I run a similar setup, but with syncthing as the syncing system. Every time I connect the phone to the charger it just syncs the database and I can even sync it outside the home network. Works like a charm. Worst case you get a sync conflict which is easy to solve.
From personal experience in Europe, I can tell you that it sounds great in theory, but it’s horrible in practise. I get routinely blinded by headlights here and I feel like it has only gotten worse with the advent of LED headlights.