Catherine Vaughan doesn't let herself get excited on election night anymore. She learned that lesson the hard way a year ago, over too many glasses of whiskey at a Cleveland bar, where she and the rest of Hillary Clinton's Ohio field team were supposed to be celebrating. Instead, they were mourning. Now, as CEO of the progressive startup Flippable, which she co-founded to raise funding for Democratic state house races, Vaughan faces yet another test of a year's worth of work.

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