Will Strategy Have to Sell Part of Its Bitcoin Stack?

Picture showing buy and sell buttons, symbolizing Strategy's choice to possibly sell Bitcoin

Michael Saylor has long stood at the frontlines of Bitcoin advocacy, cementing Strategy (formerly MicroStrategy) as one of the most prominent institutional champions of the asset. With over 528,000 bitcoins sitting in its reserves, Strategy became a cornerstone of market confidence. But recently, cracks have started appearing in that seemingly unshakable foundation:

Fragment of Form 8-K submitted by Strategy
Source: Form 8-K

Strategy’s Bitcoin Holdings Under Pressure

A recent SEC filing suggests that the company may, under certain conditions, be forced to offload some of its Bitcoin holdings – marking a possible break from Saylor’s highly publicized “never sell” promise. While this development hasn’t yet triggered immediate consequences, it has sparked a fresh round of scrutiny over the sustainability of such large-scale crypto hoarding in volatile times. The filing states:

A significant decrease in the market value of our bitcoin holdings could adversely affect our ability to satisfy our financial obligations”

The company also noted that any forced sale would likely occur at prices below its cost basis:

“We may be required to make such sales at prices below our cost basis or that are otherwise unfavorable”

Similar disclaimers have appeared in previous quarterly filings. However, the tone of recent commentary, coupled with a backdrop of sharp losses and a heavy debt load, has added weight to those words.

Chart showing Bitcoin holdings of Strategy
Source: Bitcoin Treasuries

Strategy is currently holding approximately 528,185 bitcoins. They were acquired at an average cost of $67,458 each, amounting to over $35 billion. As prices slipped, the unrealized losses began to stack up. In their latest quarterly disclosure, Strategy revealed a staggering $5.91 billion in unrealized losses tied to Bitcoin.

What’s Forcing the Sell-Off Call?

The real problem isn’t that Bitcoin has dipped. The issue lies in Strategy’s ability to remain financially flexible while carrying so much digital weight on its books. The firm is saddled with $8.22 billion in debt and owes $35.1 million annually in interest payments. If Bitcoin prices slide further or financing dries up, Strategy may find itself backed into a corner.

One part of the challenge stems from Strategy’s use of Bitcoin as collateral for previous loans. If prices fall too far, lenders may issue margin calls, forcing the company to liquidate some holdings. While these potential triggers would be addressed in private loan agreements rather than general filings, the threat still looms.

Meanwhile, the company’s non-Bitcoin business units are not generating significant revenue. This increases the risk that Bitcoin might be called upon not as a growth engine but as a safety net. It’s a sharp shift from the narrative that positioned Bitcoin as the firm’s financial lifeblood, not its last resort.

This Doesn’t Change the Sentiment

Michael Saylor has long maintained that Bitcoin is a superior store of value. He’s spoken passionately about holding through all market cycles. Yet even the most loyal supporters recognize that financial statements don’t lie. The huge losses, combined with a shrinking window for favorable financing, cast doubt on whether Strategy can avoid liquidating assets in the short term:

“We may be required to sell bitcoin to satisfy our financial obligations”

However, the company stressed that any such action would be driven by short-term financial pressures. The broader sentiment is still shaped by Saylor’s image as the unwavering Bitcoin bull.

Even if Strategy sells some of its Bitcoins, that doesn’t necessarily mean the company is turning its back. In fact, forced selling wouldn’t be a sign of strategic retreat. Rather, it would be a tactical move – an unfortunate necessity under tough financial conditions. The long-term outlook may still be bullish, but the near-term picture looks clouded.

If Bitcoin’s price slides again or if financing conditions tighten, Strategy could find itself making decisions that go against its public image – even if temporarily.

Read also: What If MicroStrategy Sold All Their Bitcoins?

Kashif Saleem

Kashif Saleem