Illustrator JPGs turn into Black box when pasted into Word documents

I have made JPGs of my letter headding to paste into Word documents. When I paste them they look like a big black box. It doesn't even seem consistant, sometimes it works mostly it doesn't. How can I fix this issue?

How are you "pasting" them? If you are exporting JPG from Illustrator use Worst's Insert > Picture > From File. PNG would probably be a better option for your export, though.

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