Strategy Adds More Bitcoin Despite $5B Loss — Is Saylor Betting on a Breakout?

MicroStrategy (MSTR)

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  • Strategy continues accumulating Bitcoin despite large unrealized losses.
  • Analysts see bullish pressure if BTC breaks above $72K.
  • Long-term corporate Bitcoin adoption remains a defining market theme.

Bitcoin remains at the core of Strategy’s corporate playbook, even as the firm sits on more than $5 billion in unrealized losses. Chairman Michael Saylor signaled the company is preparing for additional purchases, reinforcing its long-term conviction while markets debate the cryptocurrency’s next major move.

With Bitcoin trading near $69,000, Strategy’s aggressive treasury model continues to draw attention from investors and analysts alike. The firm’s stock surged in after-hours trading following the latest updates, suggesting markets still see upside in its long-term bet.

Strategy Expands Holdings While Managing Risk

Strategy recently acquired another 1,142 BTC for roughly $90 million, bringing its total holdings to more than 714,000 coins. At current prices, the stash is valued at around $49 billion — still below the company’s cumulative purchase cost.

Despite the shortfall, leadership insists selling is off the table. Saylor reiterated that the firm intends to keep accumulating Bitcoin every quarter, framing the strategy as a decades-long balance sheet transformation rather than a short-term trade.

To strengthen its financial footing, the company plans to gradually convert convertible debt into equity over the next several years. Executives say this approach reduces leverage risk and provides flexibility during prolonged market downturns.

Analysts Track Key Bitcoin Levels

Market watchers remain focused on technical signals. Several analysts point to $72,000 as a critical resistance zone, with a break above potentially opening the path toward the $76,000–$80,000 range. On the downside, support around $68,800 continues to draw attention due to derivatives positioning and a potential CME gap.

Bitcoin price anlaysis
Source: X

Liquidation data suggests upward price moves could trigger larger forced closures of short positions than long ones, hinting at a possible bullish imbalance in the near term.

Some analysts also note that Bitcoin’s recent price structure resembles movements in the S&P 500, suggesting macro sentiment may be influencing crypto markets more than usual.

Long-Term Outlook Still Divides Opinion

While bullish momentum is building, on-chain research firm CryptoQuant warns that historical cycles show Bitcoin can fall significantly below its realized price during deep bear markets. Based on past patterns, that could imply downside scenarios well below current levels if macro conditions worsen.

Also Read: Bitcoin at Risk? ETF Outflows Surge as Analysts Warn of $50K Drop

Still, Strategy’s leadership says the company could withstand even extreme drawdowns, arguing its capital structure gives it time to navigate volatility.

Strategy’s unwavering Bitcoin accumulation strategy highlights a growing divide between corporate conviction and market uncertainty. While technical signals hint at potential upside, macro risks and historical patterns keep caution alive. For now, Strategy appears committed to staying the course — betting that time, rather than timing, will ultimately validate its Bitcoin-first treasury model.

Disclaimer: The information in this article is for general purposes only and does not constitute financial advice. The author’s views are personal and may not reflect the views of Chain Affairs. Before making any investment decisions, you should always conduct your own research. Chain Affairs is not responsible for any financial losses.