The evolutionary psychology idea is that women are attracted to men who show leader-like traits. That means appearing to have high self confidence, not expressing doubt but seeming certain, seeming generally happy and energetic.

In terms of leadership, who do people follow? The guy who's got good ideas but is not quite sure of himself, or the guy who tells you it's going to be insanely great?

Speaking of leading to the “insanely great” promised land, apple’s cofounder was an infamous crier...not sure how that fits into the worldview here.

If you mean Steve Wozniak, he's a great engineer, but he's not charismatic like Steve Jobs, and that's part of why he kind of faded into the background. Most people know who Steve Jobs is, but not Steve Wozniak.