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James Wynn, the high-leverage crypto trader known for turning $7,600 into $25 million on PEPE, warned traders that markets will deteriorate further before recovering. Wynn outlined a multi-asset defensive strategy, shorting US equities and going long on oil while selectively buying Bitcoin ($BTC) dips with spot capital.
All these is amid the US President Donald Trump’s fiery geopolitical message on Sunday against Iran and the Strait of Hormuz.
James Wynn’s Macro Bets and the Iran Factor
The trader’s positioning reflects a broader macro thesis tied to geopolitical escalation. James Wynn said he is short the S&P 500 and Nasdaq, long on WTI crude oil, and accumulating $BTC on pullbacks.
It’s going to get a lot worse before getting better.
— James Wynn (@JamesWynnReal) April 5, 2026
Current trades:
LONG: WTI (Oil) obviously.
SHORT: S&P500 obviously.
BIG SHORT: NASDAQ obviously.
Spot:
Cash and buying dips on Bitcoin although I believe it will get dragged through the mud a little longer. Make… pic.twitter.com/fVkPzuj3f1
He also flagged positive expected value in the Singapore dollar, Chinese yuan, euro, and British pound. He expects gold to hold its price or reach new all-time highs soon.
On real estate, Wynn acknowledged his own exposure to the sector, calling it a losing position while stressing the importance of diversification.
His strategy aligns with the current geopolitical environment. President Donald Trump gave Iran a 48-hour ultimatum on Truth Social, threatening to strike power plants and bridges if Tehran does not reopen the Strait of Hormuz by Tuesday.
pic.twitter.com/hjaounz3yh
— Rapid Response 47 (@RapidResponse47) April 5, 2026
Iran has kept the Strait effectively closed since the US-Israel military operation began on February 28, disrupting roughly 20% of the world’s oil supply.
Low Liquidity Wicks and Liquidation Hunts
Separately, James Wynn warned about Bitcoin price action. He flagged a Sunday manipulation wick on $BTC that occurred during low trading volume, calling it further proof of what is coming next.
“Another classic low-volume manipulation wick on Bitcoin on a Sunday further proves what’s about to come,” he indicated.
Indeed, a $1,000 $BTC price pump within 10 minutes on Sunday liquidated $28 million in short positions in a single hour, amid continued low-liquidity leverage hunting.
Bitcoin just pumped $1,000 in 10 minutes and liquidated $28 million shorts in 1hr.
— Ash Crypto (@AshCrypto) April 5, 2026
Low liquidity leverage hunting continues. pic.twitter.com/JxjdBDVoRt
$BTC is trading near $67,201 as of this writing, with the Fear and Greed Index stuck at 12, deep in extreme fear territory. The token has held a $65,000 to $73,000 range for weeks despite sustained bearish sentiment.
With Trump’s self-imposed Tuesday deadline approaching and oil prices hovering above $100 per barrel, the macro backdrop for risk assets remains volatile.