Backend software engineer. Many japanese companies are killing remote work. I might have a legal out as I own farmland, but even living as far away as I do has been too big an issue for a couple of potential jobs. Most remote jobs out of Canada or the US won't touch Asia/pacific because of the timezone (even though I could start early/late to ensure hand-off).
I don't want to live in Tokyo again (or a huge city like it), not would I have any chance of selling my house in the near term (the buyer would need to be a registered farmer which is not an easy hurdle). Farming is not enough to live on and save for retirement.
The idea currently bouncing around in my head is to try to secure a good position in the EU, pay off my japanese house while paying a company to maintain the land for me (we have a dearth of farmland for rent that no one is taking, so that's not an option) and then decide to go for PR -> citizenship in that country and then decide where to retire (which depends a lot on attitudes to foreigners and the state of Japan in 20-30 years). It's a mess, frankly.