Hi jkarsant, your second post is definitely a lot more informative than the first! Use the search function and you will find lots of good info. As others have said, many people start out teaching English or other foreign languages, and as they say, it does not pay well at all. Some people are able to get full time jobs at schools, which provide more stability. The thing with teaching here, whether a language or tennis, is that you usually have to put together a schedule of lots of different people, and it is quite an administrative task - constantly juggling schedules and making sure people pay even if they cancel etc. I see this even with friends who teach at the universities - lots of small contracts, no paid prep time etc. Teaching is basically never lucrative here from what I understand.
The DJ/bar scene might work, but there are lots of people who do this kind of work or who aspire to do it, so as a newcomer you will make very little.
If you have any possibility of some contractual work with your home country, that is your best bet. An income of even just a few hundred dollars a month would make a difference. As a DJ, is there any freelance work you can do for the music industry in the US, for instance?
Oh, and get cracking on the Spanish if you don't already know it! More people speak English here than other Latin American countries I have lived in, but it will make everything easier if you can communicate with people. Suerte!!