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Automagically Sync WMP Auto Playlists with DRM content...

Before I begin, I dont use itunes. Why? It doesnt monitor folders for starters, and there is no subscription plan. On top of that, my entire music collection is rated via Zune/WMP (they both read ratings the same way), and itunes will not read those ratings. So, I use the Zune software.

Now, the goal here is to plug in my phone via usb, and have auto playlists sync. My auto playlists are made up of songs I "like" and songs that are most played. I dont want to drag and drop music all the time, its way too much work.

So, as the title says, I have WMP auto playlists that contain DRM content from my zune pass that I am trying to sync to my sensation 4g. The first route I took was doubletwist, which I found doesnt support auto playlists (useless, wtf?) though it will sync the drm content. So then I tried syncing to the mounted drive directly from WMP; this works, but skips the DRM content because the 'device is not supported'. I am pretty sure this worked on my droid, but it doesnt on the sensation so on to the next step. NEXT I tried HTC Sync. At first it all loads fine, detects the phone, etc. However, it only detects playlists from an orphaned itunes library, no WMP playlists. I deleted the old itunes library database and now it detects no playlists at all. I have playlists, both auto and normal, in windows media player. Not exactly sure why HTC sync isnt detecting them, but its not... so I am at a loss.
 
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