dumply knows the exact size of each image as it is saved in the DB on upload, and all the zip byte headers are fixed, so the zip file size should be deterministic and calculable even before the first byte is sent. Remember we don't compress the already compressed images.
If you didn't know the file sizes, for example you had raw unknown input streams, or had compressible data, you can still guesstimate the content-length so the user got some progress bar, even if it wasn't 100% accurate.