Your story is similar to mine, but without the military and exotic travel. I was that same kid in school that you were, and I've jumped from job to job because I hate working for other people. I've made and lost more money than I care to imagine. I'm currently struggling a bit financially, but have finally found my path, and it turns out, it's the one I said I wanted to be on way back in high school. Should have stuck with that one, but I felt like I had to explore.
There is an awesome Ethiopian restaurant in Tampa now, by the way. I eat there as often as I can with my friends. Driving home from it a couple of weeks ago, after dark, the beauty of downtown Tampa at night struck my like it never has before, and I suddenly really wanted one of those awesome new downtown condos. Sometimes, I miss Orlando (but not the traffic) and Albany, NY (but not the freezing winters and the snow), and I still haven't figured out where I really want to live. But downtown Tampa at night is really beautiful.