Michael Saylor, executive chairman of MicroStrategy and an avid supporter of Bitcoin, is under pressure due to significant losses linked to his aggressive Bitcoin acquisition strategy. The latest data indicates an unrealized loss of $3 billion from purchases made over the past four months.
Michael Saylor's Bitcoin Positions
Between November 2024 and March 2025, MicroStrategy acquired billions of dollars worth of Bitcoin, with purchase costs ranging from $84,000 to over $106,000 on average. The greatest loss was from the purchase of 810,107 BTC at $105,596 each, currently at a 24% drawdown, leading to an unrealized loss of $269 million.
Consequences of Aggressive Buying Strategy
The current market conditions have left MicroStrategy vulnerable, despite Saylor's long-term approach. His heaviest buying period coincided with Bitcoin's peak value, adding significant pressure on the company's finances.
Outlook and Risks for MicroStrategy
The company's financial strain could worsen if Bitcoin doesn't recover to the $90,000-$100,000 range. These losses highlight the potential dangers of employing a DCA strategy during bullish sentiment peaks.
Michael Saylor's aggressive Bitcoin purchasing strategy has led to substantial financial losses for MicroStrategy. If market conditions do not improve, the company's fiscal position may deteriorate further.