James Wynn Returns With High-Stakes Leveraged Bet on ASTER Token

James Wynn, the pseudonymous crypto trader known for his billion-dollar bitcoin position earlier this year, has resurfaced with another bold move. This time, Wynn is taking a leveraged position on ASTER, the native token of the rising Aster perpetuals exchange, just days after being liquidated on the same asset.

According to on-chain tracking platform Onchain Lens, Wynn recently opened a $16,000 position with 3x leverage, entering ASTER at $1.97 and setting a liquidation threshold near $1.57. While the amount is significantly smaller compared to his earlier trades, analysts suggest this may serve as a hedge against broader exposure to Aster. Wynn himself confirmed his strategy on X, writing, “I’m farming the $ASTER airdrop. I believe it will be one of the biggest [in] crypto history.”

Wynn has built a reputation for taking extreme risks on Hyperliquid, an onchain derivatives exchange. Earlier this year, he executed a staggering $1.2 billion long position on bitcoin with 40x leverage. That bet resulted in a $17.5 million loss before he switched strategies and entered a billion-dollar short. At the height of his trading spree, Wynn placed his entire $50 million wallet at risk. Despite the volatility, he ultimately walked away with $25 million in profit, famously declaring himself “a wynner.”

Now, with his focus shifting to ASTER, Wynn’s high-risk style continues to capture the attention of traders across the crypto community. The ASTER airdrop speculation, paired with his leveraged long, highlights the growing buzz around the Aster ecosystem and its potential impact on the decentralized derivatives market.

As crypto markets remain unpredictable, Wynn’s latest move reinforces his reputation as one of the most daring traders in the space—turning calculated risk into both massive losses and remarkable profits.