Michael Saylor’s Bitcoin Bet Rakes in $21B—Wall Street Still Scratching Their Heads

MicroStrategy’s all-in Bitcoin play just hit a $21 billion profit—while traditional finance scrambles to justify their 2% bond yields.

How Saylor outmaneuvered the skeptics

The CEO turned his enterprise software firm into a crypto juggernaut, stacking satoshis while banks dismissed Bitcoin as a ‘fraud.’ Now, with BTC near all-time highs, his conviction looks borderline prophetic.

Wall Street’s ‘risk management’ in shambles

Meanwhile, institutional portfolios loaded with ‘safe’ assets are getting devoured by inflation. Saylor’s move? A masterclass in asymmetric bets—one that’s forcing CFOs to explain why they’re still parking cash in negative-real-yield instruments.

The punchline? This profit could’ve been yours—if you’d ignored the suits and listened to the guy buying dip after dip.

The company bought its Bitcoin at an average price of around $70,702 per coin. At the time of writing, Bitcoin is trading at around $106,824. That’s why the total value of Strategy’s Bitcoin portfolio has jumped to $63.28 billion. This gives them an unrealized profit of $21.3 billion, a gain of about 51%.

Saylor’s long-term strategy of regularly buying Bitcoin, regardless of the price (known as dollar-cost averaging), is now showing strong results. He has often referred to bitcoin as a long-term store of value and a better alternative to holding cash.

Meanwhile, Strategy’s stock ($MSTR) is trading at $393.24 with a market cap of approximately $107.51 billion. This reflects growing investor confidence in the company’s Bitcoin-focused strategy. The stock is trading at a 1.67x premium to its net asset value (NAV), further underlining the market’s bullish view.

Michael Saylor’s approach, once considered risky, is now being seen as visionary as Bitcoin continues to climb and bring in huge paper profits for the company.

However, not everyone is convinced. Two top Wall Street investors, Jim Chanos and Cliff Asness, are already criticizing Saylor’s Bitcoin strategy. They disagreed with Saylor’s claim that the company’s debt isn’t risky even if Bitcoin crashes. Chanos said the debt must still be repaid, and Asness added that paying with stock won’t work if Bitcoin crashes and the company’s value drops.

Also Read: 91% Chance of Saylor’s Strategy Joining S&P 500 in Q2: Analyst