Frustrated depressed man holding head in hands shocked when global stock market going down.

Key Takeaways:

Trader James Wynn lost nearly $100M in Bitcoin long positions after a brief dip below $105K triggered liquidations.
Wynn had leveraged up to $1.25B with 40x margin and still holds an active position now showing a $3.4M unrealized loss.
Despite heavy losses, Wynn admitted to extreme risk-taking, calling his strategy gambling and warning others against it.

James Wynn, a high-stakes trader on the Hyperliquid platform, suffered nearly $100 million in liquidations after Bitcoin briefly dipped below $105,000.

On May 30, two major leveraged long positions totaling 949 BTC were liquidated: one of 527.29 BTC at $104,950 and another of 421.8 BTC at $104,150.

ARKHAM ALERT: JAMES WYNN HAS JUST BEEN LIQUIDATED FOR $100 MILLION DOLLARS pic.twitter.com/dJNCUmbgZO
— Arkham (@arkham) May 30, 2025

A day earlier, 94 BTC had already been liquidated at $106,330.

Wynn had opened a $1.25 billion position with 40x leverage on May 24, a risky move that unraveled as Bitcoin dropped amid market jitters linked to renewed U.S. tariff threats from President Trump.

Despite the massive losses, Wynn still holds an active leveraged long position with an unrealized $3.4 million loss.

Known for big wins in memecoins like PEPE, Wynn admits he doesn’t follow risk management and views his trading as gambling.

Calling himself an “extreme degenerate”, he has warned others not to emulate his approach.

🔥 THE KING 👑 of PERPS 🔥

⛔️DISCLAIMER: I’am NOT a financial advisor, and NOTHING I post should EVER be considered financial advice! For entertainment purposes only.

I’am an extreme degenerate taking on high risk leverage trades and I do not follow proper risk management,…
— James Wynn 🐳 (@JamesWynnReal) May 29, 2025

Blockchain firms Arkham and Lookonchain confirmed the liquidations, making it one of the largest single-trader wipeouts this year.