Sorry for the late reply, made this post from my work account.
a. Okay so about the Weight Overlay opacity, what I see now is:

which is not really very helpful when painting, I just can see the bounds of the image but it'd be helpful if I could easily reference the topology of my rendered image while painting with the overlay on. The weight overlay opacity could be adjusted via a slider in the UI that appears only when the Overlay is turned on. e.g.

b. For the Wacom functionality, it'd be helpful if there was a button in the UI to turn sensitivity on and off, that way pen pressure would be taken into account when painting weights
c. As for the Smooth functionality, I'll try it out, I wasn't sure what was smoothing out and thought it just didn't work for my mesh
d. For the normal or a depth map, that's what that is basically. It's an image that helps define details & depth. Spine could read such image and auto generate the weights. An example of how a depth map would work is with http://depthy.me/#/
I'll try the rest of the suggestions