It’s troubling times for Michael Saylor’s Strategy, as the company is heavily concentrated on Bitcoin. BTC has slumped to the dangerous level of $59,000, with analysts predicting further decline. On the heels of the downtrend, the latest data from BitcoinTreasuries shows that Michael Saylor’s Strategy is sitting on unrealized losses in BTC worth $14 billion.
As of June 2026, Michael Saylor’s Strategy holds 847,363 Bitcoins. The firm has been scooping up BTC at every price level, with the latest being at $64,000. However, the average buying price from the firm remains at $75,646. This shows that Strategy has entered the red spectrum with its portfolio remaining heavily in the red.
Also Read: Could Ethereum Crash Below $1000 Like In 2022?
The company’s portfolio is now $14 billion in unrealized losses in Bitcoin. The move will test the grit of Michael Saylor and his company, Strategy. This is not the first time that the billionaire has seen BTC crashing in the last five years. He’s seen both the ups and downs equally and remains calm and composed during tough times.
He even said once that “volatility is a gift to the faithful,” indicating that tough times lead to better gains. Michael Saylor’s Strategy is the largest company that holds Bitcoin in its portfolio. The entrepreneur has been bullish on BTC since the time he first purchased it in August 2020. Since then, he’s only spoken highly about the cryptocurrency, appreciating its place in the global financial system.
Will Michael Saylor’s Bitcoin Bet in Strategy Pay Off?


Michael Saylor’s Bitcoin bet in Strategy has paid off multiple times in the bull run. He has tasted both success and loss equally, and that’s the most normal situation in the cryptocurrency market. Yes, Strategy’s portfolio can turn green again when the market recovers and enters the bullish phase. It is only a matter of time for that to happen, and those who hold on can make it big.




