Imploding Fast (w/Kate Clark)
Newcomer PodApril 12, 202200:53:4349.18 MB

Imploding Fast (w/Kate Clark)

Of all the sectors, I would never have guessed that one-click checkout companies would be the nexus of startup world drama. And yet that is where we find ourselves.

The industry leader Bolt was co-founded by a man who seems desperate to win some sort of commendation for his conspiratorial tweetstorms.

Meanwhile, rival Fast flamed out hot and, well, fast. The startup, which raised money from Index Ventures and Stripe, generated just $600,000 in revenue from its checkout service last year. The company was burning through as much as $10 million a month.

Those figures come from the reporting of Kate Clark and her colleague Malique Morris at The Information. The duo have chronicled the fall of Fast, which had raised more than $100 million in funding.

Tom Dotan, Katie Benner, and I spoke with Clark about Fast’s implosion. We also talked about Tiger Global renegotiating deal terms and Peter Thiel’s strange speech at Bitcoin 2022.

Give it a listen.



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00:00:06
Welcome back on Sally. Hey, welcome to dead cat.

00:00:15
Hisses are newcomer. We've got Tom and Katie here and

00:00:19
we have Kate Clark. Startup reporter VC reporter

00:00:23
from the information who's been writing tirelessly about one,

00:00:28
Klick payment disaster. World with fast imploding and

00:00:32
the bolt CEO being a lunatic or export CEO.

00:00:36
Anyway, so we should have a fun. Startup World conversation.

00:00:41
Katie has undiagnosed covid at the moment and Kate has lost her

00:00:47
voice. So we've got a bunch of sick of

00:00:49
straddling this so sickos. This yeah, cait was probably

00:00:54
screaming at PR people all of yesterday.

00:00:57
Well, thanks for having me, despite despite my Lost voice.

00:01:00
Yeah, of course. I mean we feel like this story

00:01:03
is taken and it's been mostly you and your colleagues

00:01:06
reporting, you know, as taken Silicon Valley by storm

00:01:09
partially because it's one of the first real I think startup

00:01:13
implosions when, when everybody sort of thinks they're coming or

00:01:17
I don't know, like, I just want you to sort of lay out this

00:01:20
story a little bit because a lots happened.

00:01:22
Like where does it begin to you like when did we all start

00:01:26
caring about one-click, checkout companies went Did they really

00:01:31
get on your radar as like startups that mattered in like

00:01:34
the Zeitgeist of Silicon Valley? Yeah, I mean it's a good

00:01:36
question. I think they really started to

00:01:39
matter when all of this VC funding flew into them.

00:01:42
Like these companies were raising, you know, over a

00:01:44
hundred million dollars and in fasts case it really, really got

00:01:49
my attention when stripe invested which, you know, is now

00:01:51
been a couple of years ago. And then not only the stripe

00:01:55
invest, but this company, you know, free product launch really

00:01:58
early stage was Out in the market looking for a

00:02:01
billion-dollar valuation, you know, as long ago as like late

00:02:05
2020. So when you start seeing that

00:02:07
and you know, at the same time you're seeing them, sort of

00:02:09
pedal, these $1 hoodies on Twitter that didn't make a lot

00:02:14
of sense for a fin tech company. So, I think those early signs

00:02:16
really got people paying attention and then you had the

00:02:19
competition with bolt and you had this really bombastic public

00:02:23
figure CEO you know in Brian. Breslow sealed bolt and I think

00:02:28
he really he really Got people's attention to.

00:02:31
So then you have this war, these two companies, so Amazon lost

00:02:34
its patent in 2017 and then I think it in a couple, in the, a

00:02:38
couple years later, you really start to see two companies rise

00:02:42
with the help of hundreds of millions in VC funding together

00:02:46
and that's fast and bolt. Yeah.

00:02:49
Both companies had CEOs who were all over Twitter all over the

00:02:52
tech press like really Making a Splash and really really trying

00:02:56
to capture and bring a lot of attention to what they were

00:02:58
building, which was when I got software so fast in particular,

00:03:02
you know, really gets on my radar when stripe invests and

00:03:06
then invest again that the series B and puts a hundred

00:03:10
million dollars. You know, with the help of leaf

00:03:12
Exel. There's a former tiger Global

00:03:14
partner. His forearm addition puts total

00:03:16
of a hundred million dollars in this company and then again,

00:03:19
pre-launch nothing to show for it self.

00:03:21
So, of course, we're all watching.

00:03:22
Paying attention wondering what's going on this company?

00:03:25
Luncheon, even realize, yes, and they had a lot of delays and

00:03:29
it's a After bolt, right? Bolt is a little bit ahead of

00:03:33
fast. Yeah, so Ben and bolts run by

00:03:35
this guy, Ryan Breslow, or at least he he co-found sir the

00:03:39
dead and he's the CEO for a long time until this year, which is a

00:03:42
whole other story. Doesn't probably talked about

00:03:44
yes, a bowl. Get started many years before

00:03:47
actually, I think Bowl was founded in 2014, you know, it

00:03:49
took a long time to build the technology took a long time

00:03:51
before launch. So already had it, had a head

00:03:54
start, also had a different strategy, they were targeting

00:03:56
larger businesses which, you know, larger businesses Equals

00:04:00
more transaction. Volume equals more Revenue.

00:04:03
Fast was targeting smaller businesses and you need a lot

00:04:05
more customers in order to make any Dent there and that ends up

00:04:08
being a big problem for them. And so, then to skip it, skip

00:04:11
ahead a little bit. I mean Ryan Breslow is basically

00:04:13
the guy who does the Tweet storm right before leaving the CEO job

00:04:17
at bolt where he says you know there's this Grand conspiracy

00:04:20
where YC and stripe or basically running Silicon Valley and it's

00:04:24
made it hard for him to fun with the Irish mafia, right?

00:04:27
Exactly. So you know that, Now it's The

00:04:30
Road to Perdition drama. And honestly it made me think

00:04:34
sort of not following these companies closely like, oh, fast

00:04:38
the Rival must be doing super well because this tweet storm

00:04:41
seems really like defensive. It's like, oh, you know, we've

00:04:45
had such a hard time because all the stars have aligned with our

00:04:48
rival fast. Yeah.

00:04:50
And then all of a sudden so then then what happens with fast

00:04:54
like. So all of a sudden I had heard

00:04:55
of fast because you know the co-founder is what Allison.

00:04:59
Our Allen Bar Allen. Yeah, who is XU Burr?

00:05:02
And was sort of Buzzy Twitter presence.

00:05:05
So I knew I was more aware of her then Dom.

00:05:09
But so yeah, we're pick us up from.

00:05:11
We've got the Tweet storm and then where's the, what's the

00:05:14
first sign of something going on at fast?

00:05:16
Yeah. So what would was tweet?

00:05:18
Starting January January, February, let's say, okay, so a

00:05:21
few months ago, I remember reading that tweet storm and

00:05:24
thinking what is, you know, what is Dom?

00:05:26
The CEO fast going to say, you know, he had been, he'd gone

00:05:29
quite quiet on Twitter, I noticed then and again this is

00:05:32
someone who was very loud on Twitter for several years and he

00:05:35
made some statement on Twitter like supporting Ryan Breslow,

00:05:39
which I thought was interesting. But at the time, you know, I was

00:05:43
not aware of any issues at fast. I like I didn't think that they

00:05:46
were booming necessarily, but I wasn't aware of what was to

00:05:49
come. What's really unique to me about

00:05:52
this about fast. And what's really crazy is how

00:05:54
fast how fast it all happened, like the collapse.

00:05:58
I don't think I've ever seen. Suppling have a collapse so

00:06:02
accelerated. So you know, we first heard of

00:06:06
issues there. I want to say less than three

00:06:08
weeks ago. Yeah, maybe about three weeks

00:06:11
ago and, you know, the companies already shut down.

