Before you worry about your Japanese, you have to think about the visa situation. If you enroll in Japanese courses there, you could get a student visa, which would also allow you to work part time. If you want to work, you would probably have to find a job teaching ESL, unless you work for a company that will transfer you. I don't know anyone who has ever just decided to move to Japan without taking one of those routes. Maybe that is because it is so expensive, but there probably is no way to get a visa otherwise. People used to go in and out with 90 day tourist visas and work on them, sometimes for years. However, back in the early 90's that changed, and they will not let you in more than a few times, if that, on back to back tourist visas.
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