Hi f15radar - I got around this by subclassing the ImageStampAnnotation, adding my own codable variables (ie dateStampString) that can be saved/retrieved as Key/Value pairs, and then overriding the draw method to add my image and text based on the variable. When I reload the PDF, I loops through all the annotations seeing which ones confirm to my subclass and reload them.
If you are interested in going this route, let me know and I can upload some details/code.
I word of warning, however...
It seems that PDFKit will not accept any Keys that have a data stream (ie image) created by another framework (ie PDFTron, iText from PHP, etc.) Key.Value data stream pairs can only recognized when the PDF is saved from PDFKit.
blaine_
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Same problem here... was learning in app purchase techniques. App was never published but now can't delete/remove