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

@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.

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@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.)

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