Here’s a quick rundown of @JamesWynnReal trades in May — one of the most aggressive public portfolios we’ve seen on CT.
• May 1:
- Opens 40x BTC long at ~$95K with a position of $20M
• May 2:
- Doubles down on BTC long to $107M
- Posts first tweet about $MOONPIG (at ~$110K mcap)
• May 4: Flips short on BTC ($120M) before FED meeting
• May 6: Closes short @ $93K, reopens BTC long
• May 7: Initiates a 10x PEPE long ($40M)
• May 12–17: Scales BTC long from $135M → $400M
• May 19–20: Increases BTC long position to $670M
• May 21:
– Doubles down as BTC approaches ATH
– BTC long reaches a position size of $1.1B
– BTC breaks ATH @ $109K while US30Y spikes to >5% and SPY is down 1.6%
– BTC pulls back ~3% intraday from $109K to $106K
(PnL swings from +$27M → -$5M)
• May 22:
- BTC bounces back to $112K amid TradFi weakness
(at this point, uPnL of +$40M)
- Wynn starts taking profit and trims his BTC position from $1.1B to $800M
- Nearly a $50M uPnL swing in <24 hours
• May 23:
- $MOONPIG hits $120M mcap (1000x from Wynn’s first tweet on the token)
- Fully exits PEPE long: +$25M realized PnL overall
- Scales BTC long position to $1B+
At the time of this tweet, he still has an active position of $1.25B on his BTC long.

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