James Wynn: I'm just a greedy fool
TechFlow Selected TechFlow Selected
James Wynn: I'm just a greedy fool
The wildest show in the crypto world in 2025 will always have a seat for Hyperliquid, the contract theater where winners prevail.
Navigating Web3 tides with focused insightsBy Bright, Foresight News
"I started trading futures in March. Before that, I'd never traded futures—actually, I’d never really traded any derivatives at all. I only traded Meme coins."
"Within one month, I turned about $3 million into $100 million, then lost it all within a week on HyperLiquid."
"I was just doing my own thing, but people started noticing me. My account blew up, gaining hundreds of thousands of followers, because everything is on-chain and traceable."
"Anyway, with all this sudden attention, trading spiraled out of control. I was basically gambling, trying to chase back the profits I’d lost, while not wanting to look like an idiot for making $100 million and then losing it. I got greedy. I stopped taking the numbers on the screen seriously."
On June 6, James Wynn changed his profile picture to a McDonald's-style Wojak. In popular Chinese internet slang: "I lost. I've rejoined the Meituan delivery army." By this point, James Wynn had already lost over $20 million of his principal.
Position and Tweet Timeline Breakdown
James Wynn, the ultimate "degen gambler," comments publicly on every single futures trade he makes. Thus, each open and close of his positions—and their PnL—on HyperLiquid (HL) comes with a personal narrative from James Wynn, currently known as the “number one degen in the market.”
On May 30, after massive losses, James Wynn entered "sage mode."
After losing over $96 million in one week and suffering a total account loss of $14.03 million, he posted on social media: "Being a futures gambler is super fun—I don’t regret it at all. Going from $4 million to $100 million and back down to $13 million was absolutely thrilling. Most people wouldn’t dare do such trades. They can't afford it, nor do they have the courage to publicly take on such risks. Maybe next time I’ll aim for $1 billion. I’ll be back."
In response, crypto KOL scooter—who previously exposed insider details about the LIBRA token—openly mocked him: "James Wynn is a textbook example of why most scammers and rug-pullers eventually lose everything. They’ve never experienced the value of earning money honestly or understood the real effort behind wealth creation. Easy come, easy go." Renowned trader Eugene Ng Ah Sio echoed similar sentiments on his Telegram channel: "When you use excessive leverage, easy come, easy go."
On May 31, James Wynn aggregated $3.25 million across multiple addresses to go long BTC and PEPE. After several liquidations and stop-losses, the actual value of his position (not nominal exposure) dwindled to just $800,000. On social media, Wynn declared: "I will rise again. I love this game. Money, fundamentally, is a mindset. I’m still richer than 99.9% of crypto Twitter users. I’ve placed a massive, well-considered bet aiming for tens of billions. My passive income alone exceeds what most of you earn in a year."
That same day, he also posted: "One hundred million dollars isn't much money. Perhaps it sounds like a lot to those trapped in mental chains. But to a free soul, anything is possible—this amount is utterly insignificant. Just $100 million? A mere drop in the ocean of wealth. It’s laughable how most people have never even seen or heard of such a number. Free will matters more than broke mentality."
On June 1, James Wynn once again proclaimed his comeback, passionately stating: "Some of you act like gods, thinking you’d cash out at $100 million. Have you ever considered I never intended to cash out at $100 million? Why would I? For me, it’s either win big or lose everything." At this point, James Wynn held no active positions, with total losses reaching $17.72 million.
Shortly after, Wynn claimed that multiple CEXs had arbitrarily banned his accounts, attributing it to his anti-corruption stance and support for decentralization. He emphasized he had never dumped tokens, that his funds were clean, and that he had long focused solely on on-chain meme coins and HyperLiquid trading—never accepting promotional payments or participating in pumps. Wynn warned that if the bans continued, he might collaborate with the Moonpig team to launch a new platform to fight centralized manipulation: "I was born for war—lawyers, get ready. I will expose this battle publicly."
On June 2, James Wynn—championing crypto freedom and transparency—announced on social media that he would pause futures trading.
But the pause didn’t last long. Less than four hours later, Wynn posted a screenshot of his long BTC position and directly targeted Wintermute, tagging their official account: "I’m back."
However, this trade briefly put his long position underwater by over $1.35 million.
Wynn appeared visibly agitated, rallying supporters: "If you want to support this cause / fight corruption, buy BTC now. The moment I went long, I was instantly attacked. There must be some conspiracy—I don’t know what it is. It can’t just be because of my trade; maybe it’s because I’m just a small fish playing in the whales’ pond, or because I’ve drawn attention to HyperLiquid. Either way, try supporting by buying BTC!"
As BTC prices continued to fall, whale James Wynn clearly grew nervous. He urgently posted: "If you want to fight against market-making groups and support me, send USDC to this specific on-chain address. If I win, everyone gets repaid 1:1. Let’s beat them. I need your help." Subsequently, Wynn deposited the total donated amount of 39,345.11 USDC into HyperLiquid, lowering his liquidation price.
This zero-cost fundraising post instantly sparked controversy. Has the man with the most attention in crypto today resorted to begging? Indeed, James Wynn—the former "meta king" who routinely opened leveraged positions exceeding $1 billion—has fallen from grace, losing around $100 million in just one week, wiping out all prior gains and adding roughly $17.5 million in net losses.
Arthur Hayes, co-founder of BitMEX, commented: "I’m starting to think this (referring to whale James Wynn attempting zero-cost fundraising) could become one of the most successful exchange marketing campaigns in crypto history. HYPE will prevail. Also, this guy is probably hedging via another anonymous address—specifically to farm Hyperliquid’s next airdrop."
By June 3, after his ~$100 million BTC long position turned profitable, James Wynn quietly deleted the "begging" tweet he had posted the previous night at 10 PM. His long position was now up over $400,000. At its most intense moment the previous night, Bitcoin had dipped within just $20 of Wynn’s liquidation price, with floating losses exceeding $1.35 million.
In the end, Lady Luck smiled upon him—his long position recovered and became profitable. James Wynn’s gambling streak lived on. But it wouldn’t last long. After a public feud between Trump and Musk, overnight, James Wynn lost everything—again.
Yet throughout his rollercoaster journey—gaining wealth and losing it—who emerged as the biggest winner? The ever-rising price of HYPE coin may already tell the story. Wintermute founder wishful_cynic, whom Wynn had previously called out by name, tweeted: "Overall, I think 'wynn' was simply an exceptionally executed HL (Hyperliquid) marketing campaign—well done. He’s brilliant. His tweets are excellent." In fact, James Wynn mentions Hyperliquid in roughly one out of every three tweets, consistently touting decentralization, anti-corruption, and anti-manipulation narratives, while vaguely alleging unverified "account bans" by other centralized exchanges. From a publicity standpoint, James Wynn has achieved the greatest marketing success in crypto this year.
Whether James Wynn used anonymous addresses to hedge his openly disclosed massive positions, or whether Hyperliquid has any direct financial ties with James Wynn—these black boxes remain unknown. Even amid tragic tweets, Wynn不忘 promoting Hyperliquid: "Anyway, if you’re going to gamble and trade futures like a fool, at least use my link below (it saves you trading fees) and use the code ‘WYNN’."
Join TechFlow official community to stay tuned
Telegram:https://t.me/TechFlowDaily
X (Twitter):https://x.com/TechFlowPost
X (Twitter) EN:https://x.com/BlockFlow_News
Foresight News
