As I re-read your post OP, the old song "Can I get a __" came to mind. While I am definitely an education snob, my professor once said "We can't all go to college/grad school. We need mechanics, janitors, and fast food workers. If we all get an education, the cost of basic services would increase!"
Now, I don't necessarily see any real deal breakers per say. You didn't mention an unhealthy affinity for children, an addition to a chemical substance, sticky fingers, poor hygiene, or unforgivable physical attributes. At the same time, if you are wondering, I would suggest proceeding with your eyes wide open.
I lived in DC for a couple of years and LOVED it. It was a haven for driven, educated black men. Many of whom were going places in life. DC is too much of a hub to just get by. Contrary to popular belief, Bartenders can make more than most. Depending on the venue and some other factors, they can consistently bring in more than some blue collar steady jobs. It is often hard to have 'cash-in-hand' and do what needs to be done with it. Additionally, there is no real understanding as to why he lives with his mom. For instance, my boss is exhibiting signs of Alzheimer's so if one of his children moved home, I would not think poorly of the child (although they would keep the ailment a secret and all the outside world would see is a child living at home again).
It's easy on the outside looking in, to say "take to the hills" but I would say follow your heart but take your head with you.
erplexed
