Wanting to move in 2-3 years, thoughts on EoR and general advice?

I'll begin by saying I'm mostly looking for feedback on if what I'm thinking is feasible, and any issues you might think I'd run into. At the moment the plans are flexible and may change as time goes on.

I (29M) have been thinking about moving from the US for many years now and having gotten back from Japan a few months ago I've been thinking about trying to move there. I work remotely as an electrical engineer for a small company, and I'm hoping I could do the following over the next few years:

1) Learn as much Japanese as I can, hopefully at least passing jlpt N4, I'm probably 3/4 to N5 atm.
2) Visit Japan again in 2 years and take a semester at Japanese language school. I'd use this as an opportunity to confirm if I really want to move to Japan.
3) Try to see if I can stay working for my current employer through an EoR company. My understanding is that you pay a monthly fee and they hire you in Japan and provide a visa. I know the price could be high but even if my salary was cut in half I'd be okay with that (I make around 95k USD).
4) If somehow all that works out id need to make sure my wife could stay with me there. She wouldn't need to work as I could support her and we don't have kids.
5) Stay there for a few months and keep attending language school to improve.
6) After we feel comfortable, sell our house and stuff we have in the US. We should hopefully have like 120-150k USD to use after that.

I'm open to trying to find Japanese company to hire me if I cant be hired through the EoR. I'm not sure how desirable EEs are in Japan and I'm sure I'd need to improve to at least N2 for that so it's certainly push my timeline back a bit but I'd be okay with that too if possible. I'd be okay with other random jobs as well if they'd hire but staying in field would be preferred.

All this is to say, im mostly sharing what I think I want to try but I'm not sure how feasible it is or if I'm overlooking something. Any feedback is appreciated!

Edit: updated for clarity

by Raijin225

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