16 > Just Say Yes

Musk’s fresh financing brought with it fresh faces. Among those brought in to work with the mercurial billionaire was Michael Grimes. As one of Morgan Stanley’s hard-charging rainmakers, the firm’s head of global technology investment banking did whatever it took to impress, from knocking on the doors of prospective clients’ homes to snooping on his daughter’s internet usage to understand teens’ online habits. He had even moonlighted as an Uber driver to win the company’s trust ahead of its 2019 initial public offering, which Morgan Stanley led. However, Grimes, a sharp-faced man, had a mixed reputation, having overseen Facebook’s disastrous 2012 IPO in which the company’s valuation plummeted by billions of dollars due to volatile early trading. The fifty-five-year-old had seen it all in the Valley, but had yet to work closely with its richest figure. This was his chance.

At his bankers’ insistence, Musk also hired merger and acquisition lawyers from the firm Skadden, Arps, Slate, Meagher & Flom to support the transaction, instead of relying on Birchall and Spiro, his defense lawyer. Founded in 1948, Skadden was a relatively young firm competing with other blue-chip American names, many of which could trace their roots to the nineteenth century.

By the 1980s—a period defined by the excesses of Wall Street and swashbuckling corporate raiders—Skadden had made a name for itself as the go-to international law firm for hostile takeovers. While other white-shoe firms turned their noses up at the idea of taking over another business without its consent, Skadden saw proxy fights and boardroom wars as an opportunity. The firm had overseen historic deals representing billionaire Ronald Perelman’s $2.7 billion takeover of Revlon and media company Capital Cities’ $3.5 billion acquisition of ABC.

By the 2010s, however, Skadden had become almost allergic to the hostile takeover work on which it had built its name. Once happy to lay waste to a company board and ram through a deal for a private equity client, the practice was taking more of its cues from the establishment corporations they once battled with glee. It was steady business, and by 2021, Skadden was a top-five law firm by revenue, with annual bookings of more than $3 billion. Still, despite its successes, the firm had never truly cracked the big consumer tech companies of Silicon Valley.

Musk’s Twitter deal presented Skadden with an opportunity to buck that trend and do one of the most novel tech deals ever. Musk was a tricky client who was known for his questionable legal demands and churning through lawyers who didn’t anticipate his whims. The challenge of representing him in the once-in-a-lifetime deal fell to Mike Ringler, a new partner on the firm’s mergers and acquisitions team.

With a Georgetown law degree and a gleaming bullet pate, the deals lawyer had spent twenty-two years of his career at Wilson Sonsini, which represented Apple, LinkedIn, and, of course, Twitter. At Wilson Sonsini, he had worked closely with some of the lawyers now representing Twitter on the opposite side of the acquisition, and together they had closed industry-defining deals, among them Pixar’s $8 billion sale to Disney in 2006, YouTube’s $1.7 billion sale to Google that same year, and Hewlett Packard’s $25 billion acquisition of Compaq in 2002.

Wilson Sonsini’s lead partner on the deal, Marty Korman, one of the Valley’s biggest dealmakers, had worked alongside Ringler for nearly two decades, giving him unique insight into the man who sat opposite him at the negotiation table. A broad-shouldered lawyer with a buzz cut, Korman knew his one-time colleague had been dealt a bad hand: Ringler had no power and was doing the bidding of one very capricious man, who often didn’t listen to legal counsel.

Ringler at times did not even have direct access to Musk. In meetings between the two sides’ attorneys, Ringler sometimes disclosed he hadn’t had the opportunity to run certain terms by his client. Most of his interactions were with Birchall and Spiro, and Ringler made it known that his directive from Musk was to “get this deal done.” Musk anticipated resistance to his offer, and told his lawyers that moving quickly and aggressively would allow him to pluck Twitter out of the sky without a protracted fight.