What I ultimately found: Paperless is creating a pdf file with same name as one created earlier that day, IF user changes posting date just before updating. The newly created pdf overwrites the previous one, even if the previous journal was updated. I could not duplicate with PU8, only with PU5. This is with recurring journals only. I basically printed journals, but saved the pdf's on my desktop, until I got a message that it wanted to replace a previously saved file. It's supposed to increment the last 3 digits of the file name when a transaction for the same accounting date is found, but it doesn't.