00:06:15
So, and that is because I mean at the end of the day, it's

00:06:18
because they expected. They could raise more money and

00:06:20
it was saying, oh good, Venture capitalists are not as readily

00:06:23
investing in companies right now as you know, so they just it

00:06:27
just happened. Like what was interesting about

00:06:29
it to me? Is it it shut the fuck down like

00:06:33
you don't see that that often in Tech, you know, companies will

00:06:35
have soft Landings, they'll manage to place, you know, half

00:06:39
of the P'nay elsewhere. They'll be just some sort of

00:06:41
selling in parts that happens but a full-on like everything

00:06:44
must go. This shit is over with.

00:06:46
Shut it all down. Just doesn't happen that often

00:06:49
and certainly not one that is. When's the last time you saw

00:06:51
that? Was it just Arrow?

00:06:52
I mean this is like eight years ago, seven years ago.

00:06:55
This is like very personal to me because I wrote about one

00:06:58
company. This was like 7 years ago, there

00:07:00
was like a laundry company called washio.

00:07:03
That had some high end VCS in a laundry space.

00:07:06
So, you did a new laundry strike.

00:07:08
I'll never stop. Keep it.

00:07:09
Your laundry stories. I will I will I will take you

00:07:12
seriously. It was like a ten million dollar

00:07:14
round or something. They didn't I say.

00:07:15
Yeah Taro and it's hot. Tom actually just he just needs

00:07:20
a new washer dryer. That's the actual no, actually I

00:07:23
got a new one that's will do a spin-off podcast about my my

00:07:25
back and forth with my home warranty.

00:07:28
But, but yeah, they they shut down like sold the desk sold the

00:07:32
Macbook. So that was one that I remember,

00:07:34
but, you know, not this is more professional than that.

00:07:37
This was 100 million race. This is different.

00:07:39
There have been many like, dis Arrow type startup implosions,

00:07:43
but I don't know how many there have been when they're, you

00:07:46
know, over 500 or roughly 500 employees and I think that's why

00:07:49
it happened so quickly. It's like there were the, the

00:07:53
other option, I guess would have been laying off 400 workers and

00:07:55
trying to keep on 100. But I think, you know, when you

00:07:57
actually have zero dollars and no VC is willing to invest.

00:08:00
Like they just they put themselves up against a wall by

00:08:05
growing so fast in 2021 they hired then went from 92 like

00:08:09
nearly 400 workers in 2021 and they were bragging about the

00:08:12
pace of employee growth as if that was sort of a sign of

00:08:15
underlying success which you all reported and then the revenue

00:08:21
figure is astounding. How did you get the sort of

00:08:24
financials who it was six hundred thousand dollars in

00:08:27
Revenue in a year s offer? Yeah, from their checkout

00:08:30
software. So and I note that because they

00:08:32
also have emerged business. So they sell t-shirts and

00:08:34
hoodies, and they've got they've sold 60 hoodies according to

00:08:38
the website. Oh, my God, it's like Evernote

00:08:40
back for maybe a dollar. Yes.

00:08:42
So there's there's perhaps other Revenue that we didn't account

00:08:44
for. I don't know how much I'm there,

00:08:46
merge business. But yes, I think we were we were

00:08:49
quite shocked by that number as well.

00:08:52
It's so much to ask about with the, I mean, I don't want to

00:08:54
jump too far ahead because the actual details of how Dom ran

00:08:57
the company or hysterical and, you know, to use an overused

00:09:01
term like a cautionary tale with in Tech.

00:09:04
But my takeaway from there being just no outcome for the company,

00:09:08
is that there was Nothing there in the end.

00:09:10
Like there was no Tech of substance to acquire.

00:09:13
I mean, it's a quasi fairness situation where like when you

00:09:16
really get down to like what it invented or what it really

00:09:20
produced over the course of its lifetime.

00:09:22
There's just nothing of value. No one wanted to a choir shit

00:09:25
other than some Engineers. Right there was some problems in

00:09:27
years. Yeah.

00:09:28
And we'll see, I'll, I'm very curious myself, how many of them

00:09:31
like what that deal actually entailed and how many Engineers

00:09:34
firms actually going to take on yeah as in a choir or just

00:09:37
hiring people? Well, it was Some kind of

00:09:39
agreement where they're going to take on.

00:09:41
Like, I don't know the specific. So we basically, we just said,

00:09:44
in our story like a firm agreed to take on, I'm in, probably

00:09:47
like a couple dozen of them. I think they have like a pretty

00:09:50
pretty large engineering team. So, I mean, there's a certain

00:09:53
responsibility when a company dies you're supposed to.

00:09:58
Like, I mean, I think they're even laws about it like you're

00:10:01
supposed to. If you think your company is

00:10:03
about to run out of money, you're supposed to say save

00:10:06
enough to give some sort of reasonable To the people that

00:10:11
work there. Like, did they, they gave like,

00:10:12
two days of severance or what did they do when this whole

00:10:15
thing shuts down to, like, look out for the employees.

00:10:18
Yeah, I don't know what the severance packages were, but

00:10:22
you're right there, I mean, not only is there may be rules or

00:10:24
laws but they also as a CEO he should have been thinking

00:10:28
further ahead and that's why I like the only way I can

00:10:31
understand what happened is by believing that he was 100%

00:10:36
certain that he would be able to get that rescue financing at the

00:10:38
end. I think that he really thought

00:10:40
the VCS like stripe or addition or index Ventures who are all

00:10:45
you know, big investors in this company.

00:10:46
I think he really believes that one of them would would provide

00:10:50
that last-minute round look like what good is being tied in with

00:10:53
the mob. Yeah, exactly.

00:10:58
Like it, right? And what is your thinking on

00:11:00
like why they didn't think we've seen Venture Capital firms

00:11:04
bailout? So many companies.

00:11:06
Yeah, was it simply the insanity of the CEO.

00:11:09
What, why was it? They chose to let this one go

00:11:11
and not just let it go. But like in a really public and

00:11:15
Incredibly dramatic way, right? I mean, because it's, it hurts

00:11:18
their reputations, right? Like, I mean, particularly

00:11:20
stripe who is like a absolutely balli darling, that's kind of

00:11:24
developed this big reputation as an investor to But I mean, I

00:11:27
think the real reason is likely because of how large the company

00:11:30
was and how much money it would have required.

00:11:32
Because it's not like one round would have, would have been the

00:11:36
Silver Bullet. It's going to need to continued

00:11:38
investment and how, I mean, how much hundreds of millions like

00:11:41
like to support a 500-person company that is made six hundred

00:11:46
thousand dollars in Revenue like yeah, ten million dollars a

00:11:49
month and burn so just, you know, you can do that math.

00:11:52
So I think that's the answer. I think another, you know, I

00:11:54
mean, I don't want to Be late too much, but I think that

00:11:58
there's perhaps I think some of these investors might have

00:12:01
realized what they had on our hands with dom and Lady realized

00:12:05
that what he had promised. You know, he was not delivering

00:12:07
on his promises. So I think there was some of

00:12:09
that as well. And maybe just the markets

00:12:12
themselves, sort of everyone seems like they're taking a step

00:12:15
back, a little bit to assess. Absolutely bad timing for them

00:12:18
with that, right? This was 20 21.

00:12:20
Yeah, I gotta say can like, can Massa no longer be tricked into

00:12:24
taking these shitty companies, what happened?

00:12:26
Wow. He wasn't crazy enough, soft

00:12:28
pink ball pulled back? Yeah, iger's kind of pulled back

00:12:32
and if it was a different, I mean, yes that's what's also

00:12:35
really interesting about this as it really tells a story of the

00:12:38
moment and I think we're going to see we're definitely going to

00:12:42
see more of this. This is certainly an outlier for

00:12:45
certain reasons like the behavior of the CEO.

00:12:47
He already had a spotty past Etc, but I think we'll see many

00:12:51
more startup implosions because they're just not gonna be able

00:12:54
to raise the money. They need to keep Going, can we

00:12:57
dig into that for a second here? I'm and I want to definitely go

00:13:00
into the larger implications and what, you know, what it all

00:13:03
means going forward. But he's I mean, there's so much

00:13:05
funny stuff in your story on the way he ran the company and like

00:13:09
the big kind of company-wide meetings.

00:13:12
I'm still watching the we work show.

00:13:14
So I just saw the episode where they have like the, we work, you

00:13:16
know, cult Camp. You know, we were chanting.

