Yes, many individual investors, along with institutional players, generated significant wealth from the GameStop ($GME) stock surge. Key figures like Keith Gill ("Roaring Kitty") and Ryan Cohen saw their positions increase in value by millions, with Gill turning a $53,000 investment into roughly $50 million. Others turned smaller investments into hundreds of thousands or millions, though many missed the peak and held through sharp declines.
The rising stock value allowed Gill to turn an initial US$53,000 investment into $50 million by January 2021. Between 2021–2024, Gill kept a low profile but continued to increase his GameStop ownership.
Even the stories of some of the traders Dumb Money was based on, and who I talked to for this story, are far from cut and dried. Some big names lost money on GameStop, but others made a bundle. The same goes for everyday investors — some won, some lost, and plenty were just in it for the casino-like ride.
What is Keith Gill's net worth in 2025? If Gill's Gamestop position hasn't changed since he last made it public in June 2024, he owns 9 million shares, which as of early 2024, would be worth around $275 million. If Gill still holds both of these stock positions, his net worth could be around $580 million.
While the short squeeze was initially reported as being driven by retail investors, it later emerged that a substantial part of the market activity surrounding GameStop and the related securities was conducted by hedge funds, who had made substantial profits from the short squeeze.
How Much is Roaring Kitty Worth? Gill's belief in GameStop didn't just make him famous—it made him incredibly wealthy. After exercising his call options, Gill still holds 9,001,000 shares of GameStop. At today's price of $29.70 per share, those shares are worth about $267 million.
As of June 13, 2024, Gill's net worth includes more than 9 million GameStop shares valued at $262 million, and about $6.3 million in cash. He owns 6.6% of online retailer, Chewy, stock. Gill stepped away from his online accounts in 2021 before returning in May 2024.
2021 losses
In early 2021 the fund lost over 30% due to numerous short bets that went awry, including GameStop. Users of the subreddit r/WallStreetBets made widespread bets believing that GameStop's stock would increase in value.
While it is impossible to predict markets accurately, the conditions for another GME short squeeze are theoretically present. High short interest, retail investor enthusiasm, market volatility, and positive news could combine to create another situation reminiscent of the early 2021 squeeze.
As of late 2025, Keith Gill has largely returned to the shadows, but his footprint is heavier than ever. Unlike his complete disappearance in 2021, Gill's recent activity suggests he is now an active, high-net-worth trader rather than just a "hold forever" advocate.
Seth Rogan will play Gabe Plotkin, whose Melvin Capital lost billions during the GameStop short squeeze. Once one of Wall Street's most successful hedge funds, Melvin Capital never fully bounced back from 2021's losses and shuttered operations in May of 2022.
Chewy has lost one of its most high-profile feline customers. Keith Gill, better known as the meme-stock messiah Roaring Kitty, has sold off his stake in the online pet retailer, divesting 9 million shares of the company.
Ryan Cohen's net worth fluctuates significantly with market changes, but recent estimates (early 2025) placed it around $4.7 billion to $5.6 billion, driven by his early investment in Chewy, substantial gains from GameStop, and other tech holdings, making him a billionaire investor and entrepreneur.
Mark Cuban is significantly richer than Kevin O'Leary, with Cuban's net worth estimated in the billions (around $5.7 billion to $6 billion+ in recent reports) compared to O'Leary's net worth, which is typically cited as around $400 million, making Cuban the wealthiest "Shark" on Shark Tank. Cuban's wealth stems from ventures like Broadcast.com and the Dallas Mavericks, while O'Leary built his fortune through companies like SoftKey International (The Learning Company).
The biggest Shark Tank miss is widely considered to be Doorbot (now Ring), which the Sharks passed on in 2013 but was later acquired by Amazon for $1 billion in 2018, a massive missed opportunity for the investors. Another significant missed deal, though not a "missed company" but a rejected offer, was the founders of Coffee Meets Bagel turning down Mark Cuban's record $30 million offer for the whole company, though they raised millions in later funding, says Entrepreneur.
Yes, Daymond John is still very rich, with an estimated net worth of around $350 million, built from his iconic FUBU brand, his role on Shark Tank, and various other ventures like The Shark Group, speaking, and authoring. He's considered a centi-millionaire and continues to be an active investor and entrepreneur.
He became a well-known figure among retail investors for sharing his investment strategies online and discussing his big bet on GameStop. Keith Gill's net worth is estimated to be close to $268 million, much of it tied to his holdings in GameStop shares and options.
The founders who famously turned down a $30 million offer on Shark Tank were the sisters behind the dating app Coffee Meets Bagel (Dawoon, Arum, and Soo Kang) in 2015, with Mark Cuban offering to buy the whole company, the biggest in the show's history, but they declined to keep control and grow it themselves. As of 2025, their company's net worth was estimated at $150 million, with annual revenue around $36 million, showing they made a successful decision.