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Today in computing history: The iPod Server [NanoRaptor@bitbang.social]
(files.bitbang.social)
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Iirc thats what OP is referring to, they would strew the files stripped of meta data across the partition in various folders with little discernible structure, track data was written to the database and would be queried on song plays. I believe the advantages were faster bootup (Scan db instead of thousands of files) and the random file names were to ensure unique keys in db and help the “random” algorithm.