The cryptocurrency market experienced a seismic shake-up in late October 2025 as a result of massive liquidations and the controversial bets of prominent trader James Wynn. Bitcoin (BTC) surged to unprecedented heights before crashing hard, leading to widespread liquidations across exchanges like Binance and Bybit. Wynn’s short-selling strategy and his involvement with the now infamous $DRUNK token have been scrutinized by crypto enthusiasts worldwide. We analyze the high-risk moves of this influential trader and explore the devastating impact they had on retail investors caught in the maelstrom. Data, market reports, and social media discussions provide insight into the chaotic events that unfolded.