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Pasting multiple images into a ticket doesn't work

If I try to copy multiple selected in-line images from an Outlook email, then paste them anywhere into SWSD (body of ticket, solution, etc)
the Paste fails, showing only the image box outline and a 'broken image' icon top left of that box.

Yet if I copy each of those same image/s one at a time, they paste fine.

Does anyone know what might be going wrong here?