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I run Windows Media Player 10 on my desktop and Windows Mobile Player 10 on my PDA. I'm not sure how you'd do this with WMP 9, but with WMP 10, you have to create the playlists on the desktop computer (there is no way to create playlists on the mobile version) and then use WMP's sync option to synch the playlists to the PDA.
After you've properly synched the playlists to the PDA, you can see them and use them on the PDA.
However, I don't think Windows Media Player handles this very efficiently. There is no way to synch just the playlist. To create the playlists requires having all the music that you want to include on the playlist to reside on the desktop computer. Then when you synch the playlist, the music is also synched. So you cannot create playlists retroactively. For instance, several months ago I used Windows Media Player to rip and synch several albums (with no playlists included) to my PDA. Then I deleted the albums from my desktop computer. Later I decided I wanted to create a playlist for my PDA, so I opened up Windows Media Player on my desktop computer and created a playlist referencing several songs from the CDs I had deleted (even though the music was no longer on my computer, Windows Media Player still retained an index of the album contents). When I attempted to synchronize this playlist over to my PDA, nothing was sent over.
Upon further investigation, I discovered that creating a playlist that will get transferred to the PDA requires that the songs be stored on the computer. Then during the synch of the playlist, the songs also gets resynched to the PDA....so the songs show up twice on my PDA.
So if you want to create a playlist, you must do this at the same time you are synching your music to the PDA. This seems hardly efficient or flexible.
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