Just tested it. Looks like shuffling by "comment" works as long as the numerical value is the first thing in the comment. However, that wouldn't do the 45% 5 star, 30% 4 star thing because shuffle just shuffles an existing playlist. It doesn't create new playlists.

An auto playlist generator based on various criteria would be a nice feature though. Maybe in empeg version 3.00.
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-- John