Did He Learn Nothing? Trader Who Lost $100M Returns With High-Leverage Bets On Bitcoin
James Wynn, the pseudonymous crypto trader known for his aggressive leveraged bets, has resumed high-risk trading just weeks after self-reporting losses in the hundreds of millions.
Known for his audacious trading style on the Hyperliquid (CRYPTO: HYPE) platform, Wynn’s journey from meteoric gains to catastrophic losses, followed by a dramatic exit from social media and a bold return, offers a human lens into the allure and peril of crypto trading.
Wynn first burst onto the scene in March 2025, when he turned a $3 million position into $100 million through a series of high-leverage trades, primarily on the meme coin Pepe (CRYPTO: PEPE).
His most notable feat was transforming a $7,000 investment in PEPE into over $25 million, earning him a cult following among crypto enthusiasts.
“I started trading perps in March, had never traded perps before, in fact, never really traded properly before,” Wynn shared on X, admitting his inexperience but reveling in his early success.
His transparency and bold moves drew thousands of followers, who watched his every trade with a mix of awe and apprehension.
However, Wynn’s fortunes took a sharp turn in May 2025. ‘
He placed a $1.25 billion long position on Bitcoin (CRYPTO: BTC) with 40x leverage, betting on a price surge above $108,243.
When Bitcoin briefly dipped below $105,000, his position was liquidated, wiping out 949 BTC, equivalent to nearly $100 …
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