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How about a combination of the two discussed ideas?.cfg files in playlists automatically loaded in an identical search pattern to album-art, or manually inserted?
1. Have a concept of "local" CFG files. Any directory having it's CFG file will use it overriding current settings. If dirrectory doesn't have CFG we are back to default config.cfg
I think he means that the cfg file for a particular directory could have an option such that whilst bookmarks are normally not created on stop, if playing back a file from this directory a bookmark would automatically be created on stop.
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