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The 11 Best Comedian-Musicians

From Russell Brand and Jimmy Fallon to Margaret Cho, this crowd is adept at both joking and singing on stage

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Conan O’Brien

When his network late-night career went down in flames in early 2010, Conan O'Brien said good-bye to his Tonight Show followers by closing out his final show with a seven-minute jam session of Lynyrd Skynyrd's "Free Bird." Acting as resident singer (and cowbell fanatic), Will Ferrell invited O'Brien to "strap on his ax" as he, Beck, Ben Harper, ZZ Top and Max Weinberg and the Tonight Show Band shredded in front of a giant American flag. Conan decided to go rockstar for awhile, growing a beard and launching his "Legally Prohibited From Being Funny on Television" tour, where he joked about his newly jobless condition and played reworked versions of "I Will Survive" and Radiohead's "Creep."

Photos: Conan O'Brien, A History in Photos

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