Strategy is selling: what happens when the biggest corporate Bitcoin holder turns net seller

Four consecutive weeks of sales. A $102 million realized loss. An $8.2 billion quarterly write down. The company that made corporate Bitcoin treasuries a category is quietly rewriting the playbook it created. Michael Saylor built his reputation on a single trade. In August 2020, MicroStrategy announced that it had converted $250 million of its corporate treasury into Bitcoin, becoming the first publicly traded company to adopt the cryptocurrency as its primary reserve asset. Over the next five years, the company, which renamed itself Strategy in 2025, accumulated more than 843,000 BTC through a combination of operating cash flow, convertible note offerings, at the market equity sales, and preferred stock issuances. The accumulation was relentless. Through bull markets and bear markets, through the collapse of FTX and the SEC’s enforcement campaign, through Bitcoin’s decline from $69,000 to $15,500 and its subsequent recovery to $108,000, Strategy never sold. The position grew larger with each quarterly filing. Saylor became the public face of corporate Bitcoin adoption, and his company’s stock became a leveraged proxy for Bitcoin exposure, trading at a premium to its net asset valu...