In the live stream with Steve Builds episode 3, the upload stopped without any error messages or anything. The upload was very slow and then he cancelled it after about 17 minutes. The estimated time was no longer going down, but stayed at around 1:30 minutes remaining. Running the same operation with a faster USB drive showed that it worked well.
It could be that the drive ran out of disk space for some reason. Although there should be a check for that, so that is not as likely. Perhaps there was a disruption that caused a chunk to fail for some reason and just continuing without giving an error message.