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hit 'add to - destination folder' for any song that i think needs including in a certain compilation.

Emphatic allows voting on songs. You could use that feature for the sort of thing you're looking for. Vote different levels for each thing you want to do.

I believe it stores the votes in the "Times Skipped" field if I recall correctly. They ended up never using this field for anything. So TonyC is using that field for Emphatic voting. So you could go into emplode after the fact and sort on Times Skipped.

At least I think that's how it works. Someone correct me if I'm wrong.

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Also uselful would be a 'don't play again in random mode if played less than <adjustable> songs ago.

This can be done. There is a set of weighted shuffle modes that are customizable via config-ini edits. For starters, try shuffling by Least Recently Played and see if that takes care of your problem.
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Tony Fabris