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Why Strategy May Be Forced to Sell Bitcoin Amid Market Challenges

MyShine December 3, 2025 3 minutes read
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In a recent interview with Yahoo Finance, Strategy CEO Phong Le revealed the company could be compelled to sell its Bitcoin holdings if the cryptocurrency faces a prolonged three-year down cycle. With over 650,000 BTC in its reserves—roughly 3% of Bitcoin’s total supply—the company’s approach to navigating the volatile crypto market combines long-term investment strategies with short-term financial safeguards.

Strategy’s Robust Reserve System

Strategy has built a $1.44 billion cash reserve in US dollars, sufficient to cover dividend payments for approximately 21 months. While the company aims to avoid divesting Bitcoin, Le confirmed, “If there is literally a three-year sustained Bitcoin down cycle, a three-year sustained cycle where MNAV (Market Net Asset Value) trades below 1x, then we may have to sell Bitcoin.” According to current projections, this scenario might materialize around 2029, offering ample time to refine their financial strategy.

The cash reserve strategy stems from selling shares at a premium to the company’s MNAV, a process that Le describes as “accretive to shareholders by definition.” To further diversify funding sources, Strategy has embraced issuing various preferred shares, creating innovative, credit-like instruments. This complements its identity as the first Bitcoin treasury company, a model it pioneered in 2020, evolving into a leveraged Bitcoin treasury firm shortly after.

Why Strategy Doesn’t “Time the Market”

Strategy’s approach to Bitcoin acquisition starkly contrasts that of traditional traders. “We’re investors, not traders,” emphasizes Le, highlighting their practice of purchasing Bitcoin irrespective of market price fluctuations. Traders, often relying on high-frequency data and advanced algorithms, operate differently. Instead, Strategy focuses on raising capital and investing without attempting to outpace the market.

Purchasing Bitcoin at an average cost currently exceeding market pricing might seem risky. However, Le differentiated their strategic approach by explaining that their priority lies in long-term value generation. By avoiding speculative timing, Strategy minimizes the risks associated with frequent trading.

How Bitcoin Influences Dividend Payments

The synergy between Bitcoin prices and Strategy’s market performance directly impacts dividend payments. Fluctuations in Bitcoin prices influence the company’s MNAV. However, previous downturns have shown that issuing equity for dividends and Bitcoin acquisition can still generate positive shareholder value.

Le provided an illustrative scenario: “If Bitcoin price, hypothetically, goes to $40K and our MNAV is $2X, it’s actually more accretive to buy Bitcoin, issue equity to buy Bitcoin at MNAV of $2X when Bitcoin is $40K.” This commitment to value generation reinforces the company’s image as an asset-growth-focused operating company rather than a Bitcoin ETF or closed-ended fund.

Innovative Financial Models Drive Strategic Success

Strategy’s valuation, asserts Le, mirrors its ability to grow Bitcoin per share, operating income, and underlying assets. He envisions Strategy aligned with “Mag-7 tech stocks” due to its innovative approach to combining technology, finances, and Bitcoin-backed securities. With a deep engineering and technology background, Le has brought a refined vision to his role as CEO alongside Executive Chairman Michael Saylor.

Looking to secure your place in the crypto wave? Consider Bitcoin-backed securities as a potential avenue for diversifying your investment portfolio. And if you’re venturing into Bitcoin ownership, a reliable crypto wallet like the Ledger Nano X can help secure your digital assets.

Final Thoughts

As Strategy balances between leveraging Bitcoin and maintaining operational resilience, its approach serves as an example for businesses intertwining cryptocurrency with traditional financial strategies. Whether the crypto market faces stability or turbulence, Strategy’s innovative practices position it as a pioneering force in the corporate Bitcoin ecosystem.

About the Author

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