One big difference between Trump and Obama is that Obama came up from fairly humble beginnings. Obama was always somewhat startstruck, as he remembers looking up to stars as people who had made it at a time when he hadn't. Impressing those people and making them happy, and feeling that he's joined them has always been more important to Obama than the concerns of the average person.

Trump is the opposite. He's been both successful and famous for a long time. in his world, he doesn't look up to stars, stars look up to him.

Obama is a symptom of the Democrat's problems. They used to be Party of the Working Class, now they're the party of rich elitists. Except that Obama personally had the charisma to pull it off.