00:13:20
So what like give us some anecdotes from, how how Dom was

00:13:26
Hanging out in Florida with jet skis.

00:13:28
Oh yeah. So that I actually, I highly

00:13:31
recommend anyone listening. You can go on Facebook and

00:13:33
search this and you can watch the video and it is surreal.

00:13:37
So, Dom last year decided to open an East Coast Hub or east

00:13:40
coast headquarters in Tampa Florida where he had moved.

00:13:42
So yeah I bought a house there and you had a yes, Tampa

00:13:46
Florida. So I'm not even my Tampa

00:13:49
strawberry Choice. He bought a very nice home in

00:13:53
Tampa open up, open up a headquarters.

00:13:55
Anyhow Hosted this big really lavish exciting event to

00:14:00
announce this. He has the mayor of Tampa there

00:14:02
with him. He has several local sports

00:14:04
stars who I can't name, you know, sports teams that are

00:14:07
based there. And then he makes a grand

00:14:10
entrance in a NASCAR with a, a NASCAR race driver in the driver

00:14:15
seat, and they do a bunch of doughnuts spinning around in the

00:14:19
vehicle. And then, in a revving, the

00:14:21
engine like crazy. And then they'll and you right

00:14:24
next to kind of where the mayor's speak again.

00:14:26
Dom gets out. He has somebody in the audience,

00:14:28
put his jacket on him, kind of like you know like a celebrity

00:14:32
Pink Blazer walks up on stage and then just gives this speech

00:14:35
about how, you know, how the phenomenal growth that they've

00:14:39
had what's ahead for them, how they, you know, Tampa's the next

00:14:42
big Hub. And they, you know, he's got all

00:14:44
these local supporters because of course, the mayor was there,

00:14:47
right? Yeah.

00:14:48
Yeah. Yeah.

00:14:48
Mary Jane Kelly, Eric everyone who buys a house in Tampa gets

00:14:52
this treatment. So just know that if you buy a

00:14:54
house in Tampa, Summer in Kansas is one of the things that happen

00:14:58
nice city. You know?

00:14:59
It is. It's a real, it's a big.

00:15:01
I think it's a biggest, major blow down there in Florida.

00:15:04
It is. Yeah, I think Florida mayor is

00:15:07
one of those jobs that like, at some point in your career, you

00:15:09
may not you may not put on your LinkedIn like Florida town,

00:15:13
mayor is a chance. You're just like yeah, that did

00:15:16
that did happen but let's not go after the events you went to

00:15:19
were with some sort of like huckster Florida man type you

00:15:22
know you look the yeah I'm like yeah look at some point.

00:15:25
Mary. You converted your entire income

00:15:28
into Shiba Inu. You realize that this was all a

00:15:32
huge mistake and your third wife is leaving you.

00:15:34
And yeah, you didn't realize you gave Dom from Fast, a pink

00:15:38
jacket like it's all a blur anyway.

00:15:41
Well yeah that was going down. He's got all their support

00:15:43
because this is like a, what there may be a third tier Tech

00:15:46
Hub, whatever you want to call it.

00:15:47
That's trying to invite more Tech workers.

00:15:51
So there are so excited that you know, they say this is one of

00:15:54
the fastest growing companies in Silicon Valley.

00:15:56
Lee which, you know, he just told them and they repeated and

00:16:00
it's exciting to watch. I mean it to see what else we

00:16:10
can get you a video with a bearer of the mayor of

00:16:13
Pensacola. Yeah, so anyways, it's eight

00:16:17
months later there are sent down so it's quite a sight to see.

00:16:19
Any didn't hire anyone in Tampa, right?

00:16:22
Nobody. Yeah, that one colleague.

00:16:24
Who moved out there with him. An engineering manager.

00:16:28
Yeah, but that it was. Yeah.

00:16:30
I mean, he was again, false promises.

00:16:33
I don't know what his intentions are.

00:16:35
This guy is not, he'd like changed his name because his

00:16:38
past was good. That's you right?

00:16:40
He used to be got he used to go by Dominic, he changed it to

00:16:43
Dom. Long story short, he had a

00:16:45
towing tow truck startup in Australia that not only like was

00:16:49
liquidated but there was like some really bad things that

00:16:52
happened to some of the like it just kind of screwed over all

00:16:54
the employees and you can read about that.

00:16:56
I think NPR has done some good reporting on that.

00:16:59
And I mean I personally think that some of the early investors

00:17:02
did not know about that and that is completely on them.

00:17:05
It just takes a Google search but I think we were it's not

00:17:08
like he changed his name from Dominic to Richard.

00:17:10
He changes him. Nominated are incredibly easy to

00:17:13
find and I think it just really telling of the moment you know

00:17:15
that was 2019 when he raised all that early funding and certainly

00:17:19
that was at 2021 but honestly 2019 was pretty like euphoric

00:17:23
and Venture Capital to it was just before the pain that Boom.

00:17:27
So it was during a period that lasted years where diligence was

00:17:31
sometimes don't exist. I mean, I literally just just a

00:17:34
pause there, like there was the 2012.

00:17:36
Boom, the 2014, Boom, the 26 teams of the Trump, Boom, the

00:17:40
recession. Boom, the penalty was abuzz the

00:17:42
valley. Not booming.

00:17:43
They will Bloom for anything bill, right?

00:17:45
Boom. Is not even Sims.

00:17:46
I don't know. It's sort of no.

00:17:50
But sometimes, there are like three weeks for three-week-long

00:17:52
drawbacks and, you know, the batten down the hatches winter.

00:17:55
Winter comes. Yeah, like winter comes for a

00:17:59
long weekend this, I just think that's not what you know, but

00:18:04
that's just crazy to me. That it would have been easy to

00:18:06
find out more about his past. Yeah, I mean, literally you

00:18:09
probably when you Google like Dominic or Dom they're just, you

00:18:12
know, Google's like did you mean Dominic?

00:18:15
I mean y'all Hammers and index. I mean, he's sort of the lead

00:18:19
early investor here, right? Or I feel like he's big in Robin

00:18:24
Hood, which is his own company that people have liked.

00:18:26
Big big moral like objections to.

00:18:28
I don't know, like, what's your sense of his role here?

00:18:32
Yeah. So he's the First Institutional

00:18:33
Investor. So he plays a huge role in

00:18:36
providing credibility to this early stage company.

00:18:39
He is at the time already big and Robin Hood transferwise and

00:18:43
add Yen, which are three of, you know, the largest fintech

00:18:45
companies. So he is kind of the consumer

00:18:48
fintech investor. Like, there's no denying that

00:18:50
again, that he provided that credibility, I don't know what

00:18:53
he knew. I mean, you can I cited some of

00:18:55
the blog? That he wrote about fast and

00:18:57
2020, he really believed in Dom and he thought that Dom was an

00:19:01
incredible leader and said many nice things about him.

00:19:06
You know, he wouldn't, they would not comment for the

00:19:08
article. So I couldn't really find out

00:19:11
more about what actually happened in more recent times.

00:19:14
I mean, one broader, one Trend in Silicon Valley that I'm sure

00:19:17
you've seen, is just like these boards are becoming more and

00:19:20
more like founder inventions, they like bring on whoever they

00:19:26
And so that they don't get bothered by like their investors

00:19:29
and I went in the Wayback machine and it's like in January

00:19:32
2021, they say their board is Dom, lucky groom and Brian sugar

00:19:39
from group 9. Like what, what is that for?

00:19:44
Like I mean I think of you know, lucky as you know, he was at

00:19:47
stripe, he deployed a lot of capital.

00:19:50
Like what what's the, what's the deal there?

00:19:54
And then I guess like towards the end, And I forget you

00:19:57
probably know the board at the end better than I do.

00:20:00
Yeah. Yeah.

00:20:01
I think it's it's a small board. I think it's maybe someone an

00:20:08
executive might, right? Yeah, Brian Dom.

00:20:11
And and Ian. Yeah.

00:20:12
So it's interesting. Lucky lucky groom was a surly

00:20:15
stripe employee as we know now is like a big-time solo VC.

00:20:20
He is not investor in fast but he has a close relationship with

00:20:23
stripe and was sort of like there he represented straight.

