5 Year Moving to Japan Plan Where Money isn't Much of a Concern
I am 40 years old and live in the USA.
Within the next 5 years, I plan to make an attempt to live in Japan. I have a bachelor's degree. I have taken many trips to Japan and plan on taking many more as I zero in on where I want to live (Obihiro currently top contender, have friends and family already there, like the climate, etc.)
I have enough money that I don't really need to worry about the amount of money I would make (even minimum wage would be fine.) I want to leverage this by enjoying the time I have until retirement in an environment I enjoy being in.
I currently own a house which I would either sell or rent out for some additional passive income with a trusted property manager already lined up. I also have a second house available to me if I ever hit a "need to get back on my feet" situation. I will also have a good government pension. All that to say I have many safety nets lined up if this doesn't work out.
As far as employment goes, ideally I would find something low stress/responsibility and am totally fine with it paying poorly. My current government job is the opposite and I'm ready for that change.
My basic 5 year plan (I believe this is a realistic timeline and also bumps up my pension):
Continue taking yearly month long trips to Japan to scout out desirable locations.
Continue to self study Japanese in preparation.
At the end of the 5 years do a "test run" enrolling in language school and try to make some additional connections in Japan/work part time.
Assuming this has all gone to plan, seek employment. I know it gets a bad wrap but low stress, low responsibility job that covers the basics while my investments cover the rest... English teacher/assistant seems to fit the bill.
Move to Japan.
Once in Japan, plans may change, maybe I end up wanting more challenging work and go for higher language proficiency/training, maybe I wind up hating it and return to the states.
Are there any glaring concerns with this basic idea? I will certainly ask more specific questions in the future but I want to see if I'm just completely missing something.
Thank you for reading.