Michael Saylor Discusses AI's Role in Raising $15 Billion for Bitcoin Strategy

Michael Saylor, executive chairman of Strategy, has disclosed that the company utilized artificial intelligence to create a new class of preferred stocks, enabling it to raise approximately $15 billion to support its Bitcoin strategy. During an appearance on The Diary of a CEO podcast, Saylor explained that the initiative was launched after traditional financing methods, such as common-stock sales and convertible bonds, became increasingly difficult to scale.

In early 2025, Strategy sought innovative ways to finance Bitcoin acquisitions, having already become a major player in the issuance of convertible bonds and common stock. To address the limitations of these financing channels, Saylor turned to AI for assistance in structuring a new type of security. This led to the development of STRK, a convertible preferred stock, and later a variable-rate preferred stock designed to maintain stability around its $100 stated value.

Saylor noted that conventional financial advisors were skeptical of the new structure, but AI provided the necessary insights to navigate existing securities regulations. The result was the successful issuance of approximately $10.5 billion in STRC, along with an additional $4 billion through related products, culminating in a total of $15 billion raised.

Strategy's innovative approach illustrates a novel application of generative AI in corporate finance, focusing on security structuring rather than traditional asset trading or price forecasting. As the largest corporate holder of Bitcoin, with over 840,000 BTC, Strategy's financial maneuvers are closely watched by market participants.