Like minds.
I was thinking the same thing. Something like a FIFO “you are almost out of upload space do you wish to continue?” - “warnimg if you continue some of your earlier uploads will be removed to make room for this one”
Are these Settings checked and 1 ?
clean up uploads
Remove orphan unreferenced uploads to prevent illegal hosting. WARNING: you may want to back up of your /uploads directory before enabling this setting.
clean orphan uploads grace period hours
Grace period (in hours) before an orphan upload is removed.