00:20:26
The board basically, like he is kind of like a call a favor.

00:20:30
He knew stripe. Well, I thought he'd be good.

00:20:32
So he's on the board for a bit. I don't know much about Brian

00:20:35
sugar. I know I know.

00:20:36
Brian quit. Yeah, welcome down.

00:20:38
Would ya? I mean, Brian.

00:20:39
Brian is the president of group 9.

00:20:41
I imagine he may be on his way out.

00:20:43
Post the merger with Vox and then he has a side Venture fund

00:20:48
that I think he invested his personal capital.

00:20:51
I think called like sugar fund or something and they're an

00:20:53
investor in fast. Yeah, and they do a lot.

00:20:56
He's done a lot of e-commerce like oh yeah, see stuff.

00:20:59
Yeah he does a lot of data, see stuff, he knows e-commerce but

00:21:01
not necessarily the fan Tech side.

00:21:03
Apparently I don't know, I don't want to speak for Brian.

00:21:07
We should ask him to come on some time because he's a chatty

00:21:09
guy but you know, he's plugged into that space but seems like

00:21:13
something something. There's it seems like there's a

00:21:16
bit of a gap between that expertise.

00:21:18
And what would have been good oversight for this company?

00:21:22
Would be my assumption that I was, you know, in the reporting

00:21:24
process, we were told Some former employees that Brian was

00:21:28
often cited kind of like in sales pitches as like in a lucky

00:21:32
investor and some of the sales people were like why are we even

00:21:34
talking about this guy like this is it going to be relevant to

00:21:36
any of these customers so there was a lot of confusion about

00:21:39
like your dry why they promoted certain investors in the in the

00:21:43
pitching to two clients. He has a great Instagram, I

00:21:47
follow him there because it's all solid stories, a lot of home

00:21:50
cooking, you're all over the startup World stuff.

00:21:53
What's your view on like, I don't know.

00:21:55
Board composition. Isshin right now sort of

00:21:57
generally because, you know, we saw, you know, the Tigers of the

00:22:00
world basically being like we don't want aboard see we don't

00:22:03
want to meddle, it gave the founders a lot more like control

00:22:07
over who they appointed. I'm sure you've heard the same

00:22:09
things as I have where there there early investors who

00:22:13
bristle you know, the Sequoias the world.

00:22:15
I mean they're obviously all over but when they invest early

00:22:18
it's sort of like oh we have to keep being the responsible

00:22:20
person. Even though these sort of hedge

00:22:22
funds crossovers come in, I don't know.

00:22:25
What do you think? There's Have any optimism that

00:22:27
there's a move back to like, okay, investors need to take a

00:22:31
board so you can have some, like, culpability for their the

00:22:33
companies they invest in. I mean, I think, I think it'll

00:22:37
be interesting to have this conversation and like six to

00:22:39
nine months when there's been more of a Fallout because right

00:22:41
now, a lot of, the more traditional Silicon Valley

00:22:44
investors who do take board seats are really trying to

00:22:47
convince me of like how messed up.

00:22:49
It is the strategy, the tiger took, which is, you know, not

00:22:52
not to take board seats and to be passive investor.

00:22:54
Because now a lot of those companies, Knees are struggling

00:22:57
more and they don't have like the expertise.

00:22:59
And this is this is only if you believe that some of these

00:23:01
people are actually helpful on the board.

00:23:03
If you believe that then some of these companies feel a little

00:23:07
bit abandoned because they don't have that support and more

00:23:09
difficult times. So I mean, I think it will be

00:23:12
interesting to see like if a lot of tiger Global backed companies

00:23:16
which and negatively, a lot of them are going to fail because

00:23:18
there's hundreds and hundreds of them if they if they do feel

00:23:21
abandoned and there's a more of a public dialogue about that, I

00:23:24
do think that we will see a shift But it kind of depends on.

00:23:27
Again, it's really about, if you believe that these people are

00:23:29
really helpful members of the board, which you can only find

00:23:34
out and more difficult times. It does seem Reckless to me,

00:23:37
just like, you know, like you're saying these companies rate get

00:23:42
customers based on the firms to invest.

00:23:44
It's not like they're Anonymous. It's not like we just have

00:23:47
Anonymous money. It's like we have named money

00:23:50
and so the firm's reputations are being attached to these

00:23:55
companies. And just like, I don't know, I

00:23:57
run a business. I wouldn't want my brand to just

00:23:59
be attached to things. I had no influence over what

00:24:02
what came of it it's like people are ruining your brand and you

00:24:05
don't care like to me like if there's more of a correction

00:24:08
like just there will be business pressure to worry about it

00:24:11
because you're trashing your brand by attaching it to

00:24:15
companies. That's probably why the plug was

00:24:16
pulled at this point rather than you know investors, I mean yeah

00:24:21
like there's a different way of an investor nothing more

00:24:22
embarrassing than a company with six hundred thousand dollars in

00:24:25
Revenue. I mean it's just like that's a

00:24:28
makes you look like an idiot. Yeah.

00:24:29
Right. They should address it.

00:24:30
I think that it's frustrating as a reporter that all of these

00:24:33
investors are being so silent about it.

00:24:35
I think, you know, I mean I know it's we all say this but it's

00:24:38
like the hive table so much and they beg us to write about them

00:24:41
and that it's like the times that there are these these

00:24:44
implosions. I just wish there was more

00:24:45
honest about it. I think like that's frustrating.

00:24:48
Agreed, you know, every startup forwarder would agree with you,

00:24:51
right? Like, we all it's a broken

00:24:53
record, but, but as far as the like the what you're Thing about

00:24:56
the board and the brand, I think, like the hedge fund

00:24:59
crossover funds. I actually don't think that

00:25:00
that's something they're concerned about.

00:25:01
I think that perspective is a very like, Silicon Valley

00:25:04
venture capital firm, Sand, Hill Road, Our Brands, important,

00:25:06
like tigers, as you know, we've all reported as like operating

00:25:09
like a public market investor and just like, treating

00:25:12
everybody like stocks. So different strategy.

00:25:15
What I mean, what's the situation now with with bolt?

00:25:19
Obviously their CEO, got shit-canned is the chair he got

00:25:23
elevated, he ascends he was from Right?

00:25:26
He got a pyramid chairman of the board now.

00:25:29
So he's still revolved. You reach, Enlightenment?

00:25:32
Even rest and top. Yeah, he decided he wanted to

00:25:35
spend more time with his Twitter posts.

00:25:38
That is what a chairman allows you to do.

00:25:40
He's got a lot of side projects. I mean, didn't he say in his

00:25:42
Twitter that initially that he was thinking about building some

00:25:45
kind of Y, combinator competitor, he said something

00:25:47
about like yay. Yeah he's working with the

00:25:50
founder of Mind Med which is so psychedelics companies like love

00:25:54
medicine or what's it called It's called love our love.com,

00:25:58
okay? They've really gotten to the

00:26:00
essence of what what people want, you know, we're selling

00:26:02
blockchain psychedelic or not. It's actually, it's not

00:26:05
psychedelics. It's right, is the intersection

00:26:06
of psychedelics and blockchain. It's yeah, it's it.

00:26:10
Anyways, he's doing that. He's involved.

00:26:13
Decal and bolts doing much better than fast.

00:26:16
We, I think we reported the revenue.

00:26:18
I'm doing much better than fast that's well.

00:26:20
Well, obviously. Yeah, they're still, there still

00:26:22
a business, like, souvenirs also doing better than your right But

00:26:26
they had 40 million. I think 40 million Revenue last

00:26:28
year, so a better business but they do have like a 12 13

00:26:33
billion dollar valuation. So the correction is probably

00:26:36
overdo there. But like I said doing a lot

00:26:38
better than fast. Right.

00:26:40
Okay so so so is there still a belief?

00:26:42
I mean because I imagine what happened with both.

00:26:44
These companies is that there was this thesis on the part of

00:26:48
investors saying, like well the patent is expiring there's going

00:26:51
to be a bun or at least like a couple of winners of people in

00:26:54
like the one-click checkout. Space.

