However, Affleck won 356 thousand dollars in a poker event in 2004. As far as we know, his biggest loss happened in 2001 when he lost 400 thousand dollars on a poker hand. He has had victories and losses in his gameplay during the times. He is a compulsive gambler who likes to play poker gambling. He’s one of the celebrities like Jeremy Smith, who is regularly spotted at Las Vegas pavilions.
We’re starting our list with Ben Affleck as there’s absolutely no doubt about it that the Hollywood director and actor is a big-time gambler.