The MIT graduate made his fortune from MicroStrategy, which he started in 1989. His wealth is largely tied up in Bitcoin and MicroStrategy stock, both of which have taken hits during the past couple of weeks. Saylor first became a multibillionaire during the ’90s dotcom boom before losing his place in the 10-digit club after MicroStrategy revised its financial results in 1999. Saylor regained his billionaire status after the first quarter of 2021 as Bitcoin reached highs above $60,000, double its current price. In March 2022, MicroStrategy borrowed $205 million from Silvergate Bank, using Bitcoin as collateral to buy more Bitcoin. In the first quarter, MicroStrategy bought $215 million of Bitcoin at an average price of $44,645 per coin. If the price of Bitcoin drops below $21,000, the company will face a margin call that will force it to pay up more cryptocurrency to back its loan with Silvergate.