Note the question mark.
One of the signs of a bad manager is that they pick people who have similar personality traits to themselves.
Now one could certainly argue that he picked lots of businessmen and lots of rich guys. I would not dispute that.
But a smart manager picks people who cover their weaknesses rather than amplify them.
Trump is impulsive, superficial, reactive, does not absorb lots of technical and intellectually deep information, likes to shoot from the hip.
His strengths are reading an audience and crafting a pitch that is connected to closing deals. Deals, especially big deals, help him focus.
Those who work for him should mostly be slow talkers, careful communicators, thoughtful, able to absorb technical and intellectually deep information, willing to support Trump's deal making impulses and cover his traces. For the most part, they should also be content masters who can run their own areas while not needing a lot of attention from Trump.
Trump is comfortable with a large organization where others do things in his stead.
So back to the OP title. Did Trump pick complementary people?