. So if we know that where we thought we had, you know, people
use FTE full-time equivalents, we thought we had 10 full-time equivalence on this team, but we actually
have eight. That's good to know so we can hire additional people onto the team. Fascinating.
Wow, what a great, innovative idea.
All right, Matt, it's been a great 70 minutes.
Thanks for taking the time, continued success.
And everybody check out P2.
Just type P2 into Google.
You'll find it real quick.
Always a pleasure.
And Jason, when this is back to normal, I really would love to hang out.
I know.
I'm so lonely.
We usually run into each other at least once a year.
I know.
To hang out again.
I would love to hang out again.
I'm going to come down to Austin and spend a couple weeks in Austin.
The Austin crew is trying to recruit me.
So I'm getting recruited heavily into Austin.
I don't know if San Francisco might lose me to free agency.
I don't know.
We'll see.
Before you buy a place, definitely go in the summer.
It's brutally hot in the summer.
Yeah.
I guess for someone like you who could also like have part of year in different places, it's not too bad.
But for people making the move full time, I will say that some of these places, including Miami and Texas, both of which I love can have really brutal summers.
Houston is, I heard, insufferable in the summer.
Like you cannot stay.
I don't know if I call it insufferable, but, you know, people underestimate things like mosquitoes and other things.
It's like 90 or 100 degrees, right?
Oh, easily.
Yeah, but you're not outside.
You know, there's so much indoor stuff that you can do any sport indoors.
You can hang out indoors.
It's not unlike Singapore or Dubai or other places that's really hot.
Yeah.
What are you doing in the summer?
You decide to travel in the summer, right?
Just get out of there.
Yeah, I guess previous summers, I do a mix because I have.
have some friends, kind of birthdays and other things that might take me back to Houston during the
summer. But also, yeah, I, you know, before lockdown, I would travel 500,000 miles per year.
Wow.
So I'm always happy to go to, actually summertime is when I would like to go. I enjoyed going
to places that would empty out in the summer. So like Florence in August.
Wow. Everyone leaves. Everything closes down because it's really hot. I don't mind the hot.
So I can kind of like some.
essentially travel arbitrage.
Parts of Japan, people really don't visit then.
So, yeah, that's fun of ways to do it.
That's what I miss is Japan.
Like, I've been sitting here at home, and I wanted to go skiing in Japan.
I wanted to go to the cherry blossoms.
Couldn't do either of those.
And now here we are.
So I think I'm going to go to Japan in the spring.
I don't know.
I can't take it anymore.
I got this pandemic's got to end for me.
I think I've done period.
Thank God for these vaccines.
But, yeah, I cannot wait to see it.
I totally get the lockdown, fatigue.
Like, in the beginning, I was a little judging on that.
And now I'm 100% experiencing it.
It's just, you know, I think what we, I don't know what you take out of the pandemic.
But for me, you know, the end of the day, what I took out of this is I need to see people.
Like, it is a big part of who I am as being amongst humans and I am not built for solitary confinement.
So now I understand why you ever watch these documentaries about solitary confinement and like, I can't take it.
It's torture.
Yeah.
It's literal torture to put people in solitary confinement.
And unless the person is murdering the prison guards or prisoners, which I understand
is a very acute situation where prison guards can't be murdered, like, that's a person
who maybe does need to be in solitary for some period of time until they decide they're going
to stop killing prison guards.
I think putting people in solitary is a level of torture that it will mentally break people.
It's going to mentally break people forever.
I don't think that they get unbroken.
So what are we doing?
Like, we're going to think about this incarceration situation.
I kind of changed my position on that.
I've also changed my position on the death penalty since it's so unfairly executed, you know, upon, like, we're executing people who, it's obvious that this person is getting treated differently because of their socioeconomic status or the color of their skin.
In either case, not fair, right?
Like, rich people get, don't get put to death and poor people, which white people don't,
I put to death and poor black people do.
Period.
Understory.
Like, just look at the statistics.
You know, heads up.
Same crime.
Different outcomes.
Yeah.
It's a good place for, we're both very opinionated people.
And it's a good place for, for as friends to hold each other accountable.
Like, if we're not changing our mind on certain things over time, then we're not learning.
And there's definitely a positions I held five or 10 years ago that I would think are just the dumbest thing now.
So it's a good sign that you have changed your mind on some of these things.
