To attract current iPod users Microsoft is going to let you download for free any songs you’ve already bought from the iTunes Music Store. They’ll scan iTunes for purchased tracks and then automatically add those to your account. Microsoft will still have to pay the rights-holders for the songs, but they believe it’ll be worth it to converts
This is a strong move from Microsoft that could mean any number of things. While the idea of importing your DRM-purchased iTunes music sounds atttractive, what will the store selling the MS-compatible music be like? This is not to mention that hardware, either. It’s hard to beat iPod+iTunes.
Also, what’s the draw of swapping out once DRM-protected library for another?