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Home » Renowned Short Seller Jim Chanos: Long Bitcoin and Short MicroStrategy for Arbitrage Opportunities
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Renowned Short Seller Jim Chanos: Long Bitcoin and Short MicroStrategy for Arbitrage Opportunities

May. 16, 2025No Comments3 Mins Read
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Renowned Short Seller Jim Chanos: Long Bitcoin and Short MicroStrategy for Arbitrage Opportunities
Renowned Short Seller Jim Chanos: Long Bitcoin and Short MicroStrategy for Arbitrage Opportunities
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Renowned Short Seller Jim Chanos

Jim Chanos is a well-known short seller on Wall Street and the founder of Chanos & Company. He gained fame in the early 2000s for successfully predicting the collapse of Enron. He focuses on identifying anomalous behaviors in corporate financial reports, especially speculative phenomena that the market has overlooked. He has previously engaged in short selling regarding fraudulent behaviors, but is now more focused on observing the market’s “irrational exuberance.”

Chanos Goes Long on Bitcoin and Short on MicroStrategy

Jim Chanos mentioned: “In a bull market, investors give extra points for promises; in a bear market, reality gets discounted.” He believes that certain areas of the current market are returning to a state of “paying a premium for promises,” indicating a resurgence of speculative sentiment.

His currently recommended trading strategy is to go long on Bitcoin while simultaneously shorting MicroStrategy (formerly known as Strategy). This is an arbitrage strategy that exploits the premium between its stock price and Bitcoin’s net asset value.

He criticized companies like MicroStrategy for using fundraising to purchase Bitcoin and then attempting to boost their company valuation by claiming, “We own Bitcoin.” He considers this practice absurd and points out that these companies are essentially “selling promises and dreams” to retail investors.

He noted that the premium between MicroStrategy’s market price and its net asset value (NAV) is an important indicator of market speculative sentiment. This premium had narrowed during recent market turbulence but has since rebounded, showing that speculative sentiment remains strong.

He utilizes a “short spread trade,” which involves buying Bitcoin while shorting MicroStrategy’s stock, to bet on the narrowing of the premium. This strategy does not predict Bitcoin’s price movement but focuses on arbitraging the spread between the two, a common tactic used by hedge funds.

Source: Strategy Tracker

According to data from Strategy Tracker, the NAV premium soared to 3.4 last November but has since retreated, currently standing at 1.86.

(MicroStrategy MSTR becomes a new Bitcoin indicator, mNAV premium ratio and tracking website introduction)

Chanos warned that many areas of the market are still filled with irrationality and excessive optimism, urging investors to be wary of the phenomenon of “valuing with dreams.” He continues to believe that short selling remains an effective risk hedging tool, especially in such an environment.

Risk Warning

Investing in cryptocurrencies carries a high level of risk, and their prices can be extremely volatile. You may lose all your principal. Please carefully assess the risks.

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