I have to say, I believe this could actually work (and to be clear I don't endorse the ethic/morality of the idea).
It seems to me that most services in the dating space are designed to avoid all awkward moments. Dating websites are there to avoid having to cold-talk to a stranger, apps like Tinder are there to avoid going on a date; I don't see why we wouldn't have an app to avoid having to breakup with someone.