MicroStrategy’s recent disclosure of selling 32 bitcoin in May has rekindled discussions reminiscent of its first sale in December 2022. Both incidents sparked debates about the company’s commitment to its long-standing bitcoin accumulation strategy and prompted scrutiny regarding its financial health. Historically, such sales are significant for a company that holds the title of the world’s largest corporate bitcoin holder.
The December 2022 sale occurred during one of the most challenging periods for cryptocurrencies, marked by the collapse of the FTX exchange and the broader “crypto winter,” which saw bitcoin plummeting from nearly $69,000 to below $16,000 within a year. During this tumultuous time, MicroStrategy, then known as MicroStrategy, sold 704 BTC for approximately $11.8 million, aiming to harvest tax losses to offset future gains. Immediately after, the company purchased 810 BTC, ultimately increasing its overall bitcoin holdings.
Critics quickly questioned the implications of the sale. Prominent gold advocate Peter Schiff suggested that the sale highlighted potential weaknesses in Michael Saylor’s commitment to bitcoin, hinting that it could signal a broader shift towards liquidation. At that time, MicroStrategy’s shares were down 90% from their peak in February 2021, leading many to interpret the sale as a precursor to dire financial straits.
However, the subsequent rise of bitcoin prices and MicroStrategy’s expanded holdings changed the narrative. Instead of marking the beginning of a selling phase, the December 2022 transaction occurred near the market’s bottom. The company’s inventory surged from approximately 132,500 BTC at the end of 2022 to over 843,000 BTC in the present.
Yet, this recent sale shouldn’t be dismissed as insignificant due to the changes within the company’s structural approach. The MicroStrategy of 2022 operated primarily as a leveraged bitcoin holder, whereas the company now manages a more complex financial arsenal, including convertible debt, equity issuance programs, and various preferred-stock offerings aimed at attracting diverse investors.
With the sale of 32 BTC, valued at about $2.5 million, comprising less than 0.004% of its total holdings, it might appear inconsequential. Nevertheless, it does reflect a significant shift in strategy: the idea of selling bitcoin is no longer off the table. Following this second sale, Schiff noted that if MicroStrategy halts its bitcoin acquisitions, it could pose challenges for the broader cryptocurrency market.
Despite ongoing concerns, MicroStrategy remains committed to buying bitcoin and actively raises capital to fuel its purchases. The focal point of discussion has evolved; it’s no longer about whether the company will sell bitcoin but rather whether such sales will remain infrequent or become a standard aspect of its sophisticated financial maneuvers.



