My opinion, but the "how" you do it is much less important than actually doing it. As I'm sure DE will attest to, there have been a ton of studies over the course of many years that show listeners continuing to cry for the infamous phrase, "tell us what you're playing."
Again, my opinion, but you could backsell/frontsell any song you play, and not get hurt by it. Particularly new music, and especially music that is still new to the listener (which we assume is familiar because WE are familiar with it).
As to the "how"...if you're doing it the same way every time, it's likely to get cumbersome. But at least the programming is attempting something that doesn't pop up as much as it should: giving the listener what he/she wants.