James Wynn Flips Bearish: Opens $111M Bitcoin Short After $1.25B Long Exit

Billion-Dollar Bitcoin Long Trader is Now Bearish: Opens $111M Short

James Wynn, the high-stakes crypto trader known for his massive Bitcoin plays, just made a bold pivot—and the entire market’s watching.

Over the weekend, Wynn flipped from bull to bear, opening a $111 million short on 1,038.7 BTC at $107,711.1—just hours after closing his jaw-dropping $1.25 billion long at a $13.4 million loss. The trade is live on Hyperliquid, running with 40x leverage and a liquidation price of $149,100.

At the time of writing, the short position is already in the green, up $544K in unrealized profits, according to Hyperdash data.

The timing? Interesting. It comes hot on the heels of President Trump’s 50% tariff proposal on the EU, which shook global markets and knocked Bitcoin off its recent ATH. Add to that some on-chain signals—like old BTC wallets (5-7 years dormant) suddenly waking up—and it paints a bearish picture that may be fueling Wynn’s conviction.

Wynn’s trades carry weight. Just a day before, his long exit of 11,588 BTC sparked a 1.3% drop on Hyperliquid, stirring fears of further downside.

Still, not everyone agrees. Fundstrat’s Tom Lee remains ultra bullish, still calling for $250K BTC by year-end.

With Bitcoin’s long/short ratio at 1.0375, Wynn’s monster short has flipped the vibe. Whether it’s genius or gamble, one thing’s certain: crypto is never boring.

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Sahil Poudel

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