@Harlequin: You're strictly talking about a player, though, while I'm looking for services. Especially services that make it easier to use music on all of my devices. MediaMonkey is great, but isn't usable for any of the scenarios I'm looking for solutions.
But the zune did do that, too. I actually grew to like working with it for moving music and podcasts to my phone...and then xbox music got rid of podcasts