Michael Saylor transformed MicroStrategy into the world's largest corporate Bitcoin holder, making a significant strategic pivot in August 2020 by allocating $250 million to purchase Bitcoin amid fears of inflation and a weakening dollar. Following this initial buy, Saylor aggressively expanded the company's holdings, investing over $2 billion and recognizing Bitcoin as a vital asset for capital preservation. Despite Bitcoin's volatility, Saylor remained committed to long-term ownership, using methods like dollar-cost averaging to increase holdings during price dips. By early 2025, MicroStrategy owned over 2% of Bitcoin's total supply, and Saylor's methods influenced corporate demand and market dynamics. His bold strategy, including leveraging company debt for Bitcoin purchases, positioned MicroStrategy as a leader in institutional Bitcoin adoption, with significant implications for corporate finance. Saylor continues to innovate in financing Bitcoin acquisitions, raising questions about future corporate adoption and the potential evolution of Bitcoin's role in the financial ecosystem.

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