Stereotype much?
In general this sort of post is vapid bullshit. Success in business comes from:
1) Having a product or service that people want.
2) Having a way to let people know that you have it and persuade them to try it or purchase it.
3) Having a way to deliver that product or service that costs less than the amount you take in as payment.
That's it. Everything else is bullshit, including whether or not the founders are "sheepish" or are "operators."
Business is actually very superstitious. There are so many factors that go into success in business that it makes rational analysis from hard data or from first principles hard, so people fall back on superstition. A lot of this superstition revolves around this almost mystical notion of having "what it takes," which tends to reduce to some notion of alpha maleness combined with luck.
I actually had an investor type tell me once that one of the things he looks for in potential founders is a "prominent jaw line." It was the funniest fucking thing. I am not making this up. Very very hard not to laugh out loud...
It reminds me of the Superbowl winner who wears the same pair of socks that he won the Superbowl in for every final game he plays... without washing them of course. Correlation != causation.
Superstition always causes people to make bad decisions. The big one I see in business is that amazing amounts of money gets thrown at superficial correlates of success and at empty cargo cultist alpha male types. Ever wonder how CueCat got funded? Why, it was going to <buzzword buzzword buzzword> and the founder I'm sure had a square alpha male jaw line and was very assertive.