00:26:56
And so that's how you get, you know, quick Investments and high

00:26:59
valuations early on. With these two companies fast is

00:27:02
dead bolt is, you know, I guess doing better, but is there like

00:27:06
still a strong belief among investors that?

00:27:08
There's a real opportunity here or is this just something that

00:27:12
what little business exists is just going to be owned by

00:27:15
whatever Amazon one-click checkout or Apple pay or what I

00:27:18
mean. Like is there anything here?

00:27:20
Or is this just a mistake? I think people are gonna like

00:27:23
put that on ice for a little bit and maybe it keep their

00:27:25
distance. I don't think we're going to see

00:27:27
a lot of funding there. I mean, I think it's also like a

00:27:29
product that I'll other fan text can build, right?

00:27:31
A firm was sort of, didn't you say this in the story sort of

00:27:34
competing with them? I mean, obviously a firm offers

00:27:36
a different product, but I mean, people are building in this type

00:27:40
of I think a bit more complex businesses are incorporating

00:27:43
this into their business. Like, I don't think that we're

00:27:45
going to see a lot of funding and Standalone one-click

00:27:48
checkout companies. Here's my big question.

00:27:51
Do you think if the Tweet storm never gets dropped?

00:27:54
You know, I Ryan told What the three cartoon avatars but I

00:27:58
guess he was like oh I'd been sitting on it for two or three

00:28:01
years, waiting for the right moment.

00:28:02
Like you think of you never drops up fast and still in

00:28:05
business today? Like do you think like that

00:28:08
really drew the attention in or you think this was like this was

00:28:11
coming, whether there was the Absurd, I think this was coming.

00:28:14
I just didn't care about these companies until it was like he

00:28:17
was talking about but you reported them so you know your

00:28:20
own interest in it and I don't if I wasn't doing it I do them

00:28:23
well I think so I guess I'm biased.

00:28:25
It's hard for Like have an objective opinion on that

00:28:27
because I already knew them already knew.

00:28:29
Ryan, are you Dom? But I could know.

00:28:31
I really think it was inevitable.

00:28:32
You just can't you can't burn ten million dollars a month.

00:28:36
What the only thing that could have saved them is, you know,

00:28:40
going back, six months and like us, like not allowing the stock

00:28:44
market to the behavior that as, you know, right?

00:28:46
It's because of the environment change what also, it seems like

00:28:49
the mistake that they made here is that there were only burning

00:28:52
10 million a month, you know. Like that's an unfortunate.

00:28:56
Ozone to be in if you're burning two million.

00:28:58
Oh yeah, you've got some Runway if you're burning 100 million or

00:29:01
like 70 million. Oh, then you've got investors

00:29:03
really feeling that they need to get this thing going because

00:29:06
because you're in the too-big-to-fail zone, but like

00:29:08
10 million is like, you didn't go big enough right?

00:29:10
Actually, it's funny because a lot of people after the article

00:29:13
came out, we're like, well, you know, like that's pretty normal

00:29:15
for a start-up like burning 10 million and like not making any

00:29:18
revenue and like, okay, well, like a semi the list of

00:29:22
examples, I would like to have is like, you know, others that

00:29:26
Okay, but again, yeah, if you run out of the funding, then

00:29:29
you're screwed. So it doesn't really seem like

00:29:30
what was, what was Uber doing, Eric at like, edits craziest and

00:29:34
I mean, who burn like two billion dollars in China and

00:29:37
like a lot of the revenue was like yeah if you want to be

00:29:40
late, so many accounting games. Yeah.

00:29:41
I was going to actually joke on your point about yeah, not

00:29:44
pretty enough money. There is like, well, we're a

00:29:47
company that burns through a lot of money.

00:29:48
So we need to raise a lot of capital, which means you'll be

00:29:51
able to deploy a lot of capital. Take a lot of owners are, you

00:29:53
know, you can sell any of these things is like, Upside in boom

00:29:57
times where it's like, oh yeah, we want to deploy.

00:29:59
And this is a company that really, really has appetite for

00:30:02
Capital, right? I mean if you're good at

00:30:04
fundraising, then you can fund raise a lot of money and that's

00:30:06
the thing. It's like, there are these

00:30:07
people in Silicon Valley who like they've started.

00:30:10
A lot of companies, we know them.

00:30:11
They're really good there. They have a lot of charm, big

00:30:15
personalities, and they're really good at selling a vision

00:30:17
and like all, sometimes, obviously, sometimes terrible at

00:30:20
building, but that ability to fundraise really well can take

00:30:24
you really far. I would not be As if Tom is back

00:30:27
in a year with a new company, raising my, I really won't be

00:30:30
Insider. We ran a story.

00:30:31
I had nothing to do with it, but we ran a story.

00:30:34
Interviewing, some of the angel investors who were like hundred

00:30:36
percent back him again. Do it tomorrow?

00:30:38
Pitch Me Pitch. Me.

00:30:39
Dom pitch, me hard like yeah, I love it.

00:30:43
They love this shit. What, what are some companies

00:30:46
that have burned that much money, or more that did turn

00:30:51
around. And we're successful, like,

00:30:53
obviously Uber, but they had to shut down.

00:30:56
Down some of its money losing. They had to shut down like a lot

00:30:59
of projects. I'm order to like look, here's

00:31:01
this is like Javi. I'm interested, but like, should

00:31:03
be very high. Right, I'm margin, right?

00:31:06
It's like, yeah, it's like, what's a pure software company

00:31:10
that has had that kind of burn rate will palantir burn.

00:31:13
A lot of, I mean, palantir had the whole Consulting thing

00:31:15
forever, where it was like, yeah, that's they were never a

00:31:18
pure software company because their software us too hard to

00:31:21
use needed. Like so many people.

00:31:23
All right at it first to make it go.

00:31:26
So but yeah, it's like so weird. I just like the math is so

00:31:29
bizarre doesn't make anything. But on the angel investment

00:31:32
point, I just wanted to say, I mean, you know, we had Parker

00:31:35
Conrad on is our first guest. He's sort of the case in point

00:31:38
on Fantastical blow-ups, or a strong sign that this is a CEO,

00:31:43
who knows where the action is, you know, knows how to build a

00:31:46
company with Buzz Right Place Wrong.

00:31:49
You know, I mean obviously I mean some people would say what

00:31:53
Parker it is and if it's is worse, I mean I think Parker I

00:31:56
know Parker better. He's such a product Visionary

00:31:59
that it feels like. There's so much substance there

00:32:02
that it was believable. But yeah, I mean there's a

00:32:06
reason to back Founders who have crazy blow-ups, I mean, because

00:32:10
they did some things really well and learned things from the

00:32:13
rest, right? I mean, it's frustrating for

00:32:14
people, especially like female Founders watching someone like

00:32:17
that continue to raise money, but you're right and I do think

00:32:21
that he was a talented brand marketer.

00:32:24
Like, I don't counted. Yes, Don.

00:32:26
Talented fundraiser, maybe, I mean, maybe a good salesman

00:32:29
clearly, not good enough good considering that, you know,

00:32:31
their business. But in a different role could be

00:32:33
successful thing. It's the not good enough that

00:32:36
makes it that clearly was. The flaw here.

00:32:39
It's like he was a good fundraiser, but not a good

00:32:40
enough fundraiser. He was good at promoting himself

00:32:43
and making a big, but he wasn't that big because not that many

00:32:45
people knew who they were. You know, like didn't reach Adam

00:32:49
Newman like levels, you know? He was big in Florida but not in

00:32:51
Miami. It was fucking Tampa, couldn't

00:32:54
cook couldn't reach Adam Newman level.

00:32:56
As though if the market had to change these last few months and

00:32:58
he continued to raise like that's the question because he

00:33:01
did raise 125 million dollars. That's a lot of money.

00:33:03
It makes way more sense. We were I don't think this guy

00:33:06
this guy didn't go big enough. He's not, maybe you're right if

00:33:09
he'd gotten there but he's not, he's not Parker he's not out of

00:33:13
he's not I don't think he's getting the ice Australian but

00:33:16
he's always really it's not there.

00:33:18
He just seems like some of these other people at least they were

00:33:21
like really in it. You know, you want to come off

00:33:23
like you were a lunatic but on a huge impression, To scale battle

00:33:27
commence, the lunacy big enough. You know, this seems sort of.

