Windows: XPlay 2 released

XPlay 2 provides a variety of new features, including compatibility with Audible files, AAC files, and even automatic WMA-to-MP3 conversion.

XPlay 2 is also much faster than the original XPlay, has improved support for international characters, displays album art, supports play counts, and has a greatly-enhanced interface under Windows XP.
License: Commercial $29.95
System Requirements:

Windows XP, 2000, Me or 98SE

Apple iPod
(any model, including iPod mini)

FireWire or USB 2.0