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Michael saylorโ€™s strategy faces risks as bitcoin dips

Michael Saylorโ€™s Investment at a Crossroads | Bitcoin Struggles Continue

By

David Johnson

Nov 23, 2025, 04:48 AM

Edited By

Evelyn Carter

Updated

Nov 23, 2025, 12:30 PM

2 minutes to read

A graph showing a downward trend in Bitcoin prices with a worried investor analyzing the data
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As Bitcoin's value declines, Michael Saylor finds his investment strategies under increased scrutiny. Critics question whether he can navigate the current downturn, given his track record.

Doubts About Market Adaptation

Saylor, well-known in the crypto sector, faces heightened skepticism as Bitcoin approaches troubling lows. Comments from forums reflect a growing concern over his previous mistakes, with some stating, "He cost people billions before, heโ€™ll do it again."

Financial Gambles or Strategic Insight?

A mix of opinions surrounds Saylor's tactics. Notably, some believe he is focused on accumulating Satoshis, citing, "He doesnโ€™t really care about the US dollar fiat numbers. He only cares about the total amount of Satoshis he is holding."

However, other commenters underscore the reality that his debts and company expenses are tied to US dollars. One user remarked, "Well, the loans he has to repay are in US dollar fiat What exactly is he buying Satoshi for if not to raise the fiat price of his company?"

Voting Rights and Company Control

Forum discussions also highlighted a potential risk linked to Saylor's stock ownership. Commenters noted that he holds Class B shares, which have more voting power compared to the diluted Class A shares he uses to fund Bitcoin purchases. One warned that his control of the company has slipped below 50%, stating, "Currently itโ€™s sitting around 47%. As he keeps diluting class A stocks to buy bitcoin his influence on the company diminishes."

Strategies for Stability

Interestingly, some users believe Saylor has made strategic changes, mentioning that he has not borrowed to buy Bitcoin since November 2024, hinting at an awareness of financial risks. One user suggested, "Luckily he calmed the borrowing to buy down recently."

"If BTC price stays below 70k for 4 years then MSTR would be in trouble" - from a concerned investor

Overall Sentiment: A Mixed Bag

The vibe among commenters is split; while some express unwavering support for Saylor, many convey skepticism. The overarching sentiment among many users is one of concern, especially regarding market conditions and potential losses.

Key Insights

  • โ—ป๏ธ Majority worry about Saylor's past performance in downturns.

  • โ–ณ Many believe his focus on accumulating Bitcoin may thwart short-term financial stability.

  • โ€ป "He has a much better strategy than most of us," suggests a loyal supporter.

As Bitcoin continues its unpredictable path, Saylorโ€™s ability to adjust his strategy will be critical for future success. Observers wonder: Can he pivot effectively in this turbulent market? Only time will show if he can regain the confidence of skeptics and supporters alike.