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26 May, 2026 / News / AI / Tags: bitcoin, saylor, strategy, debt, preferred

Strategy, led by Michael Saylor, reported strong year-to-date results including a 13.3% BTC yield after repurchasing $1.5 billion in convertible notes at a discount and expanding its Bitcoin holdings to 843,738 BTC, even as market observers debate seasonal risks and long-term sustainability
Strategy has posted solid results so far this year through its Bitcoin-focused treasury approach. The company achieved a 13.3% Bitcoin Yield year-to-date as of late May 2026. This figure reflects gains from both asset appreciation and strategic capital management moves.
The firm now holds 843,738 Bitcoin, acquired at an average price of roughly $75,700 per coin for a total cost basis around $63.87 billion. These holdings contributed to a BTC Gain of 89,378 Bitcoin, equivalent to approximately $6.8 billion in value.
One of the standout actions was Strategy's repurchase of $1.5 billion in notes at an 8% discount to par value. This move not only lowered future obligations but also freed up flexibility in the company's capital structure. The transaction was funded through existing cash reserves and proceeds from at-the-market sales of common stock and preferred shares.
Following the buyback, Strategy maintains $15.5 billion in aggregate notional preferred stock outstanding and a USD cash reserve of $871 million. Company executives indicated plans to rebuild reserves based on market conditions while prioritizing credit quality for their digital securities.
Michael Saylor has maintained a consistently bullish stance on Bitcoin. In recent comments, he stated that he expects the Bitcoin price to "go up forever." This view underpins Strategy's decision to continue accumulating Bitcoin rather than selling during periods of volatility.
Saylor also expressed anticipation for "Bitcoin Summer," acknowledging the seasonal patterns but focusing on long-term trends. This comes despite analyst warnings about potential summer weakness in cryptocurrency markets, with historical data showing lower average returns between May and September.
During a live Q&A session, Saylor addressed speculation about possible Bitcoin sales, explaining that the company evaluates multiple funding tools including equity sales, credit issuance, cash usage, and selective asset sales. He emphasized the goal of increasing Bitcoin per share for common shareholders over time.
Despite the positive operational updates, Strategy's stock experienced a decline of around 3% following the debt repurchase announcement. The shares have faced pressure over the past year amid broader cryptocurrency market fluctuations.
At current levels, Strategy trades at a discount to the net asset value of its Bitcoin holdings. Bitcoin itself was trading near $76,500 at the time of the latest reports, showing modest daily movements amid geopolitical developments including U.S. actions in Iran.
While Strategy's model has delivered measurable Bitcoin yield this year, questions remain about its sustainability. Critics point to the complexity of the capital structure involving preferred dividends and potential need for asset sales. Peter Schiff, a known Bitcoin skeptic, questioned the company's cash position and future funding needs.
Saylor and CEO Phong Le have defended the approach, describing their preferred stock product (STRC) as a flagship security and part of a broader digital transformation of credit markets. They maintain that the breakeven rate for Bitcoin appreciation remains low, around 2.3% annually, allowing room for growth even in moderate market conditions.









