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Michael Saylor says Strategy Bitcoin sale ‘not unlikely’

Reported by Crypto
May 23, 2026· 3 min read
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Key Takeaways
  • • Michael Saylor stated in a Coin Stories podcast interview that Strategy selling Bitcoin before year-end 2026 is "not unlikely," marking a significant softening of his previously absolute "never sell" position.
  • • Strategy holds 818,334 BTC acquired for approximately $61.6 billion at an average cost basis of $75,527 per coin, currently valued at roughly $65 billion, representing the company's primary asset base.
  • • Saylor described Strategy's capital management approach as programmatic and data-driven, explicitly rejecting single-asset-class models (equity-only, credit-only, or Bitcoin-only) in favor of a mixed capital strategy that evaluates liabilities against cash, equity, credit, and Bitcoin.
  • • The company previously raised the possibility of selling Bitcoin to fund dividends during its Q1 earnings call, framing such sales as a mechanism to "inoculate the market" against valuation pressures.
  • • Strategy intends to maintain its preferred share products (STRF, STRD, STRK) as part of its capital structure while prioritizing the retirement of convertible bonds over time.
Summary
Michael Saylor, executive chairman of Strategy, disclosed in a recent Coin Stories podcast interview with Natalie Brunell that the company views a Bitcoin sale before year-end 2026 as "not unlikely"—a marked departure from his historically uncompromising stance against liquidating the firm's digital asset holdings. This statement carries significant weight given Saylor's long-standing public position against any Bitcoin divestiture by Strategy.

The timing of this comment follows Strategy's Q1 2026 earnings call, where Saylor had already signaled flexibility on the issue, mentioning the possibility of selling Bitcoin to fund dividend distributions. During that call, he characterized such sales as capable of "inoculating the market," suggesting a tactical approach rather than a capitulation on the firm's Bitcoin thesis.

Saylor's rationale centers on capital structure optimization. He stated that "any model that we put together that's limited only to equity or only to credit or only to Bitcoin always underperforms," indicating a shift toward programmatic, data-driven capital management that balances liabilities against a portfolio of cash, equity, credit instruments, and Bitcoin holdings. This framework suggests Strategy views Bitcoin sales as one tool among several in managing its balance sheet, rather than as a violation of core strategy.

Strategy's Bitcoin position remains substantial: the company holds 818,334 BTC purchased for approximately $61.6 billion at an average cost of $75,527 per bitcoin. At current valuations around $65 billion, this represents the bulk of Strategy's asset base. Saylor also clarified the company's approach to its preferred share structures, confirming that Strategy does not plan to retire its STRF, STRD, and STRK products, viewing them as functional components of its capital architecture. Convertible bonds, by contrast, remain designated for retirement over time.

The shift in rhetoric reflects mounting pressure on Strategy's balance sheet, evidenced by a $12.54 billion net loss in Q1 2026. Rather than an abandonment of the Bitcoin strategy, Saylor's position suggests a pragmatic reorientation toward capital flexibility as the company matures and faces institutional expectations around dividend returns and liability management.

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Sources

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Crypto Michael Saylor says Strategy Bitcoin sale ‘not unlikely’