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I'd like to live in Japan a while longer, but what's the best way to go about it?
I came to Japan from Canada. I'm currently teaching English at a prefecture high school in Chiba, but I'm drawing near the end of my contract with the school. Since I'd like to live in Japan for several more years, I've been considering looking for other places where I might like to work, but aren't the jobs I can do and the status of my visa related? Additionally, since I've managed to save a little bit of money, I'm also considering studying Zen.
 
Because you're teaching high school students English at a prefectural high school, your visa status is probably "instructor." Once your current job ends and you begin to search for other lines of work, I can think of several possibilities. Even though your contract is ending at your current school, if you get a similar job teaching English at another school, your visa status would remain as it is now, as "instructor."

However, even if you continue to teach English, if you do so at an English conversation school, you would need a "specialist in humanities/international affairs" visa. Many non-Japanese who work at the types of English conversation schools advertised on television and in other media hold this visa. Additionally, many local governmental international relations information centers now handle cases for non-Japanese on an increasing basis. Although it depends on the line of work that you're in, basically, if your job is somehow related to exchange between the local municipality and some overseas entity, your visa status will be "specialist in humanities/international affairs."

Next, if, as you say, you'd like to study Zen, it's possible to get what's called a "cultural activities" visa. Be sure to make note that this is not a working visa, i.e. you cannot legally work and receive pay with this visa. Because you'll have to either have to have a guarantor, live off of your savings, or have money sent from abroad, please keep this point in mind.

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