Phil Hellmuth is no stranger to cashing in on opportunities. After all, the all-time WSOP bracelet winner has built a career out of turning skill and charisma into a steady stream of endorsement deals, sponsorships, and appearances. If there's a dollar to be made, you can bet Hellmuth knows how to find it.
So, when it was revealed that he passed up an investment that could’ve turned $15,000 into a whopping $80 million, it raised a few eyebrows. Even the Poker Brat isn’t immune to a misread every now and then.
The $15,000 Investment That Could’ve Paid Off Big
Alan Keating shared the story during an appearance on the Doug Polk Podcast, and it's one that sounds straight out of a poker bad beat story. Keating was approached by an entrepreneur who wanted to get some important investors involved in his business.After some back and forth, Keating, who didn't name the business, helped set up an offer for Hellmuth: He could invest $15,000 for a 4% stake in the business.
To Keating, it seemed like a solid deal—basically a steal, with Hellmuth getting in at a 99% discount. Keating even negotiated some extra perks for him, such as advisor shares.
But when Hellmuth was presented with the opportunity, he wasn’t so sure. Keating sent the deal to Hellmuth and a handful of other top investors. But everyone passed. They weren’t convinced the business was worth the risk. Hellmuth, trusting the judgment of these seasoned investors, decided to pass, too.
Fast forward to November of the following year, and Keating got a call from a secondary broker offering to buy his shares. The company had been valued at $2 billion. That 4% stake Hellmuth would’ve had? It was now worth $80 million.
Read more/full article at: https://www.pokernews.com/news/2025/03/hellmuth-baddest-beat-missed-out-on-eighty-million-48255.htm
