Trump did many great things but he always reverts to trying to earn the appreciation of the NY Times and media crowd which he will never get. He showed this in his hiring of Wray at FBI, Tillertson at State, Bolton as NSC, some military types to run the WH who openly despised him, and many others who did not belong in his Administration and who did their level best to screw things.
So the fact that he had to get nominees through the not so friendly Senate had nothing to do with his choices? Seems to me McTurtle and the Never Trumpers in the Senate probably had a little to do with Trump’s choices and eventual picks. DeSantis will face the same issue.