To understand Musk's renewed obsession with X and focus on financial services, you REALLY need to understand the X/Confinity merger that became PayPal.

And, particularly, the Peter Thiel-led coup that kicked Musk out as CEO/Chief Strategist.

Here's how that happened. 1/🧵 #history #technology

In early 1999 Zip2, the newspaper online directory service Musk had co-founded, was sold to Compaq for $300m. Elon's share of this was about $20m.

Elon begins hitting up old connections from his time at ScotiaBank.

He says he wants to launch "A Financial Superstore" /2

Having drummed up support, he founds a new company to take this forward. He immediately buys the x.com domain off Pittsburgh PowerComputer for 1.5 MILLION shares of A-Stock in his new company, X.

Advisors express concern over X as a brand. Elon loves it. /3

He describes x.com as "the coolest URL on the internet". X, he says, marks the spot for treasure. That's how people will see it he insists.

He invests $12.5m of his own cash into X and begins trying to build an 'online bank'. /4

Musk's obsession with speed and disdain for regulation means X developers love him, but causes worry with the financial expert side.

First Western, the banking partner, discover that accounts are being opened under fake names.

The finance peeps try (but fail) to coup Elon out. /5

In early 2000, X hits the news for a vulnerability that allows money to be moved between accounts with just account details. This is fixed, but spooks investors.

Elon agrees with investor Mike Moritz from Sequoia to become CTO while Bill Harris (ex-Intuit) becomes CEO. /6

Meanwhile, over the road (literally), a startup called Confinity is making waves. It's funded by Peter Thiel, who is also its CEO, but is the brainchild of Ukrainian Max Levchin its CTO.

Backed by Nokia, Confinity is making a way to 'beam' money between PalmPilots by infrared. /7

Need to skip A LOT here. But jump forward a bit and both X and Confinity ACCIDENTALLY create the same killer product as an offshoot of their main one:

The ability to exchange money via email.

Confinity pivot to this exclusively. X don't. Musk's goal is financial superstore. /8

The strength and focus that HAS gone on X's email payment processor has mostly been due to David Sacks, one of Elon's hires who he trusts and who spotted the huge potential.

He keeps Musk grounded with eyes on this while Elon is ALSO pushing into riskier financial service stuff. /9

But Harris (X CEO) sees Confinity and X are BOTH in a death spiral. They are BLEEDING cash fighting. He speaks to Thiel. Thiel suggests a merger.

Musk fights this. But ahead of another funding round, Harris threatens to quit, spooking investors

Elon: "He held a gun to my head." /10

The firms merge. Harris and Thiel insist the new firm (X) focus on email payments, ideally on Confinity's PayPal platform.

Elon INSISTS financial superstore is the future. When Thiel and Harris fall out over strategy, Elon persuades Thiel to help coup Harris out. Elon is now CEO /11

Thiel, and Levchin, are initially fine with this. Musk has promised to focus on email payments, and to improve PayPal first. Financial superstore a "future thing".

But over months Levchin realises that Elon has become obsessed with porting PayPal ENTIRELY to Microsoft not Linux. /12

Months of dev time, with X burning $12m a month, is lost to Musk's obsession with PayPal V2. A complete rework on Microsoft. It's BEYOND a bad plan. Microsoft servers and MSSQL CANNOT scale enough at the time. But Elon decrees it. He even decrees a launch with no rollback option. /13
Elon also orders the killing off the PayPal brand. He orders paypal.com routed to x.com. Logos phased out. Decrees it should now be referred to as X-PayPal and described as part of the X family of financial services. He's not letting the dream go. /14

This obsession with X as a brand causes enormous concern as it CONTINUALLY goes down terribly with consumers.

Vivien Go on focus group testing:

"Again and again, the theme of 'Oh God, I wouldn't trust this website. It's an adult website' and 'I just wouldn't trust that" /15

Meanwhile, Thiel finds out via X's financial wizard, Roelof Botha, that the financial superstore side stuff is WORSE than Musk has let on. X is offering credit on almost no identity checks.

Combined with the V2 fiasco, Thiel and others realise X is on the verge of failing. /16

Thiel and others approach Elon and BEG him to abandon Paypal V2, and his strategy of trying to become a one-stop global financial service. Thiel points out they only have $65m left in the bank.

Musk refuses.

They have to go for "the grand prize" he insists. /17

Thiel, Levchin, Botha and Sacks now cross the rubicon. They decide to coup Elon. They quietly gather the signatures of a lot of the Confinity loyalists on a mass-quit threat.

On 19th Sep 2000, as Elon is taking off for Europe on his honeymoon, they make their move. /18

Thiel and Levkin are board members. The other four are Musk, Malloy (repping another major investor), Moritz and Hurd (Chair).

As Elon is in the air, Thiel asks Hurd to summon an emergency board meeting by phone. /19

Over the phone, Thiel and Levkin reveal the PayPal V2 and financial issues to Malloy, Moritz and Hurd, who had no idea about them. They're sympathetic to Elon as founder and visionary, but horrified this was all done without board approval and at the mass-resignation letter. /20

With Elon out of the country, he can't work his in person magic. He insists over the phone that the financial superstore is the big win. All this is in service of that.

It doesn't work. Malloy, Moritz and Hurd side with Thiel and Levkin. Elon is out as CEO before he can fly back /21

@garius This sounds like an episode of Succession.
@garius Those were the days.

