I have a mod that is ~6.5GB uncompressed. Sometimes when updating the mod the Workshop Tool likes to quit processing, and just upload what it has done so far. For instance, just a few minutes ago the tool stopped at the letter ‘D’ of my largest folder:
hw1_dantesfatespect4.level Compress Buffer
hw1_dantesfatespect4.tga Compress Stream
Uploaded 1,583,040 of 1,583,040 bytes
Workshop item updated.
It does not do this all the time, but it is frustrating.