MicroStrategy, under Michael Saylor, has significantly increased its Bitcoin holdings to approximately 439,000 BTC, valued at over $47 billion, while facing $7.27 billion in debt from convertible bonds. This aggressive strategy raises concerns as the company's software business has declined, leading to cumulative losses of $1.4 billion since 2021. The firm’s future now heavily relies on Bitcoin's volatile price, making it vulnerable to market fluctuations and potential liquidity crises.