Strategy’s Billion-Dollar Bitcoin Bet: Expansion Meets Analyst Caution
09.12.2025 - 04:04:04Strategy US5949724083

Strategy has made a dramatic move in the cryptocurrency market, announcing its most significant weekly asset acquisition since July. The company deployed nearly $1 billion to purchase Bitcoin, a decision that has sparked intense debate among investors. While Executive Chairman Michael Saylor continues an aggressive accumulation strategy, financial analysts are responding by lowering their price targets for the company's stock. This divergence presents a critical question for the market: does the current discount to the value of its holdings represent a buying opportunity, or will the cost of financing this expansion continue to weigh on the share price?
Between December 1st and 7th, Strategy added 10,624 Bitcoin to its reserves at an average purchase price of approximately $90,615 per coin. This acquisition brings the firm’s total holdings to a substantial 660,624 BTC, representing an estimated 3.3% of all Bitcoin in existence. The entire investment, valued at $962.7 million, was funded exclusively through the sale of company equity. Strategy placed over 5.13 million common shares alongside roughly 442,000 preferred shares on the market to raise the necessary capital.
Market observers note that this method of financing directly impacts shareholder structure. Analysts at Frontier Investments highlight the company's ongoing structural capital requirements, which include servicing annual dividend obligations of around $800 million related to its preferred shares.
Market Experts Temper Expectations
In the wake of this aggressive expansion, financial institutions are adopting a more cautious stance. On December 8th, the research firm Bernstein significantly reduced its price target for Strategy from $600 to $450, though it maintained its "Outperform" rating. Similarly, Cantor Fitzgerald revised its expectations downward to $229.
Should investors sell immediately? Or is it worth buying Strategy?
A key metric for investors is the relationship between the share price and the net asset value (NAV). Strategy's stock is currently trading at a discount to the underlying value of its Bitcoin holdings. The ratio of market capitalization to NAV has recently narrowed to a range between 1.1x and 1.17x.
Pursuing Liquidity and Global Capital
The management team, led by Michael Saylor, is actively engaged in capital formation initiatives. Reports indicate that company leadership met with sovereign wealth funds in the Middle East on Monday to promote its "Bitcoin-Debt-to-Debt" strategy. This approach aims to leverage Bitcoin as a form of digital collateral to generate yields in credit markets.
Concurrently, the company is taking steps to ensure financial stability. It has established a cash reserve of $1.44 billion, intended to cover dividend payments for the next 21 months. Following recent market volatility, the share price closed at €157.80 yesterday, reflecting a decline of approximately 46% since the start of the year. The future trajectory will likely depend on management's ability to bridge the gap between the company's market valuation and the worth of its substantial Bitcoin treasury.
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