Did Michael Saylor Change His Mind on Bitcoin?

BY
Ram Lhoyd Sevilla
/
Jul 7, 2026

Strategy Inc., the world’s largest corporate holder of Bitcoin, recently sold 3,588 BTC worth approximately US$216 million—its largest Bitcoin sale to date. For many observers, the move appeared to contradict Executive Chairman Michael Saylor’s long-standing mantra of “never sell your Bitcoin.” But according to the company, the transaction represents not a shift in conviction, but an evolution in how it manages Bitcoin as a corporate treasury asset.

The sale, completed between June 29 and July 5 under a newly authorized Bitcoin Monetization Program, generated net proceeds to fund preferred stock distributions and strengthen the company’s U.S. dollar reserves. Even after the transaction, Strategy continues to hold 843,775 BTC, maintaining its position as the world’s largest corporate Bitcoin holder by a wide margin.

Why Strategy Sold Bitcoin

The company’s latest sale was not driven by a change in its long-term view on Bitcoin, nor was it an attempt to time the market.

Instead, Strategy said the proceeds would be used to fund distributions on its preferred stock—referred to as its Digital Credit securities—and replenish its cash reserves. The transaction was carried out under a board-approved Bitcoin Monetization Program that authorizes up to US$1.25 billion in Bitcoin sales when needed to support the company’s broader capital strategy.

In practical terms, the sale represented less than 0.5% of Strategy’s total Bitcoin holdings.

A Shift in Treasury Strategy

Since first adopting Bitcoin as its primary treasury reserve asset in 2020, Strategy built its reputation around aggressive accumulation. For years, the company rarely sold any of its holdings, reinforcing Michael Saylor’s widely quoted belief that investors should “never sell your Bitcoin.”

That philosophy, however, has gradually evolved at the corporate level.

Rather than treating Bitcoin as an untouchable reserve, Strategy now describes its approach as active treasury management—continuing to accumulate and hold Bitcoin over the long term while allowing limited, tactical sales when they strengthen the company’s balance sheet or support shareholder obligations.

The latest transaction follows a much smaller sale of 32 BTC in May, the company’s first Bitcoin disposition since late 2022.

Following questions about whether the company had abandoned its long-held strategy, Saylor clarified that his personal investment philosophy and Strategy’s corporate treasury policies are not the same.

“I said to you, never sell your Bitcoin. I never said that the company wouldn’t sell its Bitcoin.”

According to Saylor, the advice applies primarily to individual investors. Strategy, as a publicly listed company, has different responsibilities, including managing capital, servicing shareholders, maintaining liquidity, and supporting future fundraising.

He has also noted that the possibility of strategic Bitcoin sales has long been disclosed in the company’s regulatory filings and public communications.

Still the Largest Corporate Bitcoin Holder

Despite the sale, Strategy’s overall position remains largely unchanged.

As of July 6, the company held 843,775 BTC acquired at an average purchase price of approximately US$75,476 per Bitcoin, representing a total cost basis of roughly US$63.7 billion.

The scale of those holdings continues to dwarf those of any other publicly traded company, reinforcing Bitcoin’s role as the cornerstone of Strategy’s balance sheet.

Rather than viewing Bitcoin solely as an asset to accumulate indefinitely, Strategy is increasingly treating it as part of a broader capital management framework—one that balances long-term conviction with the practical needs of operating a public company.

That distinction may become increasingly relevant as more corporations explore Bitcoin treasury strategies. While Strategy remains firmly committed to Bitcoin, its latest move suggests that mature treasury management may involve not only knowing when to buy, but also when limited sales can strengthen the company’s overall financial position without undermining its long-term investment thesis.

Ram Lhoyd Sevilla

A Web3 and technology writer focused on the intersection of blockchain, AI, and macro trends. His works examine how emerging technologies influence policy, markets, and society, particularly in the Philippine context.

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