When Bitcoin prices turned against Michael Saylor, he quietly pivoted to risky financial gambit

When Bitcoin prices turned against Michael Saylor, he quietly pivoted to risky financial gambit

Fortune general

Key Points:

  • Since Q2 2020, Strategy's Class A shares outstanding increased 313%, far exceeding dilution levels of comparable large U.S. companies like Wayfair and Twilio.
  • Strategy's model focused on increasing Bitcoin per share (BPS) by issuing equity at rising stock prices to buy more Bitcoin, creating a temporary "accretion" effect that boosted BPS significantly.
  • After peaking in 2025, Strategy's stock price plummeted 72%, outpacing Bitcoin's 51% decline, causing the dilution strategy to fail and reducing the BPS ratio when selling shares.
  • To counteract dilution, Strategy shifted to issuing preferred stock, raising $7 billion in 2025, which helped maintain B

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