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The problem with Winamp playlists was caused by non-ascii characters in filenames. Umlauts and other special characters very often break when moved over networks, and sometimes files with such characters in their names cannot be read at all. I my case a directory with even one broken filename was enough to make WA2 crash and WA3 quit loading files.
So, in short - NEVER EVER use ü, ä, ö or other fancy characters in filenames, thanks.
Currently The Core Media Player is the closest to what I'm looking for, mostly because it can play AC3 fine (and AC3 is a really cool thing).
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