On June 27, 2005, Tilly won a World Series of Poker bracelet (and $158,625) in the Ladies' No-Limit Texas Hold 'Em event, outlasting 600 other players. She followed up this accomplishment on September 1, 2005, by also winning the third World Poker Tour Ladies Invitational Tournament held at the Bicycle Casino in Los Angeles. Tilly has appeared in the GSN Poker Royale series. She appeared in the third season of Poker Superstars but was eliminated in the preliminary round. Tilly played in the Celebrity Poker Showdown which aired June 14, 2006, on Bravo. Tilly was knocked out in third place by Bravo’s online poker champion Ida Siconolfi (the first non-celebrity to appear on the show) when her A♣ K♥ failed to improve against Ida's starting hand of K♣ K♠. Tilly appears as a celebrity, rather than a poker pro, in ESPN's Pro-Am Poker Equalizer.
In a television interview, Tilly stated that at this point in her career she is more interested in pursuing poker than acting. As of 2008, her live tournament winnings exceed $450,000. Tilly also appears in the World Series of Poker Tournament of Champions 2007 Edition video game (along with current boyfriend, Phil Laak) that was released in 2007 by Activision. As of December 2008, Tilly retired from the pursuit of poker as a career. In the December, 2008, edition of Bluff Magazine she says: "I love poker but greatness in poker is an elusive dream. There are too many variants. Trying to find validation in poker is like trying to find a virgin in a whorehouse. I’m not giving up poker entirely — gambling is an addiction after all. I’m just going to treat it more like a hobby and less like a career."
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