@Coreyartus Interesting topic.
Sometime I believe my personality made me an illustrator. Sitting in front of my desk and make up things to draw and stories to tell seems to make me a happier person than interacting with other human beings throughout the whole working day. I use to get so exhausted from working full time as an interaction designer, even from projects I loved. It took me a long time to realise that it is personality - many of my friends gain energy by hang-outing with other friends. I need to hide and be alone to recharge.
I do not think I will ever go back to a 9-5 job again. If I will to do other jobs outside of illustration. I will try to find something flexible, part-time, or do something I own, like a gallery, or an independent bookstore or something.
I remember Will´s question about if you have all your basic needs met, and you can sit and draw all day along, but you have no audience, would you still create? My answer would be "yes, of course." My mom told me when I was around 5 years old, I would pretend reading story books for myself. I would made up stories and tell them to myself aloud. Sometime, she thought I was playing with another kid in another room. But it was just me, making up stories for my own entertaining.