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Analytics

Wynn, Parker, and Others Push High-Stakes Trades on Hyperliquid

In May, whales clashed on Hyperliquid with billion-dollar BTC longs, disastrous HYPE shorts, and kPEPE moonshots. James Wynn stood out with risky moves that led to $22M in losses — and a $1.25B BTC long.

NewsTradingDeFi
24 May, 20255 min readbyDropsTab
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TL;DR


  • Wynn opens $209M BTC long, pivots to $1.25B position despite losses
  • Parker counters with an $88M BTC short at 40× leverage
  • Whale loses $23M shorting HYPE as it skyrockets
  • Wynn’s kPEPE bet nets $25M gain amid heavy BTC & ETH drawdowns

Cryptocurrency Whales Go Wild on BTC


Three whales made waves on Hyperliquid this week, each with a different take on Bitcoin. The most aggressive? James Wynn opened a 1,960 BTC long worth $209M at $105,033 per coin, riding high leverage and even tossing in a side bet on $kPEPE that reached $11.7M in unrealized gains.


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Meanwhile, William Parker, a former top Hyperliquid whale, went the opposite route with an $88M short using just $2.2M in margin — a risky 40× leverage play.


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And while these two duked it out on BTC direction, a third whale made a tactical pivot: converting 2,000 ETH to USDC, then opening a 700 BTC long (~$75M), signaling confidence in Bitcoin’s relative strength.


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Together, these moves show whales are going all-in on DeFi perps — with big positions, high conviction, and zero hesitation.


The Big Short of $HYPE Token Gone Wrong


A Costly Lesson in “Don’t Fade the Hype”. Not all whales thrived this week – one became an involuntary poster child for the dangers of shorting a parabolic token.


A Hyperliquid whale (wallet 0x20B141d3B74779D96B48b966807d719D5dfa08A6) amassed a $16.06M short position on $HYPE (the Hyperliquid exchange’s native token) with 5× leverage at an average entry of $20.44.


Initially, as HYPE’s price started climbing past $30, the short was underwater by $1–2M (see image for an early-week snapshot). Instead of closing, the trader doubled down – covering parts of the short in the $31–32$ range and adding more margin to fend off liquidation (set around $56.2). But HYPE continued to surge relentlessly.


By week’s end, the embattled short seller finally capitulated, closing the position and realizing roughly a $23.5M loss – wiping out ~77% of the margin. This stands as one of the largest single-trade liquidation losses on-chain this year.


The episode underscores how quickly a high-leverage short can spiral out of control when faced with a rapid 90% price. The whale’s pain was the market’s gain: HYPE’s rally was fueled by bullish sentiment (and possibly a short squeeze), reinforcing the adage that “fading the trend” in crypto can be financially hazardous.


In short, this whale got burned trying to short the hottest token of the week – a dramatic reminder that even big players shouldn’t try to fight the tape when momentum is strong.


James Wynn Drops $22.7M in a Single Day — Margin Call Drama


James Wynn, one of the boldest traders on Hyperliquid this cycle, suffered a $22.7M 24-hour loss across four highly leveraged positions.


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His wallet was deep in red with BTC down $1.04M, ETH off by $2.14M, and SUI sinking another $1.42M — partially offset by a $8.67M gain on kPEPE, his best-performing bet.


These trades were opened with significant leverage: 40× on BTC, 25× on ETH, and 10× on both SUI and kPEPE. With funding fees stacking and liquidation levels creeping dangerously close, Wynn made a fresh deposit to boost margin and avoid a wipeout — a move that likely preserved his high-risk portfolio.


The episode is a textbook example of how even top-performing wallets can face sudden drawdowns when markets turn. In Wynn’s case, he lived to fight another day — but not without a seven-figure bruise.


$1.25B Bitcoin Long: James Wynn Doubles Down


James Wynn isn’t just betting big — he’s betting massive. The same Hyperliquid whale previously known for bold trades has now pushed his BTC long position to $1.25 billion, holding 11,588 BTC at 40× leverage.


With an average entry at $108,915 and the price drifting just below at $108,589, the trade was sitting at a –$3.17M unrealized loss when last tracked. But the real bleed came from funding costs, already stacking up to –$4.6M, as the high-leverage position remained open over time. The liquidation threshold sits dangerously close at $105,179, adding pressure on any downward moves.


This mega bet came after Wynn exited three other high-stakes positions: a $3.67M loss on ETH, $1.59M on SUI, and a standout $25.2M gain on kPEPE.


He rotated all that capital into this singular, high-conviction long on Bitcoin. It’s the most aggressive on-chain BTC long observed on Hyperliquid to date — and it may define whether Wynn walks away a market legend or cautionary tale. One thing’s clear: this is a whale unafraid of going all-in with the market at all-time highs.


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Disclaimer: This article was created by the author(s) for general informational purposes and does not necessarily reflect the views of DropsTab. The author(s) may hold cryptocurrencies mentioned in this report. This post is not investment advice. Conduct your own research and consult an independent financial, tax, or legal advisor before making any investment decisions.