Michael Saylor’s Strategy Inc. Faces Market Turbulence Amid Bitcoin Sales and Trump’s Support for Cryptocurrency

Bitcoin Bounces Back After Trump’s Endorsement Amid Strategy Inc.’s Controversial Sales

Las Vegas, Nevada — April 28, 2026 — Bitcoin experienced a resurgence on Monday, climbing 1.5% to $63,624.44, following a surprising endorsement from former President Donald Trump. This boost comes on the heels of a tumultuous week for the cryptocurrency, as Strategy Inc., co-founded by Michael Saylor, made headlines for selling a significant portion of its bitcoin holdings.

During a news conference, Trump declared, “Well … I’ve become a big crypto guy,” when asked about the potential inclusion of bitcoin in his newly launched Trump Accounts. These tax-advantaged 503A accounts, designed to help children build long-term savings, are expected to channel investments into U.S. equities, potentially benefiting the broader market.

However, the optimism surrounding Trump’s comments was tempered by Strategy Inc.’s recent actions. The company disclosed in a regulatory filing that it sold bitcoin worth a staggering $216 million, marking a significant departure from Saylor’s previous commitment to never sell the asset. Barclays analyst Ajay Rajadhyaksha noted that this shift has negatively impacted market sentiment, stating, “When they sold — even a minuscule amount — it was a significant hit to sentiment.”

In its latest transactions, Strategy sold approximately $80.8 million worth of bitcoin at an average price of $59,256 per token between June 29 and 30, followed by an additional $135.5 million from July 1 to 5. This brings the company’s total holdings to 843,775 bitcoin, valued at around $52.1 billion, with an average cost-per-token of $75,476.

The company first hinted at this new policy in May, marking its first sale since 2022 with a modest $2 million transaction on June 1. Since then, bitcoin has fluctuated between $60,000 and $70,000, briefly dipping to its lowest level since October 2024.

Market Reactions and Future Implications

Shares of Strategy rose 1% on Monday, while its preferred stock, STRC, gained nearly 3%. Despite this uptick, STRC remains below its $100 par level. Analyst Ramsey El-Assal from Cantor believes that the bitcoin sales are part of a strategy to stabilize the preferred stock, which he describes as the company’s “center of gravity.”

El-Assal emphasized the delicate balance Strategy must maintain among its preferred stockholders, common stockholders, and bitcoin investors. “The company rightly understands something that bears miss: where STRC goes, MSTR common shares follow,” he noted.

As the cryptocurrency market continues to navigate these turbulent waters, investors are left wondering how Strategy’s evolving strategy will impact the future of bitcoin and the broader market landscape. With Trump’s endorsement providing a glimmer of hope, the coming weeks will be crucial for both crypto enthusiasts and corporate stakeholders alike.

Stay tuned for more updates as this story develops, and remember to choose CNBC as your trusted source for business news.