Saylor’s Bitcoin holdings underwater as price dips below $76,000: Market impact?

MicroStrategy Underwater: The $76,037 Threshold Has Broken

The crypto market is holding its breath. For the first time since the beginning of its massive accumulation campaign, the price of Bitcoin has fallen below MicroStrategy’s average cost basis, estimated at precisely $76,037 per coin. With the current price hovering around $78,000 (at the time of writing), every satoshi held by the company is approaching the red zone.

This shift is far from trivial. MicroStrategy holds a war chest of 712,647 BTC. Even a minimal drop below the average purchase price immediately translates into hundreds of millions of dollars in unrealized losses on the balance sheet. For outside observers and traditional media, this is often the signal of an imminent capitulation. Yet the technical reality is quite different.

The recent price drop can be explained by a complex macroeconomic cocktail and reduced weekend liquidity, exacerbating bearish movements. But this move “underwater” is primarily symbolic for Saylor. The real question isn’t whether he’s losing money today, but whether he can hold his position tomorrow. And the answer lies in the structure of his debt.

Why the “Panic Button” Won’t Be Activated

Unlike retail traders using excessive leverage on Binance or Bybit, Michael Saylor doesn’t face the dreaded margin call. This is the crucial point that many overlook. All 712,647 BTC held by MicroStrategy are unencumbered. This means they don’t serve as collateral for a loan that could be automatically liquidated if the price collapses.

MicroStrategy’s financing strategy relies on convertible debt and senior notes, with distant maturity dates (most aren’t due until 2027 or 2028). In short, as long as the company can pay the interest on its debt (which is relatively low thanks to rates negotiated during issuances), it has no legal or financial obligation to sell a single Bitcoin, even if the price dropped to $20,000.

Saylor has built a fortress designed to withstand the extreme volatility of the crypto market. He has often repeated that volatility is the price to pay for performance. Thus, seeing his portfolio temporarily turn red is part of the “stress test” that the company is prepared to endure. There will be no forced selling, which eliminates a major risk of cascading liquidations for the broader market.

The Real Danger: The End of the “Infinite Strategy”?

While the risk of selling is virtually zero, there exists another problem, more subtle but potentially more impactful for Bitcoin’s bullish dynamics. Until now, MicroStrategy benefited from a virtuous circle: MSTR stock traded at a premium relative to the value of its Bitcoin holdings (NAV). This allowed the company to issue new shares (via ATM offerings – At The Market) to raise cash and buy even more Bitcoin, thus supporting the price.

However, with the recent drop, this mechanism is breaking down. MSTR stock now trades at a discount relative to its BTC holdings. Immediate consequence: MicroStrategy can no longer issue shares without massively diluting its existing shareholders. The company therefore loses its ability to act as a constant marginal buyer in the market.

This is where the real bearish impact lies. It’s not that Saylor will sell, it’s that he can no longer buy at the same frantic pace as before to support prices. The market loses one of its largest natural bids (buyers), leaving the field open for short sellers to test lower support levels.

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