Donald Trump is an abject outsider. He has challenged more than the agendas and assumptions of the political establishment; his very manner in appearance, speech and governing is an affront to the Washington political class and media, their norms and euphemisms (which is why they despise rather than simply oppose him.)
Having disdain for the right people isn't enough. You are literally describing a grievance campaign.
If this is what America looks like under an "abject outsider", I'd rather take the insufferable DC snobs.
Trump has the instincts to see the wisdom of not writing off the interior of the country as an aging and irredeemable "basket of deplorables." Despair in America's Heartland has proven the need to question the previously unquestionable tenets of a global, liberal order that only serves to enrich cities and the elites who live there.
Trump has said (and undoubtedly thinks) far worse both about those in the Heartland and their fellow citizens.