I disagree with your premises. Outsmarting lifetime politicians who are owned by the Chamber of Commerce is not too hard, especially a man with the means and the balls.
Don’t be obtuse you know what I was speaking about: you thinking, “Trump will never be president. I think ‘we’ know that.”
No, we don’t know “that” unless you have a magical crystal ball.
By "means" I assume you mean finances because he certainly lacks the political background. And "balls", sure, he's a loudmouth who have never been afraid to speak his mind. But with his lack of political knowledge that won't get him far.
I do know Trump will never be president. As little faith as I may have in the political process I can't see a loudmouth liberal with absolutely zero political experience winning the Republican nomination much besting Hillary in the general election. It's just not going to happen.
It's lunch time here. Later.
I remember many thinking the exact same thing about a president who instead of running for a second term and winning again, should have been charged and prosecuted for massive ethics violations and even criminal violations.
Anything can happen and certainly does.