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Bitcoin News

Michael Saylor Faces Backlash as His Bitcoin Premium Sinks

Shareholder dissatisfaction grows as Michael Saylor's aggressive Bitcoin strategy falters, leading to declining stock performance and trust concerns.

Written By:
Manmit Kahlon

Reviewed By:
Gopal Solanky

Last updated: August 29, 2025 6:15 PM
Published 2025-08-29
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Michael Saylor Faces Backlash as His Bitcoin Premium Sinks

Michael Saylor’s famous Bitcoin experiment is facing a revolt, and questions have been raised about the sustainability of his spearheaded corporate treasury model. The aggressive Bitcoin (BTC) accumulation strategy of his firm has done very little for shareholders’ returns.

Saylor’s firm, Strategy, has seen its shares decline by nearly 15% in one month, despite Bitcoin price experiencing a decent decrease of approximately 7% during the period. 

As per reports from Fortune, the main concern is the firm’s financial tactics. The new preferred stock from Strategy, which it says is its main way to buy BTC in the future, hasn’t gotten much interest. A recent sale brought in only $47 million, which is far less than Saylor’s usual raises. The company is now issuing common shares to cover the deficit, despite previously promising not to, a change that scared investors. 

Saylor’s plan of raising debt and equity for BTC acquisition has often led to market players assigning a premium to MSTR stock. But the recently shifted market dynamics led to Strategy’s premium falling as people lose faith in the model. 

Strategy’s Read to Riches

According to BitcoinTreasuries.net, Strategy now manages more than $69 billion in BTC, or 4.7% of Bitcoin’s total supply. But it had started small. Until 2020, Strategy was a small business software company. Its Bitcoin acquisition journey started in 2020. The initial purchase was a significant one, with the company buying 21,454 Bitcoin for $250 million.

Following the move, the firm stopped trading on its traditional earnings and started trading on a multiple of its Bitcoin, which is called mNAV.

The mNAV has seen its share of Ups and Downs. It fell during the Terra-Luna crisis, rose to 3.4 after the U.S. President Donald Trump’s re-election, and is now at 1.59. This time, though, the drop isn’t happening during a crisis; it’s happening during a market boom. 

Investors Lose Faith in Strategy’s Model

Many investors are saying that the move is a breach of trust. Issuing shares below mNAV now puts investors in front of a negative flywheel, as a falling stock makes it tougher to buy Bitcoin, which lowers confidence and lowers the premium even more. 

Jake Ostrovskis, Principal Analyst on Wintermute’s OTC Desk, said, “The decreasing premium is a natural reaction to competition and alternative ways for traders to gain exposure to digital assets. Additionally, walking back guidance around no share issuance under 2.5x mNAV has forced short-term reassessments of the corporate strategy.” 

Also Read: Crypto Execs To Launch $200M Bitcoin Infrastructure SPAC Eyeing IP

Disclaimer: The information researched and reported by The Crypto Times is for informational purposes only and is not a substitute for professional financial advice. Investing in crypto assets involves significant risk due to market volatility. Always Do Your Own Research (DYOR) and consult with a qualified Financial Advisor before making any investment decisions.

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TAGGED:Bitcoin (BTC)Michael Saylor
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Manmit Kahlon, She is Crypto Journalist at The Crypto Times
By Manmit Kahlon
Follow:
Manmit Kaur Kahlon is a crypto journalist covering market updates, industry developments, and the politics shaping the digital asset space. With 2 years of experience in reporting and content writing, she specializes in simplifying complex trends and delivering timely insights for readers following the fast-evolving world of cryptocurrencies.
Gopal Solanky, Senior Reporter for Markets and Protocols at The Crypto Times
By Gopal Solanky Sr. Crypto Journalist
Follow:
Gopal Solanky is a Senior Reporter, Markets & Protocols at The Crypto Times, based in Ahmedabad. He covers institutional crypto adoption, Bitcoin treasury strategies, DeFi markets, protocol ecosystems, Ethereum network activity, Hyperliquid, on-chain trends, and broader digital asset market movements. Gopal has been active in the crypto ecosystem for more than six years. Before joining The Crypto Times full-time in 2023, he worked as a freelance crypto content writer, developing a strong understanding of blockchain infrastructure, DeFi protocols, market cycles, token mechanics, and peer-to-peer systems. His reporting focuses on explaining how protocols work, why market movements happen, and how institutional and on-chain activity affects crypto investors and builders. At The Crypto Times, Gopal regularly writes market analysis, protocol explainers, breaking news, and technical breakdowns across Bitcoin, Ethereum, DeFi, altcoins, treasury companies, and Web3 infrastructure. He also conducts on-the-record interviews with regional Web3 founders, protocol teams, and ecosystem leaders. His work has been cited by external publications, including Vulture.com, in coverage of major crypto stories such as the Hawk Tuah memecoin controversy. His reporting has also contributed to The Crypto Times’ coverage of major industry events, including FTX-related developments, institutional crypto adoption, and emerging protocol narratives. Gopal holds a Bachelor’s degree in Computer Applications, giving him a technical foundation for analyzing blockchain systems, crypto infrastructure, and market data.

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