
In a curious case portrayed by blockchain analytics company LookOnChain, one popular crypto currency whale has miscalculated a heavy play on Pepe Token (PEPE), the third largest meme coin on the planet.
PEPE Price Trashes Key Support, Slimming Wynn’s Wallet
This unfortunate play was placed by none other than James Wynn, the pseudonymous crypto trader who came to prominence after jumping into Pepe Token (PEPE) early. However, high-leverage plays really swing both ways, as seen this week’s brutal liquidation of two known crypto whales.
On Thursday, James Wynn got flushed away with multi-million dollar liquidations on Pepe Token (PEPE), Ethereum (ETH) & Bitcoin (BTC). Not thinking about it twice, this high-stakes crypto whale slapped another 10x leverage play on the frog-themed meme coin & got partly liquidated again as PEPE’s price dips harder.
Tariff-Fueled Market Turbulence Shocks Whales Repeatedly
In another related instance, Bored Ape Yacht Club (BAYC) member and digital art ambassador Machi Big Brother succumbed to a mouth-dropping $53 million deficit. In big contrast to James Wynn, Machi’s over-leveraged plays didn’t go beyond Ethereum (ETH), betting on a price rise all-the way from $4,195 to $3,939.
Right now, Ether (ETH) is priced at $3,745, getting dangerously close to another liquidation for this prominent BAYC community member. Entering a 25x leveraged long on Ether (ETH) once again, Machi Big Brother is already sitting on a $47,182.35 deficit with an entry price of $3,963.

Hyperliquid’s real-time data paints a dim picture for this play as well, as liquidation is just around the corner at $3,690. This puts his 24-hour stats at an eye-watering $266,086 pullback, leaving just above $29K on-balance. As for Pepe Token (PEPE), the Ethereum-based frog-embossed meme coin trashed a crucial support level below $0.000007 to slip over 75% from the all-time high.
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Major traders, like James Wynn, got wiped out this Friday, losing millions on leveraged long positions in PEPE and ETH due to a sudden market dip on Hyperliquid, as tracked by Lookonchain.
After liquidations erased their initial positions, some whales, including Wynn, reopened trades hoping to recover losses. However, another dip hit, forcing more closures and deeper losses, showing risky overconfidence.
Wynn’s account took a $23.28 million hit from full liquidation of his leveraged longs, with trades like 50.3M PEPE and 12.17 ETH closing at a loss, per the trade history snapshot.
A Bitcoin plunge below $103,000 on October 16, 2025, triggered a $1.9 billion liquidation cascade, hitting leveraged positions hard. Hyperliquid’s auto-deleveraging and high volatility added fuel to the fire.
Avoid reckless over-leveraging & chasing losses, especially on volatile assets like PEPE or ETH. Watch market trends and liquidation risks closely—Ciphera’s updates can help you stay ahead of such crashes.
