Elon Musk

by Ashlee Vance

The two companies tried hard to mesh their cultures, with modest success. Groups of employees from X.com tied their computer monitors to their desk chairs with power cords and rolled them down the street to the Confinity offices to work alongside their new colleagues. But the teams could never quite see eye to eye. Musk kept championing the X.com brand, while most everyone else favored PayPal. More fights broke out over the design of the company’s technology infrastructure. The Confinity team led by Levchin favored moving toward open-source software like Linux, while Musk championed Microsoft’s data-center software as being more likely to keep productivity high. This squabble may sound silly to outsiders, but it was the equivalent of a religious war to the engineers, many of whom viewed Microsoft as a dated evil empire and Linux as the modern software of the people. Two months after the merger, Thiel resigned and Levchin threatened to walk out over the technology rift. Musk was left to run a fractured company.

  The technology issues X.com had been facing worsened as the computing systems failed to keep up with an exploding customer base. Once a week, the company’s website collapsed. Most of the engineers were ordered to start work designing a new system, which distracted key technical personnel and left X.com vulnerable to fraud. “We were losing money hand over fist,” said Stoppelman. As X.com became more popular and its transaction volume exploded, all of its problems worsened. There was more fraud. There were more fees from banks and credit card companies. There was more competition from start-ups. X.com lacked a cohesive business model to offset the losses and turn a profit from the money it managed. Roelof Botha, the start-up’s chief financial officer and now a prominent venture capitalist at Sequoia, did not think Musk provided the board with a true picture of X.com’s issues. A growing number of other people at the company questioned Musk’s decision-making in the face of all the crises.

  What followed was one of the nastiest coups in Silicon Valley’s long, illustrious history of nasty coups. A small group of X.com employees gathered one night at Fanny & Alexander, a now-defunct bar in Palo Alto, and brainstormed about how to push out Musk. They decided to sell the board on the idea of Thiel returning as CEO. Instead of confronting Musk directly with this plan, the conspirators decided to take action behind Musk’s back.

  Musk and Justine had been married in January 2000 but had been too busy for a honeymoon. Nine months later, in September, they planned to mix business and pleasure by going on a fund-raising trip and ending it with a honeymoon in Sydney to catch the Olympics. As they boarded their flight one night, X.com executives delivered letters of no confidence to X.com’s board. Some of the people loyal to Musk had sensed something was wrong, but it was too late. “I went to the office at ten thirty that night, and everyone was there,” Ankenbrandt said. “I could not believe it. I am frantically trying to call Elon, but he’s on a plane.” By the time he landed, Musk had been replaced by Thiel.

  When Musk finally heard what had happened, he hopped on the next plane back to Palo Alto. “It was shocking, but I will give Elon this—I thought he handled it pretty well,” Justine said. For a brief period, Musk tried to fight back. He urged the board to reconsider its decision. But when it became clear that the company had already moved on, Musk relented. “I talked to Moritz and a few others,” Musk said. “It wasn’t so much that I wanted to be CEO but more like, ‘Hey, I think there are some pretty important things that need to happen, and if I’m not CEO, I’m not sure they are going to happen.’ But then I talked to Max and Peter, and it seemed like they would make these things happen. So then, I mean, it’s not the end of the world.”

  Many of the X.com employees who had been with Musk since early on were less than impressed by what had happened. “I was floored by it and angry,” said Stoppelman. “Elon was sort of a rock star in my view. I was very vocal about how I thought it was bullshit. But I knew fundamentally that the company was doing well. It was a rocket ship, and I wasn’t going to leave.” Stoppelman, then twenty-three, went into a conference room and tore into Thiel and Levchin. “They let me vent it all out, and their reaction was part of the reason I stayed.” Others remained embittered. “It was backhanded and cowardly,” said Branden Spikes, a Zip2 and X.com engineer. “I would have been more behind it if Elon had been in the room.”

