“Shuffle playlist _____” broke a few years ago too. Now it consistently takes that to mean “Play other music similar to the playlist.”

If I specify “Shuffle playlist _____ in Apple Music” somehow that works right, even though it’s still using Apple Music in the first example when it plays the wrong music.

We’ll see if they managed to unfuck it with the new Siri update, or knowing LLMs perhaps they’ll make it non-deterministic so sometimes it works and sometimes it plays music you didn’t ask for.