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Michael Saylor buys more bitcoin than he sells

2026-05-11 08:01

Strategy plans to keep expanding bitcoin holdings while funding dividends

Company plans to keep expanding bitcoin holdings while funding dividends

Strategy plans to grow its bitcoin position even as it periodically sells coins to fund its preferred stock dividend program, company executives said.

Chairman Michael Saylor told analysts the firm expects to buy between 10 and 20 bitcoins for every one it sells, while retaining the option to pay dividends directly from its crypto reserves. The approach is designed to keep the company a net buyer of bitcoin over time.

Large and growing bitcoin portfolio

Strategy currently holds 818,334 bitcoins, worth about $66.2 billion at recent prices. That stash represents roughly 3.9% of bitcoin’s maximum possible supply, a concentration that becomes more significant given the large share held by long-term holders.

Analysts at JPMorgan estimate the company’s bitcoin acquisitions could reach $30 billion in 2026 if its pace of accumulation continues, suggesting it could absorb a substantial portion of newly issued coins and tighten available supply.

Saylor characterized the bitcoin portfolio as a core financial asset that can support several corporate objectives, including dividends, capital allocation, and balance sheet strength.

Dividend funding and capital strategy

On the latest earnings call, Saylor said the company may pause common stock sales and instead use a portion of its bitcoin reserves for dividends, while targeting no net reduction in total holdings over the long term.

Chief Executive Phong Le said any decision to sell bitcoin will hinge on whether it creates more per-share value than issuing equity. He said management evaluates each move based on bitcoin-per-share performance and overall outcomes for existing shareholders.

This framework ties potential bitcoin sales to calculated financing decisions rather than short-term market conditions, making any disposals more likely to be strategic than defensive.

Software and AI business shows renewed growth

Beyond its digital asset strategy, the company reported a rebound in its core software and AI operations. First-quarter 2026 revenue in that division grew 12%, the strongest quarterly increase in a decade.

Le said the firm’s AI platform, Mosaic, builds a structured data layer to improve automation. Management plans to use integrated AI models to replace much of its internal enterprise software over time, a shift aimed at efficiency and margin improvement.

The strengthening operating business provides an additional source of cash flow that is not directly tied to crypto market swings, setting the company apart from vehicles that only hold digital assets.

Market response and stock performance

Strategy’s Nasdaq-listed shares closed at $187.59, up 4.31% on the day of the announcement. The stock has gained 41.7% over the past month but remains 18.9% below its level six months ago.

The shares often trade as a leveraged proxy for bitcoin, with price moves that are typically larger in percentage terms than the underlying asset. The explicit commitment to remain a net accumulator, combined with improving software and AI fundamentals, is emerging as the key driver of the stock’s current trajectory.

Market participants are likely to track two main variables going forward: the company’s ability to sustain growth in its software and AI segment, and its capacity to continue aggressive bitcoin accumulation while selectively using those holdings to fund dividends.


Want to understand Bitcoin’s role in corporate strategy? Explore our guide on Bitcoin’s future in finance and long-term value.

Disclaimer: The content on this page is provided for general informational purposes only and does not represent the views or financial advice of Toobit. We make no guarantees regarding the accuracy or completeness of this information and shall not be held liable for any errors, omissions, or outcomes resulting from its use. Investing in digital assets involves risk; users should independently evaluate their financial situation and the risks involved. For further details, please consult our Terms of Service and Risk Disclosure.

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