The government shutdown is now the longest in U.S. history, but President Trump seems no closer to a deal to resolve it. Why does the “master dealmaker” -- as he sold himself on the campaign trail -- seem at a loss in his first negotiation with a Democratic House?

New York Times White House Correspondent and ‘Trump whisperer’ Maggie Haberman joins Alex Wagner to explain how his business career actually predicted his performance during the shutdown.

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