He had VERY little leadership experience as he only had to manage a handful of people during his civilian career. He didn't have to write strategic plans. He didn't deal with budgets. He didn't deal with balance sheets and profit & loss statements. He had no real foreign policy experience. He wasn’t worldly. The fact is, Trump is pretty much the only "real world" Chief Executive Officer to become our country's Chief Executive Officer.
Democrats mostly supported Obama because he was African American and had great oratory skills. It would be real challenge finding a Liberal who can make a case beyond this although they'll try to say he was a Constitutional Law Professor which he wasn't...he was a part-time lecturer. The Liberal Media (and their followers), are embarrassing themselves yet again when they bring up the argument that Trump doesn't have the experience because he certainly has way more experience than the Democrats' token from 2008.