Short and to the point: when selecting “Upload the whole camera roll”, if you already have these photos existing in your auto upload folder on the server, does it erase the media and rewrite it, or does it see it exists and skip it?
Short and to the point 
: It will re-upload all media and add (if file name scheme has changed) or update them. So no skip. (iOS app v2.17.6)
Hehe you’re funny 
Exactly what I wanted to know, thanks 
I was afraid of possible duplicates. I know with some applications if filename1 exists, it’ll create filename1_1, didn’t want that on massive collections of photos on my server haha