At some point in every programmer's or manager's career they find out that they don't know what the listener wants and that it is necessary to find out.
The one thing I notice at SUCCESSFUL small market stations, ie, the ones getting good ratings, is they have national consultants who advise them on the music. There are some classic hits specialists who focus on local station playlists, and some who even provide the music libraries and do the music scheduling from out of town. But those consultants cost money, so the 1-share stations with 1000 song playlists can't afford them. If they could, they'd cut their playlists down, and you'd be complaining about out of town consultants.