I think you may be asking for too much here. You want something to search for you, but you don't really know where to go or even when, and you also want this search to be done automatically with zero effort from your side, and just be alerted when a "perfect" fare comes up. That's it? You want fries with that?

Wake up and smell the coffee. DL awards, MRs... all these take effort. You have to do a bunch of searches yourself, repeatedly (obsessively rather), get all sorts of creative, etc.

You can use the "Flyertalk Fares" from Farecompare, but you still have to search yourself.