This is an excerpt from Conrad Black's book. I think he 'gets' Trump.
"In Trump’s rise and fall and rise as a billionaire, Black never whitewashes his ruthlessness, his fast and loose relationship with the truth (e.g., “He is not so much a cynic as a methodological agnostic, not a liar as much as a disbeliever in absolute secular truthsâ€), and his occasionally tawdry P. T. Barnum hawking.
Trump’s friends and critics assure us that his incessant twittering and carnival rally-barking are suicidal. Black is too insightful to settle for such a one-dimensional critique (while often lamenting that Trump’s bluster and rhetorical excess are hurting full appreciation of his otherwise solid accomplishments). Instead, Black sees much of Trump’s targeting as comeuppance and long overdue—given a sanctimonious, corrupt media, and a gatekeeping political class that weakened the country over the last two decades of fiscal, social, cultural, and military irresponsibility.