Like most people, I would prefer to use a single media player to manage my library. I like Windows Media Player 11 more than iTunes 7, and this is especially true since I've subscribed to the Urge subscription service. (I really wish Apple would provide a subscription-based service for the iPod). The problem, of course, is that Windows Media Player still doesn't support the iPod - something I complained about in 2004 with WMP10.
As it turns out, someone finally wrote a plug-in to support the iPod in WMP (via LifeHacker). I downloaded the trial last night and will give it more time, but so far it seems to work very well. Assuming I can figure out a good way to handle podcasts, it is well worth the $15.