You need an outstanding manager - you can define that in many ways... but you are looking for the best player out there. We are looking for the best player in this kind of business in the world.
The business schools reward difficult complex behavior more than simple behavior, but simple behavior is more effective.
It's crazy to take little in between jobs just because they look good on your resume. That's like saving sex for your old age. Do what you love and work for whom you admire the most, and you've given yourself the best chance in life you can.
I personally would increase the taxable base above the present ninety thousand. I pay very very little in the way of social security taxes because I make a lot more than ninety thousand and the people in my office pay the full tax.