What happens if there's a naming collision with the random name? Will this clobber (i.e. overwrite) the existing image?

Yes, it'll override for now. But it's very rare. So you should be delighted when it happens 😆

1.) I think using a hash function (even md5) and do not overwirte on collisions would be better
Obv. sha512 would be less prone to collisions. but more expensive.

2. This will not work on linux (ubuntu xenial / linux mint): it resolves the path to (example)
   file:///usr/share/boostnote/resources/app/lib/images9vdwtwps2e6irudi.jpg

Not shure why. But I am on Boostnote 0.8.12

Quick and Dirty fix for single user:

sudo ln -s /home/<username-goes-here>/<note-folder-goes-here>/images images
so mine was:

sudo ln -s /home/letigre/Dropbox/Notes/images images