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In 2010, Benson started an annual, 2 hour Twelve Guests of Christmas special every holiday season.This episode features 12 guests (occasionally more) rather than the usual 3 guests and they play an elimination style Leonard Maltin Game.Scott Aukerman won the first year, while Graham Elwood dominated the next two years in a row.The 2013 champion was podcast fan and Pardcast-A-Thon auction winner, Sean Sakimae.

Other regular features of the podcast include the segments Tweet Relief: Tweets About Movies, Watch This/Not That, Not for Emetophobes, and From the Corrections Department, as well as the games Build a Title, Name a Movie, A-B-C-Deez Nuts, How Much Did This Shit Make? , Love, Like, Hate, Hate-Like, Doing Lines with Mark Wahlberg, Last Man Stanton, Whose Tagline Is It Anyway, Now Buscemi Now You Don't, Tell The Truth!Benson appeared on the comedy compilation album Comedy Death-Ray.On August 4, 2009, Benson's second album, Unbalanced Load, was released by Comedy Central Records.He made his earliest television appearances as a stand-up in the late 1980s and early 1990s on programs such as Comedy Central's The A-List and Two Drink Minimum and was one of the featured comedians in the cast of Joel Hodgson's sketch-comedy pilot The TV Wheel which aired on Comedy Central in 1995.One of Benson's earliest jobs in television was writing for the MTV game-show Trashed in 1994.One of them didn't show, and the other one signed up too late.Benson claimed that "I went in anyway and did my three minutes of whatever I could come with and people actually laughed." At the age of 22, Benson began performing regularly as a stand-up comedian; however, it wasn't until 28 that he became a stoner, after a week's worth of gigs smoking pot afterwards alongside Brian Posehn and Greg Proops.Sakimae also qualified for the next Tournament of Champions for naming the film Titanic in negative names and winning the game.Riki Lindhome beat Jimmy Pardo in the finals of the 2014 edition when Pardo couldn't get the name Lori Singer when going negative three on Footloose.His Comedy Central series The Benson Interruption ended its first season in December 2010 and was turned into a monthly podcast in January 2011.Benson was born and raised in San Diego, California, to parents Wendy (Young), a pharmacy clerk, and Robert Matthew Benson, a former English teacher turned salesman.

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