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I have 800 downloaded songs
When was the last time you listened to No. 658?
Mine play at random. Actual random, not depending -on-corporate-feels-random.
Picked by random index or ordered in a random sequence? The former has some small chance of playing the same song twice in a row while the latter plays every song before repeating, so the latter is superior.
Actual random afaik, but it keeps track so I can go back to the correct song. With several hundred a “soon repetition” is not really an issue.
My music folder is 8006 files (53.7GB) but I probably only listen to maybe 200 of them that are actually in my normal playlist.