yes, a macro called morning routine every morning (Bear, Numbers, BTT, Anybox bookmark manager, etc)
yes, automatically with the morning routine macro
yes, the same way I have app specific permanent floating palettes which appear/disappear as app move to the foreground / background.
I am really fine with the way things are (closing the prompt list manually). You have already been EXTREMELY generous with your time and expertise. I was just mentioning the front app issue as an intellectual exercise. You did a fantastic job and let's leave it at that.