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Not that we cover the campaign trail that often, but The New York Times has dubbed Anna Wintour an "Obama bundler" meaning she's really one of Obama's best friends when it comes to fundraising and support. Click on over to Racked National today to read the five bullet-pointed reasons Anna Wintour may just be the outwardly understated power mogul she's always been - only more political this time around. [Racked] [Photo via Getty]