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Trader Who Bet $1B on Bitcoin, Returns With 3x Leveraged Long on Aster

James Wynn's new trade comes just days after being liquidated on the same token, as he believes ASTER's airdrop will be one of the biggest in crypto history.

By Francisco Rodrigues, AI Boost|Edited by Aoyon Ashraf
Sep 27, 2025, 6:55 p.m.
Stock market price charts (Anne Nygård/Unsplash)
(Anne Nygård/Unsplash)

What to know:

  • Pseudonymous trader James Wynn, known for a billion-dollar bitcoin bet, has opened a new 3x leveraged long position on ASTER.
  • Wynn's new trade comes just days after being liquidated on the same token, as he believes ASTER's airdrop will be one of the biggest in crypto history.
  • This latest bet is part of Wynn's history of high-risk trades on Hyperliquid, an on-chain derivatives platform, where he previously took out a $1.2 billion long on bitcoin.

James Wynn, the pseudonymous trader behind a billion-dollar bitcoin BTC$66,410.69 bet earlier this year, is back. This time, Wynn is making a leveraged play on ASTER just days after being liquidated on the same token.

Wynn has opened a new 3x leveraged long on ASTER, the native token of the emerging Aster perpetuals exchange, worth over $16,000, entering at $1.97 with a liquidation level around $1.57.The move was first spotted by Onchain Lens.

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While the dollar amount seems small compared to Wynn's previous positions, the trade is likely to be a hedge on a different position on Aster itself. "I’m farming the $ASTER airdrop,” the trader wrote on X. “I believe it will be one of the biggest [in] crypto history.”

The move is Wynn’s latest high-risk bet on Hyperliquid, an onchain derivatives platform where he previously took out a $1.2 billion long on bitcoin using 40x leverage.

That position closed with a $17.5 million loss, before he flipped into a billion-dollar short. At one point, he had his entire $50 million wallet on the line.

That wild streak ended with Wynn saying he was walking away “a wynner” after netting $25 million in profit.

Read more: How James Wynn's $100M Implosion Is Familiar Leverage Tale

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AI Disclaimer: Parts of this article were generated with the assistance from AI tools and reviewed by our editorial team to ensure accuracy and adherence to our standards. For more information, see CoinDesk's full AI Policy.

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