Schiff vs. Saylor heats up again: Is Strategy’s Bitcoin bet finally cracking?

The long-running clash between gold advocate Peter Schiff and Bitcoin [BTC] supporter Michael Saylor flared up again as Bitcoin struggled to gain momentum.

Schiff criticized Strategy’s massive Bitcoin strategy, arguing that the company’s $54 billion investment has delivered little real progress.

With Bitcoin trading close to Strategy’s average purchase price of around $76,000, Schiff questioned Saylor’s claims about Bitcoin being the world’s best-performing asset.

Schiff vs. Saylor

Schiff pointed out that, based on current prices, the company is sitting on an unrealized loss of about 3%. He scoffed,

“I’m sure the losses over the next five years will be much greater!”

This debate reflects two very different views on investing.

Saylor sees Bitcoin as long-term protection against inflation and currency weakness. Schiff, on the other hand, believes Strategy’s flat returns show that Bitcoin is a risky and unproductive bet.

The community stands in support of Saylor

However, many came in support of Saylor, as noted by an X user, who noted, 

“Schiff’s framing ignores timing and liquidity. MSTR’s BTC entry spans multiple cycles — judging it mid macro drawdown is cherry-picking.

The user explains that this isn’t a flaw in Bitcoin’s technology.

Instead, it reflects a tougher economic environment, where shrinking dollar liquidity and falling stock markets are forcing investors to reduce risk across all assets.

However, Schiff remained firm in his stance and added, 

“Bitcoin doesn’t have a long enough history to make that conclusion.”

Market trends

This remark comes at a time when Saylor’s firm recently reported an unrealized loss of more than $900 million.

Strategy’s MSTR stock was also struggling, trading around $133.26, down 6.40%, while Bitcoin has fallen 2.56% in the past 24 hours to about $76,119. 

Yet, despite these downtrends, Strategy remains the largest corporate holder of Bitcoin in the world, with more than 713,500 BTC.

Well, this isn’t the first time, as in the past, too, Schiff has accused Strategy’s approach of being unsustainable and predicted bankruptcy.

“Regardless of what happens to Bitcoin, I believe $MSTR will eventually go bankrupt. Let’s go!”

Now, whether this is just a short-term setback or the beginning of deeper trouble remains uncertain.

But as the gap between the company’s stock price and its Bitcoin buying cost narrows, the risks are becoming harder to ignore.

Final Thoughts

• Strategy’s massive Bitcoin exposure continues to attract both strong supporters and vocal critics.
• Current losses reflect market cycles, not necessarily flaws in Bitcoin’s long-term value proposition.