JP – What's the latest?
As for me, I went to grad school part-time and my employer paid for about 80% of it. It was fun, and informative. The professors were like consultants in real work scenarios I was dealing with (negotiations, finance, marketing, real estate etc).
I think a tit for tat strategy is best.. go to college, graduate, see what your college degree can do for you. If not so much, then keep looking to maximize only until you realize you might need a leg up. Then go.
Along the way, figure out if there are any areas of improvement besides your education that needs improving. Often times, there is that something.
Gluck!
Sam