00:33:31
So what does stripe look like after this.

00:33:33
Obviously, I don't think there's a reckoning that's going to

00:33:35
happen in stripe, put out a report on its super high level

00:33:39
financials and said that in 2021, the total payment value

00:33:44
over his platform was six hundred, forty billion dollars

00:33:47
up, 60 percent year over year by comparison, add Yen, had five

00:33:54
hundred sixty 1 billion, In up 70%, add un's, valuation is

00:33:58
about fifty seven billion and down 25% year over year and

00:34:03
Stripes valuation is 95 billion and flat since basically March

00:34:09
of twenty Twenty-One. This is she'll Mo not an

00:34:13
investor seed investor. I hope I'm saying his name,

00:34:15
right, but credit to him for pulling the information

00:34:18
together, but yeah, so and stripe also said that document

00:34:22
that they didn't think 2022. Be necessarily as good as 2021

00:34:27
be. Some of what they saw was thanks

00:34:30
to the pandemic anyway. So those are just some fast

00:34:32
facts from their report, but yeah, Kate.

00:34:34
I don't know. We have what is to follow up on

00:34:36
times. But, yeah, I mean, Kate, you've

00:34:37
done a really good job for a number of years.

00:34:39
I even back when I was at the information talking about

00:34:42
Stripes VC effort and their kind of path towards disrupting, a

00:34:46
lot of, a lot of early stage investors and their their stripe

00:34:51
is like when it comes to fintech, they're basically like

00:34:53
the NSA, right? They they know everything.

00:34:55
That's going on. Which is another reason why it's

00:34:57
kind of incredible that fast went on as long as it did

00:35:00
because they should have had very good Intel as to whether or

00:35:03
not this was being picked up. But anyway, I mean, like, what

00:35:05
what's, you know, what's your take on them at this point?

00:35:08
Well, on the DC side of things, I don't know, but I think that

00:35:13
they are going to probably slow down a little bit.

00:35:15
Well, for, of course, because of the market, but I also think

00:35:17
like I get this, this probably, this took a huge hit to the

00:35:22
reputation. I think that they're probably

00:35:24
quite embarrassed about it because they're Involved.

00:35:26
I mean every headline it's like I mean from us like Strike Back

00:35:29
fast like they're just they're a huge part of this story and also

00:35:34
the two people who are really leading VC.

00:35:37
There have left they left a year ago hey that was Jordan Angeles

00:35:42
who went to Ribbit and Justin overdorf who went to light speed

00:35:47
right and both now Partners at these firms, Jordan was the one

00:35:50
on this steel was involved guess who was on the deal had been

00:35:53
there in that emanate apartment are Corp tempted, Parchment a

00:35:56
long time, our while longer than Justin.

00:35:59
So they're gone. So Maya, I can't, I don't know

00:36:01
her last name, but she's now kind of filling that role in

00:36:03
Cork Dev. I think she's interim.

00:36:05
They haven't really seem to build up that team.

00:36:07
And I think in their absence, like they're just is in.

00:36:10
It's not as much of a priority, although I do think the

00:36:12
Collison's and will Gabe Rick, who's like their Chief product

00:36:15
officer? Do care a lot about investing in

00:36:17
are very interested in it, so I will be watching, I don't know

00:36:20
how they're going to act, I don't know if they're going to

00:36:22
make a splash or just kind of chill.

00:36:23
I think given everything happening in the market.

00:36:25
They Probably are going to take a step back and maybe they'll

00:36:28
focus more on Acquisitions because things are going to be

00:36:30
real cheap. And we're going to be seeing at.

00:36:32
So it's probably what I would expect for them and what about

00:36:35
stripe the business? Or what's your view?

00:36:38
Yeah that's a big question. I mean like it doesn't seem like

00:36:41
this is going to be the year for them to go public.

00:36:42
I'm curious what you guys think but I still going to do it this

00:36:45
year. It's got to be under the year.

00:36:46
I probably looking more like 2023 to me but like of course,

00:36:49
employees are wanted to go public so bad.

00:36:52
How old is this company now? Like 12 12 years, 13, Ten.

00:36:56
It's like a decade plus and it's time but now they kind of missed

00:37:00
their Winter Camp was founded in 2010 toys.

00:37:03
Answer told ya. I mean do you guys what do you

00:37:05
think about their valuation? Like people ask me all the time

00:37:07
and for the longest time I felt like they were like I was

00:37:10
expecting made raised at you know, a hundred fifty billion,

00:37:12
two hundred billion and they took me there were definitely

00:37:14
private Market transactions in the mid, you know, hundred we

00:37:19
got 1450 range and you know, I had an interview with Chris

00:37:22
sacca who's bought up a lot of stripe and he said that he'd

00:37:26
gotten offers at 200 billion. It's not clear if that actually

00:37:29
transact it or not but, you know, yeah, they got out.

00:37:32
There is definitely a ton of appetite.

00:37:33
Yes. I mean, we don't really know,

00:37:36
you know, the numbers, so it's hard.

00:37:38
The public comps are hard. I mean, I think that's sort of

00:37:40
didn point is just. There are companies that have

00:37:42
gone public, that seem to be trading at worst multiples than

00:37:47
stripe. And the other point this

00:37:49
investor made is that stripe has more than 7 employees,

00:37:53
whereas a d and has like Thousand employees.

00:37:56
So just on a sort of payment volume to employee basis, stripe

00:38:01
is clearly racking up the expenses.

00:38:05
I think that there's a theme here to about over hiring like a

00:38:08
lot of the companies I've been covering that's been a key

00:38:10
issue. And like we saw with hopin that

00:38:12
was like a that was like the company for the last couple of

00:38:14
years and they cut I think 20% of staff and I I've heard like

00:38:19
interest in Reading other reports that there are more

00:38:21
layoffs likely to come. And I just think last year

00:38:23
people made a really big mistake.

00:38:25
And beefing up their staffs just way too much and hearing that.

00:38:28
Maybe that's the case was right. Maybe they need to also take a

00:38:30
haircut to the to that massive number and that's that's huge.

00:38:33
Well did they I mean was part of that with stripe because they

00:38:37
were Staffing up for pandemic. Level transaction, volume

00:38:40
increasing. I think you saw that being a big

00:38:42
driver of head. Count increases for businesses

00:38:45
that had a tail one because like I mean again sorry to bring up

00:38:48
go puff again but like, you know they hired a shitload of people

00:38:52
because ordering to your home was a big deal.

00:38:55
During the pandemic. And you know, they had layoffs

00:38:57
at you guys reported and that is a result of needing to

00:39:01
restructure both because, you know, we're not living in the

00:39:04
same environment. Now, where you need, you know,

00:39:06
the maybe the number of people to do that and there was maybe a

00:39:09
mistaken bet on, you know, the continuation of the business.

00:39:12
Yeah, those are very different types of business.

00:39:15
Yeah. It's really great.

00:39:16
It's not a great comp. Unfortunately, the one I've been

00:39:18
spending time talking to people about right?

00:39:20
But you're right. I see what you mean.

00:39:21
It's like people did make that bet.

00:39:22
But like, in Hopkins case, I don't know if I understand fully

00:39:26
why they thought that the demand for their service would would be

00:39:30
sustainable after people are no longer at home of the growth

00:39:34
metrics are all predicated on pandemic Behavior, continuing

00:39:38
right? As if even after the pandemic,

00:39:41
then you have to sort of commit to that in strategy, even if it

00:39:45
doesn't really make sense and it's a huge issue for cops.

00:39:48
Right. I mean like that really was what

00:39:49
Screwed instacart when they really had their hearts set on

00:39:52
going public. Was that right there, massive.

00:39:55
Honey. And, you know, 2021 was going to

00:39:58
look awful and you're going to go, you know, to Market with an

00:40:01
S one. That was like, yeah.

00:40:03
So we're flat but were, you know, at best but we're going to

00:40:07
command, you know, growth multiple on.

