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Old 16th December 2010, 09:51   #2
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Join Date: Apr 2004
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It sounds more, like if you use the AutoFill feature under preferences > Media Library > Portable Devices.

How do you transfer the files to your player? Via the AutoFill button in the library or via right click menu > Send To > Portable Device?

The free version hasn't any limitation related to portable player support. Winamp pro only allows you to convert/rip files to MP3 faster ripping and burning and native MP4 video playback.
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