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Final meta point. Trump, despite being a rich, white, native-born, is an outsider lolcow in important circles where I, as foreign-born non-rich brown, am an insider. That this can be true is one of the deep, broad resentments Trump was a messenger for. Just acknowledging that.
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Obama’s experience is not quite comparable to mine. Black America has a unique relationship to white-centric inner circles because it historically helped define them via opposition. In many cases, Black America has its own “shadow inner circles” that for eg I could never enter.
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There was a basic “put the uppity black back in his place” aspect to Trump’s whole arc of course, from birther controversy onwards. In a way he has no identity 9f his own. He’s simply the anti-Obama in every way.