Setting myself up for a future life in Japan

About me:

  • 28, male, single, no kids (no plans to have any in the future)
  • Dual citizen (JP/US), born and lived in California, US my whole life
  • Mostly bilingual. I can speak at a native level, but can't read too well. I've never taken JLPT, but when looking at mock material online, I can read 100% of N3 and roughly 50-60% of N2/N1

    • When I meet new people in Japan, I have to tell them I'm American or they wouldn't be able to tell
  • Currently make $120k USD as a software engineer. I work hybrid. I have less than an experience in this field

    • Also freelance and run side businesses but, in total, they only generate about $100-300/month
  • Aside from immediate family, all my relatives live in various parts of Japan. I also have friends (both Japanese Japanese and Japanese-Americans) in Tokyo and Osaka

  • I'm in Japan 1-2 months out of the year

I believe the best way to move to Japan in my situation would just be to find a remote/async tech job and split my time between US and Japan (so that I can maintain the US salary). Seeing that I have a place to live in the US and in Japan, as well as some language support (for filling out documents), I know this would be a pretty golden method. My biggest hurdle would be finding this remote/asynch tech job.

Because I'm still new to this industry and the market isn't great right now, I want to explore options that don't require this unicorn position in case the market doesn't get better. Apart from finding a position at a Japanese software company, working remote for a US company (in the middle of the night), or leaving the field altogether and just finding another job in Japan (which I'm not fully opposed to), what are my options?

by whatidooooooo

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