FYI you’re using Annotation.FontWeight in a couple places and it’s not actually a value as far as I can tell and does nothing.
Also I’m having trouble having Draft read .tif files from Photoshop. Some work… some don’t. Anyone else seeing that? PNGs seem to universally work. Maybe photoshop is storing something like guides (I’m flattening and not saving layers, tried all compression types).
It’s possible to do soft shadows in image Magick do you have an example of how the Annotation Properties can have a soft (blurry) shadow?