Best visa route to move to Japan as a married couple

Hi everyone,

I'm looking for some guidance or stories from those who may have gone through a similar situation.

My husband and I are planning to move to Japan together. Here's our current situation:

• I'm a certified English teacher with a degree in education, and I currently work remotely, tutoring students online.

• My husband has secondary education and works as a freelance video editor. He’s planning to apply to a Japanese language school for a long-term program.

• We’re legally married and in our mid-20s. We're trying to figure out the best way to enter and stay in Japan together. Our questions are:

1) Is it easier if my husband goes first on a student visa and I apply for a Dependent visa?

2) Or is it better if I try to get a work visa (Instructor / Specialist in Humanities) based on my teaching background and experience, and then bring him on a dependent visa?

3) Would I be able to continue working remotely as an online English tutor from Japan legally while on a Dependent visa or work visa?

4) Any tips or things to be aware of when moving as a couple — financially, emotionally, legally? I do have anxiety, so I’m also trying to make sure we do this in the most stable and step-by-step way possible.

If anyone has gone through something similar, I’d love to hear your story or any practical advice. 🙏

Thank you so much in advance!