So he would type "Option+," (or whatever), then a letter or letters until the conflict palette is unique - which follows the rules you mentioned in this post:
Thant's pretty cool. I like it! I use a ShittlePro V2, and I often have it trigger KM macros. This will be a good way to to set up the triggers so I don't have to go hunting around for keyboard shortcuts that, say Final Cut Pro X doesn't already use for something else.