"He has had a middling career in real estate and a poor one as a hotelier and casino operator but convinced people he is a titan of industry. He has never managed a large, complex corporate enterprise, but he did play an executive on a reality show. He presents himself as a confident ladies' man but is so insecure that he invented an imaginary friend to lie to the New York press about his love life and is now married to a woman who is open and blasé about the fact that she married him for his money. He fixates on certain words ('negotiator') and certain classes of words (mainly adjectives and adverbs, 'bigly,' 'major,' 'world-class,' 'top,' and superlatives), but he isn't much of a negotiator, manager, or leader. He cannot negotiate a health-care deal among members of a party desperate for one, can’t manage his own factionalized and leak-ridden White House, and cannot lead a political movement that aspires to anything greater than the service of his own pathetic vanity."
Kevin D. Williamson at National Review describes Donald Trump as "the political version of a pickup artist."