Crypto trader James Wynn has reportedly lost nearly $100 million in liquidations following a sharp downturn in the Bitcoin market. Wynn, known for his aggressive use of leverage and high-stakes trading strategy, saw multiple long positions on Hyperliquid wiped out as Bitcoin fell to a 10-day low under $105,000.
According to on-chain data from analytics platform Hypurrscan, the losses occurred over a series of trades between May 29 and May 30, triggered by rapid price movements.
The most significant losses came on May 30, when Wynn’s two major long positions, one of 527.29 BTC valued at $55.3 million and another of 421.8 BTC worth $43.9 million, were liquidated after Bitcoin fell to $104,950 and $104,150, respectively.
A day earlier, Wynn had already suffered a $10 million liquidation on a 94 BTC position at $106,330. In total, 949 BTC were liquidated in less than 48 hours, contributing to one of the most visible losses by an individual trader this year.
High Leverage and Volatility Prove a Risky Mix
Wynn had built his position using 40x leverage, pushing his exposure on Bitcoin long trades to $1.25 billion by May 24. The timing coincided with increased market volatility following renewed tariff discussions by U.S. President Donald Trump, which caused broader asset price declines.
Bitcoin dropped to around $104,000 during the liquidation window, marking a steep pullback that triggered large-scale liquidations across major platforms.
According to data from Arkham Intelligence and Lookonchain, Wynn's total losses for the week approached $100 million. Despite the scale of the loss, Wynn remained active on X recently noting that the market is “corrupt.”.
His earlier rise to prominence included turning a $7,000 PEPE memecoin investment into $25 million and profiting early from deposits into Hyperliquid’s trading system.
Community Reaction and Platform Performance
Hyperliquid, the decentralized exchange where Wynn placed his trades, has grown in popularity for offering on-chain derivatives with up to 50x leverage and no gas fees.
The platform operates with a fully transparent order book and has attracted a niche following among high-frequency and high-leverage traders. Wynn, whose recent trading activity began with a $4.65 million USDC deposit in March 2025, had turned early profits of $25 million before the recent reversal.
The crypto community has offered mixed reactions. Some users criticized the use of extreme leverage, while others viewed Wynn’s transparency as commendable, even as the losses mounted.
At the time of writing, Bitcoin continues to trade at $105,305, while Ethereum is holding just above $2,600. Broader crypto market sentiment remains cautious amid ongoing price corrections and liquidation pressures.
