(Original airdate: 05/12/06) Then-Senator Barack Obama joins Conan in Chicago to talk about his favorite restaurant in the city, his family, and whether or not he’ll run for president in 2008.

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Running from 1993-2009, Late Night with Conan O’Brien is one of the most beloved late night shows in television history. Known for its absurdist humor, hilarious celebrity interviews and featuring the best stand-up comedians and musical acts of the 90’s and early 2000s. Hosted by Conan O’Brien alongside sidekick Andy Richter and house band Max Weinberg and the Max Weinberg 7, Late Night with Conan O’Brien featured unforgettable segments like “If They Mated,” “In the Year 2000,” “Desk Driving” and made a breakout star of Triumph the Insult Comic Dog.

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Barack Obama's 2006 Interview | Late Night with Conan O’Brien
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