00:40:09
What's basically, you know, a not great Merchant delivery

00:40:12
business and so, yeah, I think for any company that had a huge

00:40:16
tail, when going public at this environment is just such a bad

00:40:19
idea. Macro macro factors,

00:40:21
notwithstanding, you know what, it reminds me also Kate like the

00:40:24
stripe. Raishin and I actually, I defer

00:40:27
to Eric and Katie on this because you guys actually cover

00:40:29
the company, but reminds me of Airbnb near like the final

00:40:32
stages of being a private company where they really wanted

00:40:34
to hold out for as long as they could.

00:40:36
But employees were so antsy, I do think it's similar.

00:40:39
Yeah, I think that's the biggest easy to compare to that moment.

00:40:42
There was like a lot of reporting in the lead-up to are

00:40:45
babies IPO. And I like there hasn't really

00:40:48
been actually that much reporting on how stripe

00:40:50
employees are failing. It's something I've liked on my

00:40:52
to-do list, I haven't gotten to but I know it.

00:40:54
Well, it's always I always I'm sure you feel the same way.

00:40:56
It's like I should write more about stripe but it's like is it

00:41:01
that interesting of a story like everybody else?

00:41:03
Typical cautious. It's harder right?

00:41:07
Right. And they're just, has it been

00:41:09
that narrative that has been that interesting?

00:41:11
I mean, like the colosseum's are just like picture-perfect, like

00:41:13
again like Silicon Valley's darling.

00:41:15
So it's like, I don't know, hasn't been as compelling

00:41:17
diving. I mean, like, the Airbnb

00:41:19
Founders. They seem a little, like,

00:41:20
Precious about their brand. I don't, but they're good at it.

00:41:25
I mean, they're really good guy and he's more reporting, though.

00:41:27
It does. I think like, given the given

00:41:29
its size, I mean, it's 7 people.

00:41:31
It's a hundred billion dollar company.

00:41:32
Definitely is a Silicon Valley story.

00:41:34
It's it just I wish I wish there were people who could smell more

00:41:36
time on it. What has striped done to relieve

00:41:38
some of that pressure because I feel like, you know, palantir

00:41:41
Airbnb. Different companies have done

00:41:44
more or less to give employees secondary.

00:41:47
So yeah, exactly. It's like has stripe done.

00:41:51
Secondary is how they found ways to obtain.

00:41:53
I'm sure that they have. Yeah, I'm sure.

00:41:55
Done many. They've I'm sure they've done

00:41:58
many trenches of secondary sales to they've had to have re like,

00:42:01
I named both die. I think.

00:42:03
Important. All these companies are doing

00:42:04
secondary. Yeah, I mean, it's a big again,

00:42:07
another topic always, worth more reporting.

00:42:10
You know, I using their these firms that pursue secondary

00:42:13
strategies, where they have a big information advantage over

00:42:16
employees. Employees are often the ones

00:42:18
getting the worst deal on these secondary sales.

00:42:22
But then they have the least control over when the company

00:42:24
actually goes public. Alec so they need they need the

00:42:27
money. So I do think.

00:42:29
Yeah, the push back on some of these companies when you forever

00:42:33
to go public, is that they're hurting their own employees.

00:42:37
And I feel like they don't get that much criticism for.

00:42:39
Yeah. But I said go like I've strived

00:42:41
goes now, you know, it's a bad outcome for everyone.

00:42:43
Yeah, that might be an interesting way to look at a

00:42:45
company like stripe because it's not consumer-facing but to look

00:42:47
at it through the employees, this a long time ago, I did a

00:42:50
story on a company that had basically failed and So you

00:42:56
know, looking what happened the employees there was really a

00:42:58
dramatic, but I think I would love to read a story about a

00:43:01
company like stripe where the company is not failing, but the

00:43:04
employees are still not having good outcomes.

00:43:06
Yeah. And like the flip side of it is

00:43:08
also actually just had a story this morning about doordash

00:43:12
which, you know their stock has been pretty bad over the last

00:43:16
six months if they had a pretty good, you know, first half of

00:43:19
2021 and they really they they're down like more than half

00:43:22
from their Peak and they hired a lot during the pandemic and

00:43:25
They're not having to offer, like, refresher Equity, grants

00:43:28
to employees, because so many of them were compensated, you know,

00:43:31
their compensation comes through stock and that stock is now not

00:43:35
valuable as much as it was. And so it, you know, it's a I

00:43:40
almost feel somewhat for the companies here.

00:43:42
That's like, yeah, sure. We can go public, but that's not

00:43:44
going to solve the problems. I mean, give some liquidity to

00:43:46
early shareholders so you'll get returns there.

00:43:48
But if you staffed up a ton during, you know like stripe

00:43:51
maybe did. And if they were to go public

00:43:53
and their valuation is down, you could suddenly Have you?

00:43:56
No, not particularly valuable, you know, Equity.

00:43:59
So craziest thing about startup employees, is also always been

00:44:03
that there's a set that seems to pick companies based on High

00:44:06
valuations when they should pick them based on low valuable.

00:44:09
They don't, well, they don't know.

00:44:11
And that's like the big issues. Like, nobody knows how Equity

00:44:14
works, really, and companies do such a terrible job of educating

00:44:18
employees about exercising and options and what Equity is and,

00:44:21
like, valuations and it's frustrating.

00:44:24
I think like, for those As employees and like their taxes

00:44:27
and all these things that like these companies often times even

00:44:30
like the executives are for a start-up, like a sort of

00:44:33
executive might not even be that educated on and then gets a big

00:44:35
problem that I'm surprised hasn't that's what like Carta is

00:44:38
doing it. Like they're trying to like sell

00:44:41
that education to these companies.

00:44:43
So I think that's a good thing because it, it seems like a

00:44:46
problem that there's not more knowledge in the ecosystem about

00:44:49
that, but they're happy to Hype it up when times are good.

00:44:51
Right. I remember years ago, read

00:44:54
Albert Gotti at the Sandro I think fuck I'm pretty sure he

00:44:57
wrote the story. I remember talking to him about

00:44:59
it. How palantir used to have like a

00:45:01
fun interactive expel, Excel spreadsheet for palantir

00:45:05
employees to sort of show like how much their Equity be worth

00:45:08
if they joined at certain times, you can kind of, like, put a

00:45:10
little slider on to see how much your, your net worth would be.

00:45:13
So they're totally happy to gamify it when times are good

00:45:17
and uses an attraction. But yeah.

00:45:18
Like the nitty-gritty of flat or a Down Round or like you're

00:45:22
saying the taxes. It's like, I don't know you guys

00:45:25
for you. Get into that and even like, in

00:45:27
fast case, I saw an offer letter, you know, that went

00:45:30
through total comp and the trajectory that they like the

00:45:34
projections that they provided were.

00:45:35
So were somewhat silly. Like I said, in the story the

00:45:38
highest was a 12 billion dollar valuation and this is like a 500

00:45:42
million dollar startup. That was that was struggling

00:45:44
than this is a September offer letter.

00:45:45
Like you know it was a different period, maybe they didn't know

00:45:47
what was coming but like they knew their revenue.

00:45:50
So it's just those are the kind of numbers that employees are

00:45:52
given and they're like oh shit like my equity.

00:45:55
Going to be worth that much like when you guys had to 12 billion

00:45:57
dollar valuation, like that's awesome.

00:45:59
Yeah, let's think for the car last question here.

00:46:02
Like last segment here. Like we really in a downturn.

00:46:05
Okay, like is this actually something that you think is

00:46:09
going to persist for any I mean, I was just talking to people

00:46:12
about a company the other day and they were sort of saying

00:46:15
like, I looks like the text out you NASDAQ is back.

00:46:18
You know what maybe seem like a completely postponed IPO for the

00:46:21
rest of the year can now be like a cue for thing and and that

00:46:24
sort of stuff, you know. It starts early in the private

00:46:26
market. So like what's your sense

00:46:28
actually as this, you know record this on April 8 22, like

00:46:33
where are we? Yeah, I mean it's six months now

00:46:35
of me just being like it's an uncertain period I don't know

00:46:38
right but I think what I'm realizing is like regardless of

00:46:41
how the stock market's behaving regardless of other

00:46:44
macroeconomic conditions. I think investors Venture

00:46:46
capitalists have decided collectively that like, they

00:46:49
don't want to do those high-priced valuation Deals.

