Questions are growing about how Strategy, the company formerly known as MicroStrategy, plans to manage its growing financial obligations while continuing to hold one of the world’s largest Bitcoin reserves.
Zach Pandl, Head of Research at Grayscale, recently suggested that selling a larger portion of the company’s Bitcoin holdings could help restore investor confidence more effectively than increasing dividend payments on its preferred stock.
According to Pandl, raising the dividend rate on Strategy’s STRC preferred shares by 50 basis points would add roughly $100 million in extra dividend obligations over the next two years. While that might attract investors in the short term, he believes it would do little to solve concerns about the company’s future cash needs.
Instead, Pandl argues that a Bitcoin sale worth more than $3 billion could provide a clearer solution. Such a move could generate enough cash to cover most of Strategy’s expected obligations over the next two years and reassure investors that the company has a solid plan for meeting its commitments.
The discussion is centered on STRC, Strategy’s variable-rate preferred stock. The product was designed to trade around $100 per share and currently offers an annual dividend yield of 11.5%. However, the stock has recently traded below that level, raising concerns about investor confidence and the sustainability of the company’s financing model.
Investor attention increased earlier this year when Strategy sold 32 Bitcoin for approximately $2.5 million. While the sale was very small compared to the company’s total Bitcoin holdings, it was notable because it marked the company’s first reported Bitcoin sale since late 2022.
For years, Strategy built its reputation on continuously buying and holding Bitcoin. Even a small sale led some investors to wonder whether the company might eventually need to sell more Bitcoin if funding costs continue to rise.
Additional concerns emerged when STRC’s price dropped as low as $82.50, pushing its effective yield to around 13.2%. Higher yields often indicate that investors are demanding greater returns because they see more risk.
Analysts have estimated that Strategy’s annual dividend obligations related to STRC have reached about $1.2 billion. At the same time, estimates suggest the company’s cash reserves could cover those obligations for only around 14 months if current conditions remain unchanged.
This is why the idea of a larger Bitcoin sale has gained attention. Supporters believe it could strengthen the company’s cash position, reduce pressure on future financing, and provide greater certainty about its ability to meet dividend payments.
Despite these concerns, Strategy continues to expand its Bitcoin holdings. Recent reports indicate the company purchased an additional 520 Bitcoin for approximately $34.9 million, increasing its total holdings to 847,363 Bitcoin. The company also reportedly added around $300 million to its cash reserves, showing that it is still actively using capital markets to support both its Bitcoin strategy and financial obligations.
For now, investors are closely watching STRC’s market price. If the preferred stock continues trading below its target level of $100, Strategy could face increasing pressure to raise more cash, adjust dividend payments, or sell additional Bitcoin to strengthen its financial position.
The coming months may determine whether the company can maintain its Bitcoin-focused strategy while also meeting the growing demands of its investors and preferred shareholders.







