MicroStrategy’s bold Bitcoin strategy is under the spotlight again, and this time, concerns are rising over its financial stability. The company, led by Michael Saylor, has been aggressively buying Bitcoin for years. But now, with billions in debt and stock dilution becoming a growing issue, many are asking, Can MicroStrategy keep up?
Rising Debt and Liquidity Concerns
Recently, MicroStrategy introduced a new stock offering called STRF, or “Strife,” aimed at raising funds. While the company says this move is to support its Bitcoin strategy, critics believe it signals financial stress.
Strategy today announced the launch of $STRF ("Strife"), a new perpetual preferred stock offering, available to institutional investors and select non-institutional investors. For more information, click here. $MSTR https://t.co/XM7XbMepEY
— Michael Saylor⚡️ (@saylor) March 18, 2025
Analysts warn that despite MicroStrategy generating $53 million in cash flow, its financial burden is huge. The company faces over $1 billion in debt due by 2027, and its latest fundraising efforts suggest growing concerns about liquidity.
Financial expert Adam Cochran pointed out that each year, the company’s bond issues keep getting worse, increasing pressure on shareholders. While Bitcoin’s price has been rising, MicroStrategy’s financial risks continue to grow.
Could MicroStrategy Be Forced to Sell Bitcoin?
With over $43 billion in Bitcoin holdings, MicroStrategy is one of the biggest corporate Bitcoin investors. But as financial conditions tighten, some believe the company might have to sell a portion of its holdings to stay afloat.
If this happens, it could put downward pressure on Bitcoin’s price. But more importantly, it could cause MicroStrategy’s stock to drop, hurting its investors.
Analysts also highlight tax liabilities as another challenge, questioning how the company will manage its financial obligations while continuing its Bitcoin purchases.
Will MicroStrategy’s Bitcoin Strategy Survive?
Michael Saylor has always been a strong supporter of Bitcoin, but his company’s high-risk approach is under increasing scrutiny. While MicroStrategy continues to buy Bitcoin, its financial situation remains a major question mark.
British HODL, a well-known crypto investor, pointed out that all the debt MicroStrategy has taken to buy Bitcoin is unsecured. This means there is no risk of a margin call against Bitcoin, but it doesn’t remove the overall financial burden.
