Strategy Plans Major Debt Buyback with Possible Bitcoin Sales

Strategy plans a $1.5 billion note buyback while considering Bitcoin sales, as investors closely watch its growing crypto holdings.

Strategy announced a large financial move involving its convertible notes and Bitcoin holdings. The company intends to redeem approximately $1.5 billion of 0% Convertible Senior Notes maturing in 2029. Strategy will use cash in privately negotiated transactions to spend almost $1.38 billion, according to an 8-K filing.

The company stated it could raise money from multiple sources for the transaction. These sources include existing cash reserves, ATM equity sales, and possible Bitcoin sales. Moreover, Strategy Chairman Michael Saylor shared the update on X through his official account.

Strategy has emerged as one of the world’s biggest corporate Bitcoin holders. Therefore, any decision involving Bitcoin sales often attracts attention from investors and the crypto market.

Strategy Continues Expanding Massive Bitcoin Holdings

Recently, Strategy acquired 535 BTC for almost $43 million. During the latest purchase, the company paid an average price of approximately $80,340 per Bitcoin. This led to Strategy’s total Bitcoin holdings reaching 818,869 BTC by May 10, 2026.

In addition, the company said it had achieved a Bitcoin yield of 9.4% for 2026. The growth rate of its Bitcoin investment strategy for the year. Under Michael Saylor’s leadership, Strategy has pursued an aggressive Bitcoin-buying strategy for several years.

Related Reading: Michael Saylor Explains When Strategy Sells BTC 

Bitcoin also saw activity on the latest trading session. As of May 15, 2026, Bitcoin traded near $79,505. The cryptocurrency has been trading in a range of $79,254 to $82,022 over the past 24 hours. In the meantime, Bitcoin’s market cap climbed to almost $1.62 trillion.

Overall, the crypto market saw robust trading volume. The trading volume of Bitcoin was approximately $44.76 billion in the last 24 hours. Bitcoin’s volatility makes it a popular choice for investors who are keeping an eye on major corporate transactions and how they might affect the market.

The latest filing from Strategy did not specify if the sales of Bitcoin will occur. The company, however, made it clear that Bitcoin is one of the possible funding sources. As a result, traders are now looking for more attention to be paid to Strategy’s future announcements.

Strategy Keeps Position Among Top Corporate Bitcoin Holders

Convertible notes are a type of debt that investors can later convert into company shares. In this instance, Strategy desires to buy back those notes prior to their maturity date of 2029. The transaction could help the company better manage its future financial obligations.

Meanwhile, Strategy remains bullish on Bitcoin despite the market volatility. The company has repeatedly increased its Bitcoin holdings during price swings over recent years. As a result, many crypto investors are keenly interested in Strategy’s financial moves and Bitcoin acquisitions.

Michael Saylor has also been one of Bitcoin’s most vocal advocates. He is also known to update the public and his followers on the company’s Bitcoin strategy through social media posts and public interviews. His latest post confirmed that Strategy could employ multiple approaches to execute the big repurchase.

The crypto market will be closely watching Strategy’s next moves. If a large Bitcoin seller is selling a significant amount of Bitcoin, it could cause a temporary shift in market sentiment. However, the company still holds one of the biggest corporate Bitcoin reserves globally.

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