Biggest Bitcoin Whale is slowly sinking. Peak AI fear unlocked

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Last Updated on 20 November 2025 by CryptoTips.eu

New terminology is being launched at an incredible rate. Just yesterday, I read in the Financial Times that “peak AI anxiety” is the prevailing sentiment in the markets, and that some analysts are enjoying the fact that Michael Saylor, founder of Strategy (formerly Microstrategy), is in dire straits again. The biggest Bitcoin Whale is seeing his profits evaporate as Bitcoin dropped below $90,000 yesterday evening. Right now it trades for $91,9K.

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Shares of companies that buy bitcoin are taking a beating. The stock price of the largest of them all, Strategy (formerly MicroStrategy), has already fallen by more than 30 percent this year, and by more than 50 percent since its summer peak. Founder Michael Saylor is trying to inspire confidence by posting an AI-generated image of a burning, sinking Titanic, urging his followers to stay HODL.

 

Of course, this isn’t the first time Michael Saylor has found himself in trouble. In 2001, at the height of the dotcom bubble, Fortune Magazine published a list of the biggest losers on Wall Street. At the top of the list was none other than Michael Saylor, CEO of Microstrategy, who lost a staggering $13.53 billion.

Nerves

MicroStrategy’s stock plummeted from $3,300 to $4 in just a few months (a 99.99% drop), and the SEC even accused him of fraud.

But Saylor stayed on and returned. As from 2020 Saylor, still at the helm of MicroStrategy, transformed the company into what can best be described as a buy-and-hold firm specializing in Bitcoin. The digital currency rose from around $8,000 to a record high of $69,000 during that time.

Currently, Strategy (Saylor changed the company’s name last year) holds approximately 650,000 Bitcoins, for an average purchase value of $66,000 per Bitcoin. Undoubtedly, nerves are starting to crack as Bitcoin’s price drops.

Jeroen Kok

Jeroen is one of the lead copywriters on Cryptotips.eu and discusses all recent events in the crypto market. This includes news updates, but also price analyzes and more. He developed his passion for cryptocurrency during the bull run in 2017. He has learned a lot since then. The combination of cryptocurrency and creative writing is perfect for Jeroen and an excellent way to share his knowledge with a wide audience. Find me on LinkedIn / jeroen@cryptotips.eu
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