James Wynn goes ‘all-in’ on shorting Bitcoin after 12 liquidations in 12 hours

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In a twist that could only happen in the world of cryptocurrency, most investors were breathing a sigh of relief as the market seemed to pull itself out of the abyss after the US government’s apparent attempt to shut down… or maybe it didn’t, who knows at this point. But while the optimistic crowd celebrated, one poor soul was about to be greeted with the crypto equivalent of a ‘surprise party’-courtesy of the market’s sudden and unexpected recovery.

Meet James Wynn, a man who could probably teach a course on how not to handle your assets. Over the last 24 hours, Wynn’s main Hyperliquid account was liquidated no less than 12 times. His once grand fortune has now plummeted to a mere $5,422. According to the ever-watchful Hyperdash data, Wynn’s losses are almost legendary at this point. Just imagine the sound of liquidations crashing like waves on a beach. Oh, wait, that’s his portfolio.

That’s right. 12 liquidations in 12 hours. If that doesn’t scream “I’m in too deep,” then I don’t know what does. This isn’t just bad luck, it’s almost a how-to guide on how to ruin a day-or a couple of months, really-by betting against Bitcoin. And for anyone keeping score, Wynn now holds the prestigious record of 45 total liquidations over just two months, as per Lookonchain data. Someone give this man a medal… or maybe just a good financial advisor?

Wynn goes “all-in” despite liquidation, bets on Bitcoin decline to $92,000

But hold your horses! In a move that would make even the most hardened gamblers raise an eyebrow, Wynn decided to go full throttle on his short positions despite the pile of losses already accumulated. Yes, folks, he’s doubled down. But wait-there’s more! He didn’t just double down, he poured everything into it. If you ever wanted to see someone go “all-in” on a bad idea, this is it.

Wynn, ever the optimist (or perhaps a textbook definition of “delusional”), transferred all his stablecoin funds into his short positions, holding onto the belief that Bitcoin’s price would soon plummet below $92,000. Because nothing screams “I’ve learned from my mistakes” quite like sinking your remaining cash into a sinking ship. 🙄

In his latest deeply reassuring X post (the platform formerly known as Twitter, for those who still remember), Wynn gave the following motivational speech:

“I’m either going to make hundreds of millions from my leverage short positions or I will go bust,” said the pseudonymous trader, with the kind of confidence only someone in an irreversible financial spiral could muster.

At the time of writing, Wynn’s account was sitting on a 40x leveraged short position worth a cool $275,000 in Bitcoin. A loss that would only intensify if Bitcoin’s price magically recovers to $6,856. Spoiler alert: the odds of that happening are just as likely as your grandma winning a Formula 1 race, but sure, go ahead and bet everything on it.

And if you’re wondering, Wynn opened that short position when Bitcoin was sitting pretty below $101,800. That was just a couple of hours ago. Now, he’s staring at an unrealized loss of $11,147 as of 11:20 AM UTC on Monday. Sounds like a fun weekend, right?

Meanwhile, in a delightful twist of irony, the so-called “smart money” traders-those blockchain wizards who allegedly know what they’re doing-are also betting on Bitcoin’s downfall. According to Nansen’s blockchain intelligence platform, many of them have taken up short positions as well. The net perpetual short position on Hyperliquid had swelled to $223 million by Monday. Yes, you heard that right, folks. And apparently, there was even more action, with a fresh $5.2 million worth of shorts opened in just the past 24 hours. Because why bet on the horse that’s winning when you can bet on the one that’s stumbling, right?

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2025-11-10 15:50