+1
I'm rejigging my site into a new template and it's 100% easier to re-upload all the files than it is to select them, one by one, from the Squarespace file manager. It adds up to a huge waste of my time when I have a project that shows 30 images that I have to dig out of my own computers' archives OR spend approx 1 minute each looking for the already uploaded files in the Squarespace file manager. I hope this gets fixed as it's a glaring oversight, enough that I bothered to google a solution, found this thread, logged in here and commented about it! Agh!