Sync
There are plugin's to let WMP sync music to an iPod:
MGTEK dopisp is a plug-in for Windows Media Player that enables you to sync your MP3 music to your iPod directly from within Windows Media Player.
US$19.95 excl. VAT
XPlay expands what you can do with any iPod, including the iPhone and touch, and a Windows computer. From copying music off your iPod to copying photos on, XPlay fills in the holes giving you more power to manage your music, photos and more.
Single computer:
$29.95