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On November 12, 2007, Cook became the second comic to sell out Madison Square Garden's large arena space after Andrew Dice Clay accomplished this feat in 1990. The show was filmed and would later be put onto a DVD to be sold on Cook's third comedy album.Cook won the Big Entertainer Award at the VH1 Big in '06 Awards, The following day, November 13, 2007, he released his third CD/DVD entitled Rough Around The Edges, which was filmed live at Madison Square Garden in New York City.He is known for his use of observational, often vulgar, and sometimes dark comedy.
This album was the last as part of Cook's four-record deal with Comedy Central Records.
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.
Although they anticipated appearing earlier in the lineup, they were scheduled to perform between popular band Spin Doctors and the final headline act Phish, making them somewhat nervous but determined to do well.
The new album was performed at Laugh Factory in Hollywood, which is considered to be Cook's home base, where he goes to work on new material.
He released the DVD version of Isolated Incident in November 2009.