In a recent discussion, Michael Saylor, the executive chairman of Strategy, underscored the company’s long-term objectives regarding Bitcoin management. He revealed that the primary goal is not merely to acquire more Bitcoin, but to enhance Bitcoin exposure for shareholders on a per-share basis, with a seven-year timeline for achieving this target.
During the conversation, Strategy CEO Phong Le noted that selling some Bitcoin at or near the company’s cost basis could help mitigate any significant tax consequences for investors in the company’s preferred stock, STRC. Currently, Strategy boasts an impressive portfolio of nearly 850,000 Bitcoin, valued at over $65 billion, establishing it as the largest corporate holder of Bitcoin globally.
Saylor explained in an interview that the consideration of selling some Bitcoin comes from the understanding that any financial model limited to equity, credit, or solely Bitcoin tends to underperform. He indicated that there is a realistic possibility of selling Bitcoin in the near future, saying, “I think it’s not unlikely that we’ll sell some bitcoin between now and the end of the year.” This sentiment aligns with prior comments made during the company’s first quarter earnings call, where Saylor hinted at the strategic rationale for considering Bitcoin sales as part of their financial maneuvering.
During the morning trading session, MSTR’s stock dropped by 2.75%, coinciding with a slight decrease in Bitcoin’s price below the $77,000 mark. Investor sentiment around both the stock and Bitcoin reflected a ‘bearish’ outlook, with Stocktwits discussions indicating lower enthusiasm for MSTR while maintaining normal engagement levels for Bitcoin.
Le reassured investors that selling Bitcoin wouldn’t adversely affect the tax treatment of the STRC preferred stock. “Won’t change anything in terms of tax of STRC,” he stated, emphasizing that selling Bitcoin at its cost basis would not incur tax liabilities.
In addition to their Bitcoin strategies, Saylor and Le expressed admiration for Strive (ASST), which recently began offering daily dividends on its preferred stock. They indicated an intention to explore increasing the frequency of dividends for STRC, with semi-monthly payments currently being voted on. Saylor mentioned that if there’s sufficient demand for daily dividends from MSTR shareholders, the company would consider adopting that schedule.
As Strategy navigates its future financial strategies and seeks to maximize shareholder value through innovative approaches, both Saylor and Le remain optimistic about their market position and the potential for enhanced dividend offerings in response to shareholder interest.


