Michael Saylor, co-founder and CEO of MicroStrategy, shifted the company from a business intelligence firm to the world’s largest corporate Bitcoin holder. His foray into Bitcoin began in August 2020 with a $250 million investment, driven by concerns over inflation and the decline of the dollar. This was the largest acquisition by a publicly traded company, leading to increased purchases that expanded holdings to over $1 billion. Saylor viewed Bitcoin as a scarce asset crucial for capital preservation. Despite Bitcoin's volatility, he maintained his strategy, leveraging structured finance tools to acquire additional Bitcoin. By early 2025, MicroStrategy held over 2% of Bitcoin’s fixed supply, worth more than $50 billion. This aggressive strategy transformed the company's identity, emphasizing Bitcoin over traditional software revenue. Saylor's approach not only altered MicroStrategy’s valuation but also set a benchmark in institutional Bitcoin adoption. Looking ahead, Saylor is positioned to influence corporate financing related to Bitcoin, while cautioning retail investors on managing risks and maintaining long-term perspectives.

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