When you're rich enough, you quickly get surrounded by people who are happy to agree with any damn fool notion you come up with.
While he did officially make a late entry in the race, started throwing a lot of money and research power quite early. It just so happened that the American public looks at more factors than just a lot of money.
I guess executives delegate a lot , so much that on their own they might feel exposed and unprepared because there is no one to assist, at least when thrust into unfamiliar ground.
[1] https://www.realclearpolitics.com/epolls/2020/president/us/2...!