Michael Saylor vs. David Bailey: Different paths toward institutional Bitcoin adoption
Saylor and Bailey are changing Bitcoin’s role in finance, driving corporate adoption and long-term treasury strategies.
What started in 2020 as a bold move to put some spare cash into Bitcoin has, five years later, turned MicroStrategy (now rebranded as Strategy) into one of the largest holders of BTC on the planet.
As of late May 2025, the company holds 580,250 Bitcoin (BTC) (about 2.7% of the total supply). Just in May, Strategy picked up another 4,020 BTC for around $427 million, funded the way Michael Saylor likes it: through more preferred stock.