I haven't started using Delegate so I cannot really help you with that. Have a look at what happens to the file movements between the folder from when it is sent as a job to it being picked up by Delegate (remember there is a default inbox and outbox folder in Delegate, these aren't pointing to the original folder are they? they seem to be temporary holding folders) and also does Delegate delete it from the source folder when it puts it out to the destination (scribe) folder?
Watching the folders in real time should give you an idea. And if you close Dictate then reopen it (same day) do the files reappear in Dictate? COuld it be some smartypants backup or replication tool doing the deed?
What is your opinion on Delegate? Do you use it live or do you have it set for automation?
Good Luck,
Millsey