I read this post through, and I’m the co-owner of the website.
The thing is this:
When you upload a picture it ends up in media library.
Once you go into the plugins/settings for Image Watermark and press the button “select image” it will require me to select 1 specific image.
Once done I got no option that says apply to plugin or anything like that. Basically there is nothing to select nor any new things. The only options I got is to add the picture to a new post on the website, which obviously was not the point.
Would you get any wiser if I add a series of screenshots?
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