[whpalmer4]

How many perspectives do you have to assign icons to? Why bother adding more than that many? You're still going to have to do a one-to-one operation at some point...

You can shovel icons into OmniFocus' list of available icons by copying files into the application, as I mentioned. With OmniFocus not running, select the application in the Finder, right-click and choose Show Package Contents, then open the Contents folder, the Resources folder in there, and finally the PerspectiveImages folder. Shovel your pile of icon files in there (PDF, PNG, or ICNS all appear to work). Next time you launch the app they should all appear in the list in the icon chooser. I added the checkmark in green circle icon in the picture attached below.