I rip all my CDs to music server up front now. I only listen to them off teh music server. I often set the playlist to random song, album or artist. This helps assure me that everything I acquire will at least eventually get listened to, but exactly when is determined randomly.
A different way to tackle the problem with some unique benefits.
Records are tougher. Until I get those recorded to digital on the server ( a time consuming and very slow and gradual process for me), they may sit for quite a while unless I finally get around to it.