Quote:
In winamp on shuffle it shows the tracks in the normal un-shuffled order in the playlist display and just jumps around.

In the original Winamp, you could select the playlist menu and choose Shuffle Playlist, this would shuffle the playlist, then you could begin listening from the beginning of the shuffled playlist. It looks like in the new Winamp there is a Sort-Randomize list in the playlist view.
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Mark Cushman