Understanding Michael Saylor's Approach to Bitcoin Investment

By Patricia Miller

May 07, 2026

2 min read

Michael Saylor advocates for buying more Bitcoin than selling, indicating a strategic shift for Strategy Inc. following recent earnings announcements.

#What Should Investors Consider About Michael Saylor's Bitcoin Strategy?

Michael Saylor, the executive chairman of Strategy Inc., recently shared a compelling summary on social media, clearly advising investors to buy more Bitcoin than they sell. This simple statement comes following an earnings call where he discussed a strategic shift in how his firm may approach its Bitcoin holdings. While Strategy has a history of stating its intention to maintain a strong Bitcoin position, Saylor indicated the company may consider selling portions of its Bitcoin to address annual dividend payments on its preferred stock instrument, STRC. This marks a notable change for a firm that had, until recently, built its reputation on a commitment to never sell any Bitcoin.

Strategy holds a substantial amount of Bitcoin, totaling around 818,334 coins with a current value estimated at $64 billion. Over a six-year period, the company amassed this position by leveraging various equity and debt instruments to continually fund its Bitcoin purchases.

#How Does the STRC Dividend Structure Work?

In July 2025, Strategy introduced its variable-rate perpetual preferred stock, known as STRC. The dividends associated with this stock have reached approximately $1.2 billion per year, with an annualized rate hovering around 11.5%. During the earnings call, Saylor presented a rationale for how the company's Bitcoin could potentially fund these dividend payments. The core idea hinges on Bitcoin’s appreciation outpacing a modest 2.3% annually. Should Bitcoin achieve higher growth, Strategy would be well-positioned; it could sell small portions of its holdings to meet dividend obligations while still increasing its overall Bitcoin inventory. This approach rests on the assumption that ongoing STRC issuances could facilitate continued investments in Bitcoin, leading to long-term asset growth.

#What Impact Did This Have on Market Sentiment?

Following the earnings announcements, there was a slight dip in Strategy’s stock, with a reduction of about 4% in after-hours trading. In contrast, Bitcoin prices remained relatively stable at around $82,000. However, Strategy reported a net loss of $12.5 billion in the first quarter of 2026, largely due to unrealized losses in its Bitcoin portfolio, which had valuations affected by fluctuations in market prices. Notably, Bitcoin experienced a decline to approximately $62,000 in March before bouncing back to the low $80,000s by early May. While these losses reflect accounting changes rather than actual cash losses, they certainly create challenging headlines amid discussions of potential Bitcoin sales.

Investors contemplating the implications of Saylor’s strategy should weigh the potential for enhanced long-term Bitcoin holdings against the current market conditions and volatility. Understanding these dynamics can provide critical insights into how companies like Strategy Inc. navigate the ever-evolving landscape of cryptocurrency investments.

Important Notice And Disclaimer

This article does not provide any financial advice and is not a recommendation to deal in any securities or product. Investments may fall in value and an investor may lose some or all of their investment. Past performance is not an indicator of future performance.