It was possible before, I had used it until last year!
But earlier this year I checked in with some 240 JPY left and found out that I couldn't charge it during the trip... Luckily it was enough for the 2 stations in the Osaka Metro to save me an awkward moment.
I have a similar background. Used Androids from 2010-2018 and switched to iOS.
Some arguments were: Android's capabilities became less over time. I had cool apps until 4.4 Kitkat which automated toggling on/off WLAN/GPS/mobile network among others, but these APIs were restricted more and more over time so the benefits became less.
Another fact was that I calculated that iPhones were cheaper than all Android I owned when taking resale value into the calculation. That Apple gives OS updates for 5+ years helped a lot here, I had experienced <1 year on flagship models before. (buying 2 year old iPhone and selling it at 4 year old was cheapest/year)
But one of the biggest reasons was that I never trusted Google much. For example I never used the feature to use WiFi networks to get coarse location. Which meant worse UX (had to click NO on a dialogue each time I activated GPS) but also a "feature" the iPhone had (better location).
This is obviously a very personal point of view and it might be very different today, as I used Android in its earlier years.
But earlier this year I checked in with some 240 JPY left and found out that I couldn't charge it during the trip... Luckily it was enough for the 2 stations in the Osaka Metro to save me an awkward moment.