Should I consult an immigration lawyer for my unusual entry pattern to Japan?

tl;dr: visiting japan every month, should I speak to a lawyer to check it's not too much?

I am visiting japan to see my partner about once (maybe twice) a month, occasionally for 5 weeks, but mostly for about 10 days (2 weekends). So far about 7 trips in the last 12 months, but I expect it to be about once a month for the next year.

I have spent 121 days in Japan in the past 12 months, and total for 2025 is going to be 137 days. Longest trip just over 5 weeks last month and average trip about 2.5 weeks.

I am entering on a general short term visit pass (I'm from a visa exempt country) and marking it as Tourism. I work remotely and generally do meetings and emails while I'm in Japan. I plan on getting a Digital Nomad visa for the second half of 2026 so I can start moving there before asking my company to move me there permanently on a HSP visa.

I'd like to move to Japan in 2027, and definitely don't want to do anything to jeopardize that. And I really don't want to get barred from Japan from any length of time for the sake of my relationship. I've never had any trouble going through immigration, the only thing is that last time I entered they stopped me at customs and asked why I was visiting and I said to visit my partner and they had no further questions.

Is this a pattern of entry which I should be concerned about, or is this something that only an immigration lawyer can answer for me? (And if so, can anyone recommend a law firm I can speak to (my japanese is ok but not good enough to talk about this fluently))?

by Necessary_Variety890