So I am sure my problem is somewhat unique but I figured I would share unless anyone is looking for a similar solution. I just got my new MBP 2.6 this week and is is sweet. I am an IT consultant and work in a windows world, so I used bootcamp to dual boot my machine so I can use Vista for work and OS X for personal stuff. My only problem is I wanted to be able to only have one iTunes library and keep my music on the Mac side. In searching for a way to do this I put together a hybrid solution that works great. I saw this article on how to host your iTunes library on a network store and share it between PCs and Macs: http://www.macosxhints.com/article.php?story=20070424081346722 However I wanted it to stay on the same machine. I followed most of their steps such as renaming the library in OS X. I used Macdrive on my windows partition to be able to access the iTunes library and music on the mac side. I then followed their instructions and pointed my Windows iTunes to the library I created on the Mac side. The benefits of this are great, I can update my iPhone on the Windows side (so I can get outlook contacts and meetings, at least until 2.0). I can buy music when I am at work and booted into windows, and listen to my music on the mac side. Let me know if you have any questions about how I did this, I highly recommend it to anyone who is spending a lot of time in both OSs.