Crypto’s ‘Inverse Cramer’ Emerges: Betting Against James Wynn Pays Off Big

“Want to know the hottest strategy? Just bet against James Wynn,” tweeted blockchain analyst Lookonchain, drawing a playful parallel to Jim Cramer—the famously bullish and bearish CNBC host whose calls traders often invert for profit.

James Wynn, a mysterious trader on Hyperliquid, made headlines with his massive $1 billion bitcoin short. But now, he may be gaining a new kind of reputation—as crypto’s “Inverse Cramer.”

If you’re not familiar with the Jim Cramer saga: the former hedge fund manager turned TV personality is known for his energetic stock picks, which retail investors often mock by doing the opposite. This phenomenon even inspired the launch (and eventual shutdown) of an “Inverse Cramer ETF.”

In crypto, Wynn’s bold moves are inspiring similar behavior. Lookonchain revealed that another trader, known as 0x2258, has been profiting by taking positions opposite to Wynn’s—shorting when Wynn goes long, and buying when Wynn shorts.

In just one week, this counter-trader reportedly netted around $17 million, while Wynn experienced roughly $98 million in losses.

While $17 million in profits from inverse trading sounds like a goldmine, caution is warranted. Market dynamics can shift suddenly, and such a strategy isn’t foolproof—especially in the fast-moving crypto landscape.

Even after a full liquidation wiped out one of his positions, Wynn remained undeterred, stating, “I’ll run it back, I always do. And I’ll enjoy doing it. I like playing the game.”

So, while the classic joke about making money by doing the opposite of Jim Cramer might not fully extend to James Wynn just yet, the crypto world has embraced the idea that sometimes, the best move is to do the opposite—and profits (and memes) will follow.