Labels don't appear immediately after copying ~120mb files

My guess is that something is scanning the files as/after they are written and taking longer with the larger files, locking them in the process and preventing the metadata being copies.

If my guess is correct, a Process Monitor log should confirm it:

If you make a log, please let us know the name(s) of some files which had the metadata copied successfully and unsuccessfully, so we know what to look for.