
Tobey Maguire’s double life as a high-stakes poker player is coming to light as a result of an FBI investigation into a an embezzling hedge-fund manager who was also a degenerate gambler (shocking, I know). Basically, this guy, Brad Ruderman, whose name couldn’t possibly sound more like the name of a douchey hedge-fund manager, lost $25 million of his clients’ money in secret poker games with Hollywood stars like Maguire, Ben Affleck, Matt Damon, Leonardo DiCaprio, and Webster. Okay, I made that last one up. Now, some of Ruderman’s clients say they’re entitled to Maguire’s winnings, because they were acquired through illegal means, and because the money Ruderman money lost was rightfully theirs. Yeah, yeah, and America “rightfully” belongs to the Indians, here’s me playing the world’s smallest invisible dick violin with my dismissive wank hand.
As Ruderman sits in a Texas jail until 2018, convicted on two counts of wire fraud and two counts of investment adviser fraud, lawyers for the clients whose funds he embezzled are filing a series of civil suits against those who won big in the illegal poker dens, in the hope of recouping some of their lost savings.
Ruderman lost $311,300 to Maguire, including one losing hand of $110,000, on July 30, 2007, it’s claimed.
The games were “exclusive events, by invitation only, and that there was a regular roster of players consisting of wealthy celebrities, entrepreneurs, attorneys and businessmen,” according to the lawsuit.
Tinsel town A-listers Leonardo DiCaprio, Ben Affleck and Matt Damon also played in the no-limit Texas Hold ‘em games held on a twice weekly basis in suites at the luxury Beverly Hills hotel, Four Seasons, and the Viper Room on Sunset Boulevard, which had a buy-in of $100,000, multiple members of the ring told Star. DiCaprio, Affleck and Damon are not being sued.
Others who were part of the secret society and are facing hefty lawsuits include billionaire businessman Alex Gores, The Notebook director Nick Cassavetes, Welcome Back, Kotter star Gabe Kaplan, Paris Hilton’s infamous sex tape partner, Rick Salomon, record label owner Cody Leibel and Las Vegas nightlife entrepreneur and real-estate developer Andrew Sasson, among others.
Maguire won as much as $1 million a month over a period of three years, one source told Star, which is on newsstands Wednesday.
“That means he could have made up to $30 to $40 million from these games,” the whistle-blowing card shark predicted. [RadarOnline]
And I’m sure that’s an accurate estimate, because if there’s one thing I know about poker, it’s that your earnings from it are as constant and reliable as Old Faithful. One Hollywood A-lister whose name you WON’T find among the invitees to the games, however, is Paul Walker, who was no doubt presumed to have an unfair advantage. If you’ve seen any of his movies, you know the one thing that guy’s got going for him is an impenetrable poker face.

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