Updated on 22 Feb 26 by
Barry Carter
Poker Expert

When celebrities play against the pros

Forget easy celebrity TV tournaments, we recap the best moments where Hollywood stars played in real tournaments against real poker players.

Michael Phelps

The greatest Olympian of all time also looks like he brought that competitive edge to live poker:

Ray Romano

Although not in the hand, this is a classic video worth repeating, as Ray Romano is at the table when Quads lose to a Royal Flush:

Kevin Pollak

The deepest ever celebrity run in the Main Event is also memorable for one of the sickest bad beats, as the Usual Suspects star gets very unlucky:

Matt Damon

He may have played the most iconic fictional poker character in history, but Matt Damon's acting seemed off in this hand:

Jason Alexander

The Seinfeld star is a regular at the WSOP and here he is at the table with Greg Raymer:

Oliver Hudson

Possibly the most famous celebrity poker hand ever, as Oliver Hudson finds himself all-in on the very first hand of the Main Event:

Jennifer Tilly

It seems a little unfair to even mention movie star Tilly as if she is an amateur player, because it is well documented she is a great player, as this clip of her holding her own against Sam Trickett proves:

Aaron Paul

How can we not include the Breaking Bad star who made his GPL debut this week? Here are some highlights from his three hour battle with Fabrice Soulier:

Did we miss a classic clip? Let us know in the comments. 

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Poker Expert

Barry Carter is the editor of PokerStrategy.com and the co-author of The Mental Game of Poker 1 & 2, Poker Satellite Strategy, PKO Poker Strategy, Endgame Poker Strategy, GTO Poker Simplified, Mystery Bounty Poker Strategy and Beyond GTO. In 2025, he won the Global Poker Awards for Best Book and Twitter Personality of the Year.