drbiWindows eats partitions
Windows only updates the bootloader, it doesn’t touch Linux partitions. After an update you just have to fix the bootloader again which isn’t too hard if you know how it works.
I'd argue one shouldn't even be messing with dual booting if they don't understand much about the bootloader.
My counterpoint would be how does one best learn about anything if not by messing with it
As in tradition - mindset. Getting on Linux requires a certain mindset, and this gets more and more true the weirder and more involved whatever it is that you are planning to do gets.