Michael Saylor, co-founder and executive chairman of MicroStrategy, is one of the most prominent and controversial figures in the cryptocurrency universe. His journey is marked by bold bets on Bitcoin, tax controversies, and an unwavering vision of the future of digital finance.
💰 Billion-Dollar Bet on Bitcoin
Since 2020, Saylor has transformed MicroStrategy into one of the largest institutional holders of Bitcoin. In April 2025, the company, now called Strategy, acquired an additional 15,355 BTC for approximately $1.42 billion, raising its total to over 550,000 bitcoins, representing about 2.63% of the entire cryptocurrency supply.
Additionally, Saylor revealed that he owns 17,732 BTC in his personal wallet, valued at around $1 billion, solidifying his position among the largest individual 'hodlers' in the world.
⚖️ Tax Controversy
In 2022, Saylor faced accusations of tax evasion by the District of Columbia, which alleged that he avoided paying over $25 million in taxes by declaring residency in states with lower taxes while residing in Washington, D.C. In June 2024, he and MicroStrategy agreed to pay $40 million to settle the lawsuit without admitting guilt.
🌍 Vision for the Future
Saylor continues to promote Bitcoin as the best store of value, comparing it to gold and encouraging companies and governments to adopt the cryptocurrency. He suggested that the U.S. could acquire up to 1 million BTC to establish a strategic reserve.
📈 Market Impact
The shares of Strategy (MSTR) reflect Saylor's aggressive strategy, with investors closely monitoring the company's moves in the cryptocurrency market.
