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Bitcoin Sinks Below $66K, Strategy Sells BTC for First Time in Years

Bitcoin Sinks Below $66K, Strategy Sells BTC for First Time in Years

Bitcoin tumbled to $65,404 on Wednesday, triggering $1.8 billion in forced liquidations, as a weekend bounce to $73,400 evaporated and a once-unshakeable buyer suddenly turned seller. Strategy — the company formerly known as MicroStrategy — sold 32 bitcoin for $2.5 million to fund cash distributions and dividends on its perpetual preferred stock. It's the first time in years the firm has publicly reduced its holdings, and the timing couldn't be worse: spot bitcoin ETFs have bled more than $4 billion over the trailing four weeks, the most aggressive redemption cycle since the products launched.

Strategy's sell-off shakes a core narrative

For most of this cycle, Strategy has been crypto's most visible institutional accumulator, buying bitcoin almost weekly and holding over 200,000 BTC. That perception — that the company is a permanent, non-selling buyer — helped anchor sentiment above $70,000. But this week's sale, however small relative to its total stack, cracks that story. Jeff Dorman, chief investment officer at Arca, noted that the idea of Strategy as a permanent buyer is now under strain. Some market observers suspect the company could make more sales to actively manage its balance sheet, especially as its preferred stock program carries dividend obligations.

ETF exodus and a shifting macro backdrop

The $4 billion outflow from spot bitcoin ETFs over four weeks signals a deeper rotation. Institutional allocators are moving capital into artificial intelligence plays, a trend that's pulling money out of crypto funds. The drop below $70,000 happened at a vulnerable moment: the corporate treasury narrative was already wobbling, and geopolitical pressures added weight. Tensions around the Strait of Hormuz and Iran's denial of nuclear talks weighed on risk assets broadly. April core PCE inflation matched expectations at 3.3% year-over-year, but that didn't calm nerves. A brief easing came when President Trump suggested the U.S. would lift a naval blockade, but the relief didn't stick.

Options market braces for a deeper reset

Options positioning shows demand building around the $60,000 and $50,000 strikes, suggesting investors are preparing for a further slide. The weekend spike toward $73,400 failed to attract meaningful spot volume, and the recovery narrative collapsed almost as quickly as it appeared. With the corporate treasury story in question and ETF outflows accelerating, the market is now pricing in a real chance of revisiting levels not seen since early 2026.

The big unresolved question: Will Strategy sell again? The company hasn't signaled a shift in long-term strategy, but the dividend pressure is real. Another sale, even a small one, could deepen the selloff. For now, the market is watching a former ally become a potential seller — and that changes the math.