Multimillionaire Crypto Trader James Wynn Opens New $100M Bitcoin Bet Days After Costly Liquidation

In a move that’s as bold as it is controversial, well-known crypto trader and multimillionaire James Wynn has opened a second nine-figure leveraged Bitcoin position — just days after his previous $100 million bet was completely wiped out.

James Wynn’s Bitcoin long position (Source: Hypurrscan)

According to data from blockchain analytics platform Hypurrscan, Wynn’s latest long position will be liquidated if Bitcoin drops below $103,630. With BTC hovering around $105,699 at press time, Wynn’s position is already down by more than $592,000 in unrealized losses.

James Wynn Doubles Down After Losing $100M

James Wynn’s latest gamble comes less than a week after his last $100 million long was liquidated on May 30, when Bitcoin dipped just under the $105,000 mark — a 10-day low at the time.

Now, with a fresh $100 million on the line, Wynn is once again walking a tightrope, betting on a Bitcoin rebound at a time when the market appears hesitant. “They’re coming for me again,” Wynn posted on X (formerly Twitter), suggesting his liquidation level is being deliberately targeted by larger market players. “Don’t let these evil bastards liquidate me,” he added, referring to what he claims is coordinated market manipulation.

Support at $103K — But Sentiment Still Cautious

Wynn’s high-stakes trade comes at a time when Bitcoin is facing growing uncertainty. The next notable support level is just above $103,000, according to analysts, and market participants remain cautious ahead of the June 5 U.S. jobless claims report — a key macroeconomic signal that could stir volatility.

Crypto Community Rallies Behind Wynn

What’s perhaps more surprising than James Wynn’s risky bet is the support he’s receiving. Dozens of blockchain users have reportedly sent stablecoin donations to Wynn’s public address, hoping to help him stay in the game. One address even sent nearly $8,000, according to on-chain data shared by blockchain sleuth “dethective.”

James Wynn, for his part, has promised to reimburse every contributor — assuming he wins.

Manipulation or Market Forces?

James Wynn isn’t the only one calling foul. Crypto influencer Altcoin Gordon chimed in, alleging that “within seconds” of Wynn’s new position being opened, shady market makers pushed BTC dangerously close to his liquidation level of $104,580. While such claims are difficult to prove, they’ve sparked renewed debate around market manipulation in the crypto space.

Despite the backlash and the risks, James Wynn remains optimistic. In a June 3 follow-up post, he stated that the “bearish momentum is weakening” and predicted that a Bitcoin rally could soon catch the market off guard.

Whether that confidence pays off — or results in another multimillion-dollar wipeout — remains to be seen.