And I hope we do that many times in the future.
And we live in an environment where changing your mind is like, we basically kill politicians
if they change their mind.
And it's like new evidence, change your mind.
Like, I have new evidence.
I looked at my own personal experience, not traveling or not being able to see people.
And it made me mental.
Okay.
Like, first-hand experience.
Like, I'm allowed to change my mind about solitary confinement now.
All right, brother.
I cannot wait to see you in person.
Let's go.
Let's go.
Let's get Tony Conrad, Kevin Rose.
and let's go.
Maybe I can sneak into one of these cool kids Japan trips.
Have you gone on these cool kid Japan trips with Tony and Kevin Rose?
I went to Japan, but actually going with Kevin and Tony would be on my bucket list as well.
You haven't done it, right?
No.
Let's do it.
Here's what we do.
You and I go and then we invite them.
I've seen Tony.
I've seen Tony Conrad there, but I don't think I've seen Kevin there.
Screw it.
You and I will go.
We'll go with besties and then we invite them.
And we see if we get our bestie, we'll do a besties crossover.
I'll get Sats or Tramoth or Freiburg to come.
You get one or two of your true ventures, Kiretsu, and we'll have like a crossover.
I think what's tough is in Japan or particularly, like it's hard.
Some of the best places only have four or five seats.
So it makes it tricky for group trips.
Oh, right.
Yeah, you'd have to do...
Versus Italy or really any place else in the world.
Right.
So what we'd have to do is you'd be like, okay, tonight we're going to program sushi over here and temporal over here,
but we're going to meet for Karaoke over here.
Yeah, that's smart.
See, you're a planner.
You already figured out of going to lose.
I got it.
And then you just randomly draw people's names from a list.
But I have the great tip for you.
I stayed at this hotel.
Have you ever stayed at Amon Hotel, A.M.A.N.
Yeah.
And the one in Tokyo is pretty incredible.
You've been to it.
Okay, you're the first guest who's been to it.
It is unbelievable.
That, to me, was the best hotel I've ever stayed in my life.
Like, just gorgeous.
Did you go to the pool at the Amman Hotel,
Tokyo? Yeah. The pool was unbelievable. It's like on the 40th floor, there's a pool with 30-foot
high windows looking out in the world. And you're just like, is this like some science
fiction blade runner future that America's not aware of, but you can put a pool on the 40th floor
of a building with a view of the entire city? Where that's my other head trip about Japan,
is all the great restaurants are on the top floor. And in America, we're like, oh, the top floor,
sell that to a rich Russian person or Chinese person who's never going to go there.
And we'll just have the top floor be empty.
And then everybody else is like, no, the top floor should have eight restaurants and you
should get off at a rotunda and you walk around and pick one of the eight restaurants
with the incredible views.
It's like, oh, so everybody gets to enjoy it.
In the U.S., usually the view is inversely correlated with the quality of the food.
Correct.
You know, the tourist places.
In Japan, they seem to just do some really good stuff everywhere.
but yeah have you been to the Amman in Utah Amangani?
I haven't been to Aramangiri.
Amangiri I haven't been to.
That's the one I hear is the best one in the world.
They're open.
So if you're looking for like a little...
Oh, really?
That makes sense.
Yeah, maybe I need to make a little trip.
All right, I got to bounce.
I got to another podcast.
Matt, I can talk to you for hours.
We miss each other.
This has been great.
I hope for those of you who listened in, this was great as well.
But this is basically an excuse for Matt and I to get together.
If people want you to invest in their company, you invest.
and so figure it out.
You have a category you love right now?
Oh, anything related to open source.
Okay, there you go, folks.
For any company in the open source space.
I have to talk to you about this because, you know,
there's a big movement right now with this audio,
casual audio, like Clubhouse and Twitter spaces,
and there's three open source projects,
and I'm meeting with all three.
So after I meet with them, I'll give you my feedback,
and maybe you and I can do a little tag team
and maybe we can figure out
which one of those open source project is best to back, right?
Because there needs to be many options here.
The company's where we overlap are really good ones,
so we should probably try to do that more.
I know chartbeat we're in together.
Calm.com did well for you, huh?
Calm.
Is that your biggest win?
We'll see.
I think their story is not yet finished, obviously.
Incredible company.
All right, brother.
We'll talk soon.
Cheers.
