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In 2006, Cook headlined for Dave Attell's Insomniac Tour and hosted the 2006 Teen Choice Awards alongside Jessica Simpson.The following year he won the award for Best Comedian.
Vicious Circle was filmed "in the round" at the TD Garden.His big break came in 1998 when he appeared on Comedy Central's Premium Blend.In 2000, Cook did a half-hour special on Comedy Central Presents.During that time, he embarked on his first arena tour.
by performing on stage for three hours and 50 minutes.
On October 30, 1992, Cook and a group of local emerging improv/sketch comedians were scheduled to appear at the Boston Garden as part of local radio station WBCN's "Rock of Boston" music concert.