Two decades later, Saylor is once again at the center of a jittering conversation, thanks to his unprecedented embrace of
While other high-profile tech execs have invested company cash into crypto — Tesla's Elon Musk and Square's Jack Dorsey are among the best known — none has lashed their business's fortunes to bitcoin the way that Saylor has. As little as 20% of Microstrategy's value is tied to the company's core software product, reckons analyst Kamil Mielczarek.
Saylor's re-emergence as a bearded crypto king is one of the most fascinating comeback stories in the tech business; a surreal second act as well as a striking manifestation of the popular forces reshaping the rules of business. With 1.5 million Twitter followers, Saylor has twice as many as the US Federal Reserve and nearly 10 times as many as Gary Gensler, the chairman of the Securities and Exchange Commission who has vowed to more closely regulate cryptocurrencies.
The bitcoin pivot has injected an element of flair into MicroStrategy, now the largest corporate holder of the
Insider spoke to a half-dozen former employees who worked closely with the executive over the years, as well as current and former friends, analysts, investors, and corporate-governance experts to understand whether the man behind the high-stakes bitcoin gamble is showing a stroke of genius or repeating a reckless habit.
Read the full story here: He once lost $6 billion in 1 day. Now he's a bitcoin guru. Meet Michael Saylor, king of 'electric money.'