Trump’s skill must also be evaluated against the backdrop of the incredibly hostile environment he faced. Start with the almost-unanimous rejection of Trump by the American elite (at least publicly). Not a single Fortune 100 CEObacked Trump. Of the top 100 newspapers in America, only two—in small-market Las Vegas and Jacksonville—endorsed Trump. As of the end of September, Hillary Clinton was outraising Trump 20-1 in donations from billionaires.