00:46:51
They don't want to work at that pace that they've been working

00:46:53
at and they are all kind of taking a Back.

00:46:55
And if they're all taking a setback like startups, have a

00:46:57
harder time raising you know, so domino effect on the startup

00:47:00
Market in particular. So yeah, I think we're entering

00:47:04
I don't know how. I don't want to be the person to

00:47:05
say it's a downturn, I don't know, but I think we're

00:47:07
certainly entering into a much slower period.

00:47:10
I think on the macro economic side, it supports you because as

00:47:13
interest rates are rising, I'm not going to say that it will

00:47:16
cause a downturn, but if interest rates go up, it just

00:47:18
makes other Investments that have been really low return, for

00:47:21
basically, since 2009 makes them more attractive because I'll

00:47:25
yield more as interest rates go up.

00:47:27
So part of the reason why so much money was going into

00:47:30
venture capital and into private equity, in general, was because

00:47:33
the yields of the Investments were generally so much higher

00:47:36
it. Seems silly not to put the money

00:47:38
there but if you can get more on a more traditional investment.

00:47:41
Now, you'll just start allocating big, you know, big

00:47:46
endowments will start allocating money differently.

00:47:50
So, I mean, is that a downturn or is that just people saying we

00:47:53
can make more money with less bullshit?

00:47:57
Are we gonna make reasonable money?

00:47:59
You've got somebody who agrees with you.

00:48:01
You may watch Peter teal, talk at a, the Bitcoin conference, I

00:48:05
watched the you to know but I'm going to say that I'm surprised

00:48:10
like I've listened to Peter tail Taco.

00:48:12
Like a lot of his speeches especially like his Rene Girard

00:48:14
speeches and stuff. The number of times that I'm an

00:48:17
agreement with Peter teal is not zero.

00:48:19
I'll put it that way, but just make me think.

00:48:21
Like I mean he was an amazingly Tie company argument for

00:48:28
somebody who makes a bunch of his money from a VC first, but

00:48:31
it sounds like a contrarian Tay. I know, I mean, I thought I was

00:48:35
dumb, I thought I was dumb, but he was basically arguing, you

00:48:38
know, that gold and equities used to be sort of similarly

00:48:42
valued in, you know, Collective Collective equities and gold in

00:48:46
the 70s. And that now, we've seen just

00:48:48
like an explosion of equity values.

00:48:51
And is it that crazy to think that the value of Bitcoin should

00:48:54
be more? Equivalent to the total value of

00:48:58
equity is. I don't know that.

00:48:59
It seems like it and then then he got all the headlines by

00:49:02
saying that, you know, the enemies of Bitcoin are, you

00:49:05
know, Warren Buffett, Jamie dimon and Larry Fink at

00:49:11
BlackRock. And then he then teal was like,

00:49:13
you know, ESG equals CCP, you know, it was a very sort of

00:49:19
trumpian sort of argument as Other the smartest point of his

00:49:31
thing was that he was arguing that, you know, Bitcoin, we had

00:49:35
basically been a canary for, you know, inflation and that if

00:49:40
inflation continues, that that will be a strike against

00:49:43
equities, and we'll people moved to sort of more old-school

00:49:46
stores a value like old or as he would sort of prefer Bitcoin.

00:49:50
Yeah, I was being sort of cute that you were totally agreeing

00:49:54
with. And I think I have to say it's a

00:49:56
correction, right? How NVC, that's probably like.

00:49:59
Is that safe for them saying, it's a full downturn.

00:50:01
I think it's a correction to like what happened last year and

00:50:04
just like the insanity and yeah, you're right.

00:50:05
Like the it is going to be much more difficult for second tier

00:50:10
or credit like the crappier VC funds to fund raise and that's

00:50:13
going to, you know, of course, that a plays a huge role.

00:50:15
So I think we'll start to see more evidence of that.

00:50:17
Like so far this year, we've just seen like, record

00:50:19
fundraising because it's all a steer, kind of right tumbling

00:50:22
over into early this year, but soon, we'll get into Like the

00:50:25
meat of this actual year and we'll start to see the struggles

00:50:28
a little bit, but that's, you know, that's the funny thing

00:50:30
here though. Is that you do you still see

00:50:32
these crazy rounds that will come up from time to time and

00:50:34
everyone's like? Yeah.

00:50:35
But that was a deal that really is more of a 2021 deal, you

00:50:38
know? It's really just trickling over

00:50:40
carrying over from 2022. It's like all right you know we

00:50:42
are four months into this year don't announce that stuff for a

00:50:45
long time. Yeah fair enough.

00:50:48
So that's why I mean you know you have a lot of deals where

00:50:50
it's like the hands were they shook hands and October or like

00:50:53
Java and they They wait to announce it so you don't need to

00:50:58
ask when it was done as you and your colleague Berber reported,

00:51:02
you know, you've seen companies like tiger clawing back and

00:51:05
really in elegant ways on some of the deals that they had

00:51:08
strong. Honestly, that was a great

00:51:10
story, but I think less and some of the VCS would fear Monger

00:51:13
over. It doesn't feel like there's

00:51:15
been this like, wholesale claw back, or do you.

00:51:19
You think they're just like a ton of unreported cases?

00:51:22
I mean, that is what like a free pricing.

00:51:24
Yeah. Maybe he's ever maximum points

00:51:27
that same one. The Forbes reported, I feel like

00:51:30
that company comes up all the time.

00:51:31
Oh, DBT. Yeah.

00:51:33
Yes, I think the repricing was like, a, six-week season, not

00:51:37
occurred, like, in January February, after like those 21,

00:51:41
you know, really close to 20 21, so like the deals kind of were

00:51:44
negotiated around when the markets really changed.

00:51:46
So I don't think it's happening now and I agree with you.

00:51:48
I don't I mean I was like I just went like weeks trying to find

00:51:51
as many examples as I could and kind of continued for a while.

00:51:53
And I don't think there's a ton that we Know about because like

00:51:56
those are often the ones that get to us because people want to

00:51:59
like shit on those investors that people want to show tiger

00:52:02
is like bad. Like this is why you shouldn't

00:52:04
take their money. There's so much of a source

00:52:06
interest in. Showing that the fact that more

00:52:08
has emerged to me, is I like agree.

00:52:11
I think that probably shows because I mean most investors

00:52:13
know that that is like suicide because if you're if you start

00:52:17
doing that like that gets around so quick and then people don't

00:52:19
want to work with you. So I don't think that that a

00:52:21
still in a founder market. Even if like even if things are

00:52:24
changing, the Dynamics are changing Changing like there are

00:52:27
still you know, a finite number of like these great companies.

00:52:29
And there are so many investors and there's like what like three

00:52:32
hundred and fifty billion dollars or thing raised in 2021,

00:52:35
just like insane amount of money.

00:52:37
So I don't think this is much too, that sometimes I feel like

00:52:40
they're more exciting investors than companies.

00:52:43
It's like it's more fun to talk about some of the investors.

00:52:46
I'm like, what are the companies that are like, so exciting to

00:52:49
talk about? There's so much politics in the

00:52:51
ventures and I think that is interesting to.

00:52:53
So, like, yeah, I think it can be more compelling.

00:52:56
To dive into like their Dynamics, then the founders.

00:52:59
I agree. Sounds to me, like, we're all

00:53:01
getting ourselves ready for a Dom Holland.

00:53:03
Come back, maybe maybe in the next week or two.

00:53:07
So when that happens I'll be very excited to have you back on

00:53:10
here. Kate definitely hopefully

00:53:12
feeling better. And look at least we're all

00:53:14
doing better than fast. Can we?

00:53:15
At least say that. Thanks so much for coming.

00:53:19
Yeah, thanks so much for joining.

00:53:20
This was fun. Thank you.

00:53:21
Yeah, thanks for having me. Goodbye.

00:53:36
Goodbye. Goodbye, goodbye, goodbye.

00:53:39
Goodbye. Goodbye.

00:53:36
Goodbye. Goodbye, goodbye, goodbye.

00:53:39
Goodbye.