Swingtrader James Wynn loses 100 million dollars in one week betting on Bitcoin

Investing in Bitcoin brings a lot of profit in the long term (at least historically this has proven to be the case). In the short term, and especially for so-called swing traders who trade with ‘leverage’, it can be very lucrative, but also very risky. James Wyn, who posts his trades on social media, lost 100 million dollars in just one week.

Long

On Friday, May 30, 2025, the Bitcoin price briefly dropped below $105,000. This drop spelled doom for many long (bullish) traders. This was especially true for James Wynn, a trader known for taking on very risky positions.

I want you to liquidate me.

Please. pic.twitter.com/ifevfCWELA

— James Wynn (@JamesWynnReal) June 4, 2025

Wynn’s long positions in Bitcoin liquidated for a total of almost $100 million, following BTC’s recent drop from its new all-time high of $111,000.

James Wynn had opened two leveraged long positions in Bitcoin, anticipating a rise in the price of the largest digital currency to a new all-time high. However, that didn’t happen and Bitcoin fell below $105,000, which meant his investment was wiped out.

james wynn just got liquidated AGAIN

this man is the ultimate contrarian indicator

he’s like a reverse oracle at this point

opens $1.2b long with 40x leverage → bitcoin dumps

switches to $110m short → bitcoin pumps

goes long again → gets rekt for $25m

the market… pic.twitter.com/NMvvdmmh2O

— Leshka.eth ⛩ (@leshka_eth) June 5, 2025

On-chain data shows that two positions were liquidated on May 30, 2025 for $55.3 million and $43.9 million (or about $99.2 million).

Wynn is not giving up and has since reposted his position on social media. This time, it is a slightly smaller and less risky bet.

Not surprising, of course.