When you're merging multiple documents to a single PDF, it would make sense if the order of the documents reflects the order of the records in the workspace. For instance, if I want to merge all of the HTML applications from a single deadline, I conduct a search for HTML documents, sort by Org name, select all, then merge to PDF. The PDF should also be sorted by Org name rather than whatever crazy order they come in. Otherwise, you have to download each individual document and sort them outside the system.