James Wynn, the legendary crypto whale known for his strategic prowess on HyperLiquid, is back in the game just weeks after claiming he was done trading for good.
Following a staggering $25 million profit haul and a now-closed $1 billion short position, Wynn has pivoted decisively to the long side — and he’s wasting no time making waves.
As of this afternoon, Wynn has opened high-leverage long positions in both Bitcoin and PEPE, two of the most closely observed assets in crypto. With over $194 million in combined long exposure, the whale’s re-entry is seen by many as a signal that a new market phase is unfolding — or that Wynn, once again, plans to outfox the herd.
From Billion-Dollar Short to $175M Bitcoin Long
Earlier this year, James Wynn made headlines throughout the trading world when he flawlessly timed a $1 billion short position, riding market volatility to an eye-popping $25 million profit. The move added to his reputation as one of the sharpest minds on HyperLiquid, a fast-growing perpetuals exchange that has become a haven for elite-level traders.
Yet, Wynn seems unable to resist trading. Despite telling everyone that he was done, he just recently opened a massive long on Bitcoin. This is after flipping bullish following the close-out of his record-breaking short.
Wynn presently is long 1,594 BTC with 40x leverage, as per on-chain data and public HyperLiquid dashboards. The position is approximately $175 million in size, with an entry price of $109,813; the liquidation level is at $105,734. Simply put, that means Wynn can afford to let the price of the BTC he hold drop a bit more than $4,000 before he’s forced to sell. That’s a risky setup, but given Wynn’s history as a precision-timing trader, it certainly looks to be a calculated one.
Wynn’s position indicates that he anticipates a coming Bitcoin price surge, perhaps in response to the recent inflow of assets into Bitcoin ETFs, the dwindling supply of Bitcoin on centralized exchanges, or a revival of interest in Bitcoin from institutional investors. In any case, the way he’s playing it, he’s betting large and leaning fast — and that’s classic Wynn.
James Wynn 老哥在今天早晨割肉平仓价值 $10 亿的空单后，下午开始转投多军怀抱。目前在 Hyperliquid 上开仓了价值 $1.75 亿的 $BTC 多仓跟 1971 万的 $PEPE 多仓。
◎40x 杠杆做多 1,594 枚 BTC，仓位价值 $1.75 亿。开仓价 $109813，清算价 $105734。
◎10x 杠杆做多 1.42 万亿枚… https://t.co/O80ua3pqL3 pic.twitter.com/3rhOgyuAYJ— 余烬 (@EmberCN) May 26, 2025
PEPE Makes the Cut: $19.71M Meme Coin Bet
Along with his large Bitcoin long position, Wynn has also invested in a highly leveraged meme coin play. His second major position of the day is a 1.42 trillion PEPE long, taken at 10x leverage and valued at $19.71 million.
This position’s entry price is $0.0000141. Its liquidation price is $0.0000093. Slightly more breathing room, sure, than the Bitcoin bet. But it’s an aggressive play when you consider the asset’s volatility. To put it another way: If this bet doesn’t work out, we might be saying a slightly earlier version of “Warren was right” pretty soon.
Why PEPE? Analysts speculate that Wynn is trying to harness a meme-based momentum surge, as risk appetite in the crypto markets seems to be on the rise again. Recent social metrics and a return of interest in meme coins suggest Street attention is shifting back toward speculative assets.
For a trader like Wynn, this is not just an opportunity to grab some alpha. It’s also a chance to assert strategic dominance in a market that many dismiss as being governed by irrationality.
Riding the waves of sentiment and trading high-leverage meme coins with precision makes this individual a watchable figure.
A New Chapter or Just Another Move?
James Wynn’s reentry into trading has got people talking. I mean, really talking—that low-key way he has of making things seem okay on crypto Twitter? Not so much. People think Wynn’s back and with a vengeance, and they’re not wrong, really. If anything, he is the poster child for trading being a decently profitable endeavor if you know what you are doing.
In either case, the scale and clocking of his stakes convey a powerful message. When a figure this successful, in tandem with a figure this much talked about, decides to plunk down nearly $200 million worth of long stock, even the most disinterested market observers might start to pay attention.
No matter if this signals a real shift in how the markets at large feel or if it’s just another swift change of pace from Wynn, one clear message is coming through: the competition for market share in gaming is on.
Disclosure: This is not trading or investment advice. Always do your research before buying any cryptocurrency or investing in any services.
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