Billionaire Crypto Backer Tangles with Skeptic Over Fated Investment

Meet Michael Saylor, a billionaire who built his fortune by selling millions of dollars’ worth of company stock to buy bitcoin. He’s made the bet with a confidence that has raised eyebrows among some investors.

On the other side is Jim Chanos, a renowned financial skeptic and one-time Enron short-seller, known for his contrarian views.

Saylor’s confidence stems from a strong conviction in the long-term value of crypto assets.

Chanos, however, is not convinced, citing concerns about market volatility and regulatory uncertainty.

The stakes are high, with Saylor reportedly holding over $5 billion worth of bitcoin in his personal portfolio.

While their differing opinions are notable, it’s also clear that this feud taps into a broader debate within the financial community.

Source: https://www.washingtonpost.com/business/2025/06/28/michael-saylor-jim-chanos-bitcoin-feud