Crypto Trader James Wynn Loses $99M in Bitcoin Bets, This Counter Trader Wins

Bhushan Akolkar
May 30, 2025
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Crypto Trader James Wynn Loses $99M in Bitcoin Bets, This Counter Trader Wins

Highlights

  • Three unsuccessful high-leverage Bitcoin bets by James Wynn, caused the crypto trader to lose $99 million.
  • A trader identified as 0x2258 counter-traded Wynn’s positions, earned an impressive $17M in three days.
  • As Bitcoin price fluctuations intensified, the 24-hour BTC long liquidations exceeded $200M.

Crypto trader James Wynn, who’s been in the news for his high-leverage bets, has lost a staggering $99 million in the past two days with his Bitcoin bets falling flat on his face. With BTC price taking a dip under $105K, Wynn was forced to close all his positions, leading to huge liquidations. On the other hand, a smart crypto trader, betting against Wynn, managed to mint $17 million in the same time.

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How Did James Wynn Lose $99 Million in Bitcoin Bets?

Crypto trader Wynn gained popularity in the crypto circle while taking his profits from just $500K capital to a massive $87 million in just two months, through his high-leverage bets on PEPE, TRUMP, and FARTCOIN. However, he continued with the same huge leverage bets on BTC, putting all the profits at stake, and losing a massive $99 million in just a week’s time.

Crypto trader james wynn loses $99 Million in Bitcoin
James Wynn Bitcoin Liquidation – Source: LookonChain

Timeline of Wynn’s Crypto Trades

Wynn stunned the crypto world by turning $500K into $87 million through bold leveraged trading across multiple positions. Below is the timeline of his most successful bets in the period between March 20 to May 23.

  • 10x long on $PEPE, amassing $23.8 million in unrealized profit.
  • 10x long on $TRUMP, yielding $6.83 million in realized gains.
  • 5x long on FARTCOIN, netting $4.48 million in realized profit.

On May 22, Wynn’s high-profile $1.14 billion Bitcoin position was up $39 million, showcasing his extraordinary success.

This is how the crypto trader lost all of his fortune in just a matter of 7 days. 

  • May 24: Wynn doubled down on $1.25 billion BTC longs, resulted in a $13.4 million unrealized loss within hours.
  • May 25: Switching to $1 billion BTC shorts led to a staggering $15.87 million loss in 15 hours.
  • May 30: Wynn faced liquidation of 949 BTC ($99.3 million) as Bitcoin dropped below $105,000.

The volatility in Bitcoin price has revived as US courts go back and forth on Trump tariffs. Coinglass data shows that the 24-hour BTC long liquidations have surged past $200 million.

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Crypto Trader Mints $17 Million Betting Against Wynn

Some 17 hours ago from the press time, James Wynn stated that the “comeback will be forcious”. However, it only turns out that the crypto trader was liquidated for 949 BTC. On the other hand, the trader who took BTC bets against Wynn made a multi-million-dollar fortune.

 

In a surprising twist, a trader with crypto address 0x2258 has found success by consistently counter-trading James Wynn’s positions. By shorting when Wynn goes long and going long when Wynn shorts, 0x2258 has raked in an impressive $17 million in profits, reported LookonChain.

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Investment disclaimer: The content reflects the author’s personal views and current market conditions. Please conduct your own research before investing in cryptocurrencies, as neither the author nor the publication is responsible for any financial losses.
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Why Trust CoinGape

CoinGape has covered the cryptocurrency industry since 2017, aiming to provide informative insights Read more…to our readers. Our journal analysts bring years of experience in market analysis and blockchain technology to ensure factual accuracy and balanced reporting. By following our Editorial Policy, our writers verify every source, fact-check each story, rely on reputable sources, and attribute quotes and media correctly. We also follow a rigorous Review Methodology when evaluating exchanges and tools. From emerging blockchain projects and coin launches to industry events and technical developments, we cover all facets of the digital asset space with unwavering commitment to timely, relevant information.

About Author
About Author
Bhushan is a seasoned crypto writer with over eight years of experience spanning more than 10,000 contributions across multiple platforms like CoinGape, CoinSpeaker, Bitcoinist, Crypto News Flash, and others. Being a Fintech enthusiast, he loves reporting across Crypto, Blockchain, DeFi, Global Macros with a keen understanding in financial markets. 

He is committed to continuous learning and stays motivated by sharing the knowledge he acquires. In his free time, Bhushan enjoys reading thriller fiction novels and occasionally explores his culinary skills. Bhushan has a bachelors degree in electronics engineering, however, his interest in finance and economics drives him to crypto and blockchain.
Investment disclaimer: The content reflects the author’s personal views and current market conditions. Please conduct your own research before investing in cryptocurrencies, as neither the author nor the publication is responsible for any financial losses.
Ad Disclosure: This site may feature sponsored content and affiliate links. All advertisements are clearly labeled, and ad partners have no influence over our editorial content.