  By June 2001, Musk’s influence on the company was fading quickly. That month, Thiel rebranded X.com as PayPal. Musk rarely lets a slight go unpunished. Throughout this ordeal, however, he showed incredible restraint. He embraced the role of being an advisor to the company and kept investing in it, increasing his stake as PayPal’s largest shareholder. “You would expect someone in Elon’s position to be bitter and vindictive, but he wasn’t,” said Botha. “He supported Peter. He was a prince.”

  The next few months would end up being key for Musk’s future. The dot-com joyride was coming to a quick end, and people wanted to try to cash out in any way possible. When executives from eBay began approaching PayPal about an acquisition, the inclination for most people was to sell and sell fast. Musk and Moritz, though, urged the board to reject a number of offers and hold out for more money. PayPal had revenue of about $240 million per year, and looked like it might make it as an independent company and go public. Musk and Moritz’s resistance paid off and then some. In July 2002, eBay offered $1.5 billion for PayPal, and Musk and the rest of the board accepted the deal. Musk netted about $250 million from the sale to eBay, or $180 million after taxes—enough to make what would turn out to be his very wild dreams possible.

  The PayPal episode was a mixed bag for Musk. His reputation as a leader suffered in the aftermath of the deal, and the media turned on him in earnest for the first time. Eric Jackson, an early Confinity employee, wrote The PayPal Wars: Battles with eBay, the Media, the Mafia, and the Rest of Planet Earth in 2004 and recounted the company’s tumultuous journey. The book painted Musk as an egomaniacal, stubborn jerk, making wrong decisions at every turn, and portrayed Thiel and Levchin as heroic geniuses. Valleywag, the technology industry gossip site, piled on as well and turned bashing Musk into one of its pet projects. The criticisms grew to the point that people started wondering aloud whether or not Musk counted as a true cofounder of PayPal or had just ridden Thiel’s coattails to a magical payday. The tone of the book along with the blog posts goaded Musk in 2007 into writing a 2,200-word e-mail to Valleywag meant to set the record straight with his version of events.

  In the e-mail, Musk let his literary flair loose and gave the public a direct look at his combative side. He described Jackson as “a sycophantic jackass” and “one notch above an intern,” who had little insight into the high-level goings-on at the company. “Since Eric worships Peter, the outcome was obvious—Peter sounds like Mel Gibson in Braveheart and my role is somewhere between negligible and a bad seed,” Musk wrote. Musk then detailed seven reasons why he deserved cofounder status of PayPal, including his role as its largest shareholder, the hiring of a lot of the top talent, the creation of a number of the company’s most successful business ideas, and his time as CEO when the company went from sixty to several hundred employees.

  Almost everyone I interviewed from the PayPal days leaned toward agreeing with Musk’s overall assessment. They said that Jackson’s account bordered on fantasy when it came to celebrating the Confinity team over Musk and the X.com team. “There are a lot of PayPal people that suffer from warped memories,” said Botha.

  But these same people reached another consensus, saying that Musk had mishandled the branding, technology infrastructure, and fraud situations. “I think it would have killed the company if Elon had stayed on as CEO for six more months,” said Botha. “The mistakes Elon was making at the time were amplifying the risk of the business.” (For more on Musk’s take on the PayPal years, see Appendix 2.)

  The suggestions that Musk did not count as a “true” cofounder of PayPal seem asinine in retrospect. Thiel, Levchin, and other PayPal executives have said as much in the years since the eBay deal closed. The only useful thing such criticisms
produced were the bombastic counteroffensives from Musk, which revealed touches of insecurity and the seriousness with which Musk insists that the historical record reflect his take on events. “He comes from the school of thought in the public relations world that you let no inaccuracy go uncorrected,” said Vince Sollitto, the former communications chief at PayPal. “It sets a precedent, and you should fight every out-of-place comma tooth and nail. He takes things very personally and usually seeks war.”

