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During his time with Boom Chicago, Dan co-wrote and performed in one of the troupe’s biggest hit shows to date: “Me, MySpace and iPod”. This send-up of the digital age was hailed by many critics as “the best Boom Chicago show ever” in addition to becoming the longest-running show in the theater’s 15-year history. Between major productions, Oster found himself trying a bit of everything by way of his fearless stage persona, from jokingly discussing penile inadequacy to performing freestyle raps as obscure pop culture icons like Paul Reiser and Cobra Commander from G.I. Joe. Outside the Boom theater, one of Dan’s most noteworthy pre-MADtv gigs came in the form of a 30-minute mockumentary-style television program entitled “The Digital Difference”. Oster joined the cast of MADtv in 2007, as a featured performer, for the thirteenth season.

Years Active at Boom


Boom Chicago Show Credits

Best of Boom (2006)

Me MySpace and iPod (2006)

Boom Chicago’s Wild West Comedy and Gun Show—Featuring One Real Indian (2007)