In the Custom Size section of the Watermark plug-in, instead of only allowing a percentage of "Image Width," we need to be able to choose that it be a percentage of Long Side or Short Side.
Currently, if I have 4x5-format images in both landscape and portrait orientations, if I apply the watermark at 20% of image width, the landscape images get a larger watermark than the portrait images.
That would probably get me to about 80% of what I need to be able to do a single "batch" of a folder of my final images for watermarking.
The other thing that would help get all the way there would be able to designate an actual size of the watermark. If I could simply designate that the watermark should have a width of 100 pixels (no matter the width or height of the document), I think that could also be extremely helpful.