Bitcoin Plunge Puts MicroStrategy’s Holdings Near Breakeven as Convertible Debt Deadline Approaches

Tyler Cook
6 Min Read

A sharp and fairly sustained drop in the price of Bitcoin has pushed MicroStrategy’s enormous cryptocurrency position to a point where the company is uncomfortably close to breaking even. It’s the sort of moment that puts a spotlight on every part of the firm’s long-term, highly leveraged approach, and perhaps most importantly, on the block of convertible debt that comes due in roughly 18 months. That deadline feels like the real test waiting just around the corner.

Key Takeaways

  • Near Breakeven: MicroStrategy’s total Bitcoin holdings, now over 649,000 BTC, are approaching their average purchase price of about 74,433 dollars per coin.
    • Stock Hit Harder: Shares of MicroStrategy have fallen faster than Bitcoin itself, likely reflecting the company’s leverage and debt obligations.
    • 18-Month Test: A major tranche of convertible senior notes is set to mature in roughly 18 months.
    • Leveraged Strategy: The company financed most of its Bitcoin purchases by issuing equity and debt, increasing its exposure to price swings.

Bitcoin Price Nears Average Purchase Cost

With Bitcoin sliding below 85,000 dollars, MicroStrategy suddenly finds itself watching the market approach its reported average cost basis. The firm’s window of paper profit has narrowed to what feels like a thin line. For a company that has, in many ways, attached its identity to Bitcoin, the idea of slipping into a net loss is more than a chart problem. It becomes a psychological and financial moment of truth.

Michael Saylor, the company’s executive chairman, has been the most vocal advocate for this aggressive buying strategy. He has long argued that MicroStrategy offers shareholders a kind of amplified exposure to Bitcoin, a way to approach it as something closer to a long-term store of value. I think many people understood the logic, at least in broad terms, but few probably expected the ride to be this volatile at every turn.

The Looming Debt Challenge

Perhaps the most important issue isn’t today’s price swings, but the maturity of the company’s convertible debt. MicroStrategy leaned heavily on these low-interest notes to build its Bitcoin position. These instruments allow bondholders to convert their debt into company stock at a predetermined price. That works in the company’s favor only when the stock trades well above that conversion level.

The concern now is practical. If the stock remains depressed, especially if Bitcoin’s price continues to drag it down, bondholders will almost certainly choose a cash redemption when the notes mature. That would require MicroStrategy to tap its cash reserves, and if that isn’t enough, it could be forced to sell part of its Bitcoin holdings. The company has long suggested it has no intention of selling, but debt maturity dates tend to be less flexible than narratives.

Core Business and Volatility

MicroStrategy’s stock has often traded with a noticeable premium relative to the value of its Bitcoin holdings. When Bitcoin weakens, that premium can evaporate surprisingly fast. The underlying software business does still produce some cash flow, although its revenue growth has faced challenges. Still, it’s clear that the company’s valuation now leans heavily on its Bitcoin position.

That link means MicroStrategy’s stock often moves more dramatically than Bitcoin itself. It’s an amplified relationship, one the company intentionally created, but it also means investors have to grapple with swings that can feel a bit sharper than expected. And as the countdown to that 18-month debt deadline continues, the volatility may feel even more significant than usual.

Q: What is MicroStrategy’s average price for its Bitcoin holdings?

A: MicroStrategy’s reported average purchase price for its entire Bitcoin stack is approximately $74,433 per Bitcoin, inclusive of fees and expenses.

Q: How does convertible debt work for MicroStrategy?

A: MicroStrategy issues low-interest convertible senior notes to raise cash for Bitcoin purchases. Bondholders can either redeem the notes for cash upon maturity or convert them into shares of MSTR stock if the stock price is sufficiently high.

Q: Who is Michael Saylor?

A: Michael Saylor is the co-founder and executive chairman of MicroStrategy. He is the chief architect and public face of the company’s strategy to make Bitcoin its primary treasury reserve asset.

Q: Why is the 18-month timeline important for MicroStrategy?

A: The 18-month timeline points to the maturity of a large segment of MicroStrategy’s convertible debt. If the Bitcoin price and MSTR stock price are low at that time, the company will face a major cash outlay to repay the notes.

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