I've tried using Spotify and similar services that try to track your preferences but they're just, I don't know, boring. I much prefer the challenge of a human-picked DJ set.

The significant problem that AI faces in automatically curating something is that the input data is usually pretty terrible. It's based on either similarity of the thing being curated which doesn't work because people don't want things to be too similar or to dissimilar, or it's randomness which doesn't work because it's too discordant, or it's based on patterns in the data (people who listened to X listened to Y, so recommend Y to people who listen to X) which works but only if the listener's taste aligns with the majority. If you introduce multiple sources of patterns in the data you quickly lose any variation and things stop being interesting.

This is a hard problem. No one has ever really solved it, despite Spotify, Netflix, YouTube, etc investing hundreds of millions into the space. Humans are probably just too fickle to accept that an algorithm can choose for us. It lacks the social proof that a tastemaker like a DJ brings.