Crypto Whale Wynn Flips Bullish with $75M BTC Long and Fresh PEPE Bet

  • James Wynn flips bullish with a $75M BTC long and fresh PEPE position, signaling growing confidence in crypto market momentum.

  • Bitcoin holds strong above $110K with sustained support and clear uptrend structure, fueled by recent breakouts and rising demand.

  • PEPE builds bullish momentum with higher lows, increasing accumulation, and renewed whale interest driving a technical recovery.

James Wynn, a prominent crypto whale, is making waves again with major leveraged moves across Bitcoin and PEPE. Whale Insider reports that Wynn recently opened a massive 684.11 BTC long position, valued at $75 million, using 40x leverage. His liquidation price is firmly set at $103,190. Additionally, Wynn closed a colossal 9,402.73 BTC short position, incurring a manageable $13.4 million loss. This strategic pivot signals increasing bullish conviction as Bitcoin consolidates above key levels.

Bitcoin Maintains Strong Uptrend

Bitcoin made a strong surge from $75,000 earlier this month, and it is still holding above $110,000. The price movement adheres to a distinct upward trendline that has held steady throughout May. Along this path, several touchpoints confirm robust underlying support. In addition, Bitcoin broke over resistance levels at $85,000, $95,000, and $105,000. Every breakout signaled a Break of Structure, which fueled additional price growth.

Source: Crypto Caesar

On May 20th, Bitcoin surged sharply from $105,000 to $112,500. This move established new highs, leading into a consolidation phase. Currently, Bitcoin trades at $110,094.62, only 0.18% down from the last session. Despite minor pullbacks, price remains well above vital support zones at $95,000 and $102,500. Furthermore, the market structure displays CHoCH (Change of Character) points, showing evolving momentum. Overall, the uptrend stays intact with strong bullish interest across the board.

PEPE Forms a Bullish Structure

Meanwhile, meme coin PEPE is regaining traction with James Wynn re-entering a long position using 10x leverage. Previously, he earned over $26 million trading $PEPE on HyperLiquid. As of May 26, PEPE trades at $0.00001361, gaining 1.47% in daily movement. Volume remains moderate, reflecting steady market activity.

Technically, PEPE has formed consistent higher lows since March 2025, building bullish structure. Key resistance stands at $0.00001400, with strong support forming at $0.00000900. Additionally, the Ichimoku cloud shows a shift from bearish red to neutral tones, confirming a recovery phase. 

Source: TradingView

The Accumulation/Distribution indicator stands at 1,056.98T, up from 800T in November, indicating strong accumulation. Consequently, James Wynn’s leveraged moves and current technical setups across BTC and PEPE suggest robust bullish sentiment is driving the market.

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