  The stronger critique of Musk during this period of his life was that he had succeeded to a large degree despite himself. Musk’s traits as a confrontational know-it-all and his abundant ego created deep, lasting fractures within his companies. While Musk consciously tried to temper his behavior, these efforts were not enough to win over investors and more experienced executives. At both Zip2 and PayPal, the companies’ boards came to the conclusion that Musk was not yet CEO material. It can also be argued that Musk had become a hyperbolic huckster, who overreached and oversold his companies’ technology. Musk’s biggest detractors have made all of these arguments either in public or private and a half dozen or so of them said far worse things to me about his character and actions, describing Musk as unethical in business and vicious with his personal attacks. Almost universally, these people were unwilling to go on the record with their comments, claiming to be afraid Musk would pursue litigation against them or ruin their ability to do business.

  These criticisms must be weighed against Musk’s track record. He demonstrated an innate ability to read people and technology trends at the inception of the consumer Web. While others tried to wrap their heads around the Internet’s implications, Musk had already set off on a purposeful plan of attack. He envisioned many of the early pieces of technology—directories, maps, sites that focused on vertical markets—that would become mainstays on the Web. Then, just as people became comfortable with buying things from Amazon.com and eBay, Musk made the great leap forward to full-fledged Internet banking. He would bring standard financial instruments online and then modernize the industry with a host of new concepts. He exhibited a deep insight into human nature that helped his companies pull off exceptional marketing, technology, and financial feats. Musk was already playing the entrepreneur game at the highest level and working the press and investors like few others could. Did he hype things up and rub people the wrong way? Absolutely—and with spectacular results.

  Based in large part on Musk’s guidance, PayPal survived the bursting of the dot-com bubble, became the first blockbuster IPO after the 9/11 attacks, and then sold to eBay for an astronomical sum while the rest of the technology industry was mired in a dramatic downturn. It was nearly impossible to survive let alone emerge as a winner in the midst of such a mess.

  PayPal also came to represent one of the greatest assemblages of business and engineering talent in Silicon Valley history. Both Musk and Thiel had a keen eye for young, brilliant engineers. The founders of start-ups as varied as YouTube, Palantir Technologies, and Yelp all worked at PayPal. Another set of people—including Reid Hoffman, Thiel, and Botha—emerged as some of the technology industry’s top investors. PayPal staff pioneered techniques in fighting online fraud that have formed the basis of software used by the CIA and FBI to track terrorists and of software used by the world’s largest banks to combat crime. This collection of super-bright employees has become known as the PayPal Mafia—more or less the current ruling class of Silicon Valley—and Musk is its most famous and successful member.

  Hindsight also continues to favor Musk’s unbridled vision over the more cautious pragmatism of executives at Zip2 and PayPal. Had it chased consumers as Musk urged, Zip2 may have ended up as a blockbuster mapping and review service. As for PayPal, an argument can still be made that the investors sold out too early and should have listened more to Musk’s demands to remain independent. By 2014, PayPal had amassed 153 million users and was valued at close to $32 billion as a stand-alone company. A flood of payment and banking start-ups have appeared as well—Square, Stripe, and Simple, to name three among the S’s—that have looked to fulfill much of the original X.com vision.

  If X.com’s board had been a bit more patient with Musk, there’s good reason to believe he would have succeeded with delivery of the “online bank to rule them all” that he had set out to create. History has demonstrated that while Musk’s goals can sound absurd in the moment, he certainly believes in them and, when given enough time, tends to achieve them. “He always works from a different understanding of reality than the rest of us,” Ankenbrandt said. “He is just different than the rest of us.”

  While navigating the business tumult of Zip2 and PayPal, Musk found a moment of peace in his personal life. He’d spent years courting Justine Wilson from afar, flying her out for visits on the weekends. For a long time, his oppressive hours and his roommates put a crimp on the relationship. But the Zip2 sale let Musk buy a place of his own and pay a bit more attention to Justine. Like any couple, they had their ups and downs, but that passion of young love remained. “We fought a lot, but when we weren’t fighting, there was a deep sense of compassion—a bond,” Justine said. The couple had been sparring for a few days about phone calls Justine kept getting from an ex-boyfriend—“Elon didn’t like that”—and had a major spat while walking near the X.com offices. “I remember thinking it was a lot of drama, and that if I was going to put up with it, we might as well be married. I told him he should just propose to me,” Justine said. It took Musk a few minutes to cool down and then he did just that, proposing on the spot. A few days later, a more chivalrous Musk returned to the sidewalk, got down on bended knee, and presented Justine with a ring.

