Hand of the Week: Portnoy drags pot after 'worst fold' in poker history

Mo Afdhal
Mo Afdhal
Posted on: September 8, 2025 13:55 PDT

When Barstool Sports made its first foray into the world of live-streamed poker content last week, a Hand of the Week contender felt almost guaranteed. The 18-player tournament on Tuesday, September 2 provided no shortage of possible hands to highlight, but the $20,000 heads-up match between company founder Dave Portnoy and Eric 'Barstool Nate' Nathan bestowed a hand too wild to ignore. 

Nathan, a longtime poker enthusiast and co-host of the now-defunct Cracking Aces poker podcast, spent the better part of two decades hunting Portnoy's action. When he finally got it, the match didn't exactly go his way. In the video above, Doug Polk presents an analytical breakdown of the key hands from the match – including PokerOrg's pick for Hand of the Week at the nine-minute mark. 

'The worst thing I've ever witnessed' 

With $17,000 of his $20,000 buy-in remaining in front of him, Portnoy started the action with a limp from the button with . Nathan peeled in the big blind and raised to $1,000. Portnoy came along for the extra $800 and the two players watched on as dealer spread the flop. 

With $2,000 in the middle, Nathan continued for a $700 bet. Portnoy, confident with top pair and a strong kicker, raised to $1,700. After a brief exchange of words, Nathan made the call to bring in the river. In the face of a check, Portnoy downsized his bet to $1,000 and, despite the small sizing, Nathan didn't like the spot. Still, he recognized his hand was too strong to fold on the turn and made the call. The river completed the board and with $7,400 in the pot, Portnoy fired another $1,000 bet – less than 1/7th of the pot.