Strategy Executive Chairman Michael Saylor has revealed that the company used ChatGPT to design a novel preferred stock structure that unlocked $15 billion in capital for its Bitcoin acquisition strategy, while a fresh cryptic post now teases a potential buying move.
Speaking on The Diary of a CEO podcast, Saylor explained that by early 2025 the firm’s traditional financing channels — common-stock sales and convertible bonds — were hitting scalability limits. “I used AI to make $15 billion last year,” Saylor said, referring to securities proceeds. The company leaned on an AI system, later confirmed as ChatGPT, to explore the design of new credit instruments. The result was STRK, a convertible preferred stock, and more importantly STRC, a variable‑rate preferred stock whose dividend adjusts with market conditions. Strategy raised roughly $2.5 billion in the initial STRC offering and later an additional $8 billion through subsequent issuance, bringing that single instrument’s total to about $10.5 billion. Combined with roughly $4 billion from other preferred securities, the company raised about $15 billion for its Bitcoin treasury.
Meanwhile, Saylor posted a “Doing Business” chart from StrategyTracker.com on X, a pattern he has used around significant treasury activity. The post comes as Strategy holds 842,138 BTC (worth ~$54.66 billion) and a $4 billion cash position, giving it flexibility for new purchases. The company last bought Bitcoin directly in June and recently sold 1,638 BTC for $105 million to fund STRC buybacks and dividends. Its average BTC acquisition price of about $75,653 puts the current holdings at an unrealized loss of roughly $9.05 billion, but lower prices could allow the company to reduce its average cost through further accumulation. While no purchase has been confirmed, the market is watching closely.