- James Wynn closed $25.19M PEPE long, then bet $1.25B on Bitcoin with 40x leverage; liquidation at $105,180.
- Wynn’s unrealized BTC loss hits -$7.56M amid volatility; past trades include $10M gains on TRUMP and PEPE.
Cryptocurrency trader James Wynn has drawn scrutiny for recent high-risk moves, closing profitable positions in memecoins to double down on Bitcoin. Known for aggressive leverage and rapid portfolio shifts, Wynn’s actions reflect a strategy blending calculated risk with opportunistic timing.
Top trader @JamesWynnReal closed all his long positions on $PEPE for a total profit of $25.19M.
He's now gone all-in on $BTC longs, with a position of 11,588 $BTC($1.25B) and a liquidation price of $105,180.https://t.co/bhvDtxyxdL pic.twitter.com/zJT1UbrNBi
— Lookonchain (@lookonchain) May 24, 2025
Recent Trades: PEPE Profit and Bitcoin Long Position
On May 24, 2025, Wynn exited all long positions in PEPE, securing a $25.19 million profit after a 60-day holding period, according to blockchain tracker Lookonchain. The trade capitalized on PEPE’s volatility, reinforcing his reputation for timing memecoin surges. Immediately after, Wynn allocated $1.25 billion to a leveraged Bitcoin long position, acquiring 11,588 BTC with 40x leverage.
Built different. https://t.co/d7DYEgRPx3 pic.twitter.com/rceFOESqIi
— James Wynn 🐳 (@JamesWynnReal) May 24, 2025
This bet carries substantial risk. Bitcoin’s price must stay above $105,180 to avoid liquidation—a threshold narrowly above current levels. At publication, the position showed an unrealized loss of $7.56 million, with a return on equity (ROE) of -24.11%. Market observers note the trade’s precarious balance between potential gains and catastrophic losses.
Past Moves: Wins, Losses, and Leverage
Wynn’s trading history reveals a pattern of high-conviction bets. Earlier on May 24, he closed Ethereum and SUI positions during a market dip, absorbing a $5.3 million loss. He simultaneously increased his Bitcoin exposure to 11,070 BTC ($1.19 billion), despite cumulative losses exceeding $20 million when factoring in funding fees.
Previous successes include early investments in PEPE and TRUMP tokens. In one instance, Wynn purchased PEPE tokens when its market value was $600,000, later selling as it surged to $4.2 million—a profit exceeding $10 million. Similarly, he allocated $10 million to TRUMP tokens ahead of a major announcement, securing returns as the token rallied.
Wynn’s approach mirrors hedge fund tactics, using leverage to amplify exposure while targeting undervalued or momentum-driven assets. His shifts between memecoins and Bitcoin suggest a dual focus: capturing quick gains from speculative tokens while maintaining a cornerstone position in crypto’s largest asset.
The $1.25 billion Bitcoin bet, however, raises questions. Leverage magnifies both profits and risks, and Bitcoin’s recent volatility—fluctuating between $100,000 and $110,000—leaves little margin for error. ETHNews analysts speculate whether Wynn anticipates a bullish catalyst or is hedging against broader market moves.
Wynn’s trades are closely monitored for signals about market sentiment. His exit from PEPE aligns with a memecoin cooling-off period, while the Bitcoin accumulation mirrors institutional strategies ahead of regulatory or macroeconomic shifts. The 40x leverage, however, underscores a tolerance for risk uncommon even in crypto’s volatile environment.
Bitcoin (BTC) – Price Analysis as of May 24, 2025
Bitcoin (BTC) is currently trading at $109,111, up +1.66% on the day, after recently hitting an all-time high of $111,999. The bullish rally is being fueled by a combination of macroeconomic tailwinds, regulatory clarity, and robust institutional accumulation.
Over the past month, BTC has gained +16.4%, and over the past year it’s up a remarkable +60.65%, reinforcing its dominant position in the crypto asset class.
From a technical perspective, BTC is currently consolidating just below the psychological resistance at $110,000. ETHNews analysts highlight a clean breakout above this level could trigger a run toward $115,000–$118,000.
Support lies in the $106,000–$107,000 range. Trading volume remains strong, with $55.04 billion in 24h volume, and the RSI is moderately bullish without being overextended.
Fundamentally, the rally is being supported by:
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A record $2.75 billion inflow into Bitcoin ETFs this week, suggesting deep institutional conviction.
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Whale activity, including a $277 million transfer to Kraken, shows continued large-scale movement — potentially for liquidity or positioning.
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The passage of the U.S. crypto bill in the Senate, which is expected to further drive pension fund and sovereign capital into BTC markets.
Market sentiment suggests this bull phase could extend into the second half of the year, with projections ranging from $125,000 by Q3 2025, and even $150,000+ by year-end, as more governments and funds adopt a Bitcoin allocation strategy.
