Bilzerian played in the 2009 World Series of Poker Main Event, finishing in 180th place.[18] In 2010, he was voted one of the funniest poker players on Twitter by Bluff magazine.[19] In November 2011, Bilzerian, along with ten others including actors Tobey Maguire, Nick Cassavetes, and Gabe Kaplan, were asked to pay back winnings that they had won in poker games against Ponzi scheme operator Bradley Ruderman after Ruderman was sentenced to prison, to help pay back some of the victims Ruderman had stolen from over his criminal career.[20] That same year, Bilzerian defended Alex Rodriguez publicly against accusations that he had gambled illegally, claiming that he was present when the alleged gambling event had taken place and Rodriguez was not present.[21] In November 2013, Bilzerian posted an unconfirmed claim that he won $10.8 million from a single night of playing poker,[22] and in 2014 he claimed to have won $50 million throughout the year, adding that he "doesn't play against professionals anymore and the most he's ever lost in a single session is $3.6 million."[23] Bilzerian has featured on Joe Rogan's podcast on social media platform Youtube explaining the run up to his poker career.