  Justine knew all about Musk’s grim childhood and the intense range of emotions he could exhibit. Her romantic sensibilities overrode any trepidation she might have had about these parts of Musk’s history and character and centered instead on his strength. Musk often talked fondly about Alexander the Great, and Justine saw him as her own conquering hero. “He wasn’t afraid of responsibility,” she said. “He didn’t run from things. He wanted to get married and have kids early on.” Musk also exuded a confidence and passion that made Justine think life with him would always be okay. “Money is not his motivation, and, quite frankly, I think it just happens for him,” Justine said. “It’s just there. He knows he can generate it.”

  At their wedding reception, Justine encountered the other side of the conquering hero. Musk pulled Justine close while they danced, and informed her, “I am the alpha in this relationship.”3 Two months later, Justine signed a postnuptial financial agreement that would come back to haunt her and entered into an enduring power struggle. She described the situation years later in an article for Marie Claire, writing, “He was constantly remarking on the ways he found me lacking. ‘I am your wife,’ I told him repeatedly, ‘not your employee.’ ‘If you were my employee,’ he said just as often, ‘I would fire you.’”

  The newlyweds were not helped by the drama at X.com. They’d put off their honeymoon and then had it derailed by the coup. It took until late December 2000 for things to calm down enough for Musk to take his first vacation in years. He arranged a two-week trip, with the first part taking place in Brazil and the second in South Africa at a game reserve near the Mozambique border. While in Africa, Musk contracted the most virulent version of malaria—falciparum malaria—which accounts for the vast majority of malaria deaths.

  Musk returned to California in January, which is when the illness took hold. He started to get sick and was bedridden for a few days before Justine took him to a doctor who then ordered that Musk be rushed in an ambulance to Sequoia Hospital in Redwood City.* Doctors there misdiagnosed and mistreated his condition to the point that Musk was near death. “Then, there happened to be a guy visiting from another hospital who had seen a lot more malaria cases,” Musk said. He spied Musk’s blood work in the lab and ordered an immediate maximum dosage of doxycycline, an antibiotic. The doctor told Musk that if he
had turned up a day later, the medicine likely would no longer have been effective.

  Musk spent ten agonizing days in the intensive care unit. The experience shocked Justine. “He’s built like a tank,” she said. “He has a level of stamina and an ability to deal with levels of stress that I’ve never seen in anyone else. To see him laid low like that in total misery was like a visit to an alternate universe.” It took Musk six months to recover. He lost forty-five pounds over the course of the illness and had a closet full of clothes that no longer fit. “I came very close to dying,” Musk said. “That’s my lesson for taking a vacation: vacations will kill you.”

  6

  MICE IN SPACE

  ELON MUSK TURNED THIRTY IN JUNE 2001, and the birthday hit him hard. “I’m no longer a child prodigy,” he told Justine, only half joking. That same month X.com officially changed its name to PayPal, providing a harsh reminder that the company had been ripped away from Musk and given to someone else to run. The start-up life, which Musk described as akin to “eating glass and staring into the abyss,”4 had gotten old and so had Silicon Valley. It felt like Musk was living inside a trade show where everyone worked in the technology industry and talked all the time about funding, IPOs, and chasing big paydays. People liked to brag about the crazy hours they worked, and Justine would just laugh, knowing Musk had lived a more extreme version of the Silicon Valley lifestyle than they could imagine. “I had friends who complained that their husbands came home at seven or eight,” she said. “Elon would come home at eleven and work some more. People didn’t always get the sacrifice he made in order to be where he was.”

  The idea of escaping this incredibly lucrative rat race started to grow more and more appealing. Musk’s entire life had been about chasing a bigger stage, and Palo Alto seemed more like a stepping-stone than a final destination. The couple decided to move south and begin their family and the next chapter of their lives in Los Angeles.