@garius I think this point is undervalued. In the US the MPAA introduced the NC-17 rating in 1990 in response to adult entertainment co-opting ‘X’: as a teenager during the mid-90s, anything ‘X’ basically meant porn. It was only towards the end of the decade, with the X-Games and other similar ‘x-treme’ branding that the edge started to come off.

So it’s very easy for me to understand that less than a decade after even the movie industry had to abandon their labelling, people were still very sceptical about anything using that labelling. What’s not so easy to understand is why on Earth Musk would have thought it was a good idea, however, other than accepting the explanation he’s just a big man-child with too much money.

@garius Although I wasn’t using PayPal at the time, I do find it hard to believe that I don’t remember more if this, as was very much an online teenager at the turn of the millennium.
@garius does it mean that the destruction of the twitter brand, replacing it with “X” comes for his inability of letting go of a previous failure?

@designative pretty much.

I did a full write up here. And nothing has happened since to make me look wrong about that.

https://every.to/p/twitter-s-future-is-a-return-to-elon-musk-s-past-2c11ace6-940b-4d12-a584-3a6ea3bfd081

Twitter’s Future Is a Return to Elon Musk’s Past

The reinvention of X

@garius hoooly shit. it's literally "all of this has happened before"

@garius

“ Microsoft servers and MSSQL CANNOT scale enough at the time. But Elon decrees it. He even decrees a launch with no rollback option.” That’s what I like most of Musk. He can make so many obvious mistakes in such a short time forcefully.

The best is “no rollback option”.

@garius Def time to avoid ANY product that Musk has stuck a finger into in my opinion.
@garius I almost worked on PayPal v2. Dodged a bullet, there.
@garius I love this detail. Microsoft stuff was a disaster at this point, and you'd have to be Musk-like to insist on using them.
@tito_swineflu @garius Yeah, related to this point, I think a good chunk of those early PP engineers would not have been willing to work at an MS shop. Seriously: there would likely have been significant turnover. (I was a software engineer there shortly after the eBay buyout, so I worked with a lot of those early folks.)
@garius I'm not sure about this statement. By SQL Server 2000 MSSQL was a mature, strong, scalable product.

@Geoff it wasn't scalable enough for what they were doing.

V2 was plagued with memory leak issues and more.

@Geoff basically if Musk had been making the push in 2002ish it wouldn't have been as bad an idea. He was just pushing it too early, largely because X had already been a Microsoft house while Confinity was Linux.
@garius I'll accept that they might not have had the nous to scale it for what they needed, but that's not the same thing.

@Geoff i mean, there's no doubt platform partisanship played a part, but i'm also not gonna hindsight a thing that Levchin and co. spent a LOT of time in 2000 trying to do. With a considerable amount of platform testing.

You're welcome to argue the case with him though!

@garius
i'm gonna be real i read that last bit on this as a rating and was like
so... good?
@garius
Is this one of the reasons many Americans won't give you their bank account number?
My response, perhaps not said out loud, is what do you think people will do? Secretly pay into your account?

@Doire @garius given routing number and account number, somebody can just type them into a payment system and take money out ... there's 0 frontline security with everything resting on KYC and consumer protection laws. Check fraud is one of the few things authorities uniformly don't mess around with.

That's a reason why "money mules" are a thing, they add layers between people scamming money and those actually collecting it.

@Doire @garius Oh, such weird pointless carefulness is common at least here (Finland), too. Even trustworthy newspapers writing about Internet security and scamming keep warning “don’t tell anyone your account number”.
@Doire @garius In the US, you can use the account number, owner name, and routing number (same for the whole bank) to pull money out of the account using ACH. It's sketchy.
@garius fake names as in failing to comply with all the anti money laundering regulations? And the company survived that?! 😳

@ouinne @garius

Pre-9/11 so I bet regulations were a lot looser.

@garius I just keep thinking "X marks the pot", which is how my godson misheard the phrase. This didn't help.
@garius ok so that's why "SpaceX" is a thing, i'm guessing...

@garius

I find that very interesting. I agree, that x.com is probably the coolest URL on the internet. But for completely different reasons, than musk.
Two of my all time favourite games are "X" and "XCOM".

@garius
In XCOM, the whole earth combines efforts, to fight an alien invasion. You have to be careful, to protect everyone, so they keep funding you.
In X, you get into a far away part of the universe, where different alien species live, trade or wage war with each other. You have to get on the good side of as many factions as possible, to earn money through trade and missions. And fight a big threat from rampaging AI-controlled terraforming bots.
@garius
I'm not sure, which one of those I would expect more behind x.com. But I like both.
@garius Side question... who were Pittsburgh PowerComputer, and why/how did they own x.com ?
@Globaltom @garius When domain names went down to $35, a number of us bought the cool ones just for fun. It was a windfall of luck for some.
@avirr @Globaltom I remember selling heat.com for about five grand to a UK magazine.
@garius @Globaltom I sold surprise.com for more than that, enough to replace my roof, in a little auction featuring an Afrikaans guy who threatened to sue me or worse when he lost. What a time to be alive.
@garius Fascinating bit of history here. Have you considered posting this as a blog post on your Medium site? Also, what sources did you use for this information?

@faoluin various articles and dotcom histories.

If you want a good one on PayPal specifically, which covers all of this in a relatively non hagiographic way, I HIGHLY recommend The Founders by Jimmy Soni.