Please provide an example of a single billionare or minor celebrity who isn't an asshole. The fact that you can't is evidence enough.
> There is something incredibly depressing about this attitude
What is really depressing is that you feel your life isn't worthwhile unless you are incredibly "successful" and you define success as being filthy rich or being a minor celebrity or really a clone of Steve Jobs/Bill Gates/Larry Ellison/etc. I know myself. I know that I don't have the qualities necessary to be that and knowing that has relieved me of any desire to have that.
More than that, that single realization has allowed me to focus on the qualities I do possess! It has allowed me to become a more supportive leader. My team will never make the next google.com or iphone. That's ok. Instead, they'll have families and they'll spend time with them. They'll do amazing work! Just not on a scale that will earn me billions. That's fine by me!
What about Warren Buffett?
It is very easy to trash another person. As an example, see http://en.wikipedia.org/wiki/Warren_Buffett#Personal_life and see the wonderful letter he penned his grandchild.
That's not the point.
The point is that all of my experience tells me that you really have to be an asshole and stand on the backs of others to get that far. Nobody is born nor becomes such a savant that people shower you with billions of dollars. You have to be smart, devious, aggressive, and abrasive. That just isn't me. It's not you either. That's OK.