[CONNECT Update 15 VBA]: Should attachments added to a .dgn file after an .ips file was created, print the next time the .ips file is opened and printed?

Should attachments added to a .dgn file after an .ips file was created, print the next time the .ips file is opened and printed?

A little background: I have several saved .ips files. Recently I made changes to the .dgn files for one of these saved .ips files. The change was attaching a reference file to each .dgn file. I then opened the .ips file and created a PDF. The added attachment was skipped. I tested a little further and made a change to an element in the .dgn file. That change did show when creating a PDF from the saved .ips file, but the attachment did not. I was under the impression this should work. Since it did not, is my understanding wrong? Or is there a step or configuration I have overlooked?

We are using InterPlot Organizer CONNECT Edition 10.00.02.29.