I guess you get what you play, none of those songs are recommended to me, and my Discover Weekly has maybe ~75% of music I like which is high enough to be useful for finding new stuff. But then I have been using Spotify for almost 20 years, might be why they're a bit better at recommending me music.
But then you also consider other people's music taste "basic" so we already know you're a bit of a elitist music snob, no wonder recommendations don't work for you :)
Most of these playlists are uninspired, but I never took CEO's to be big music heads anyway. Most CEO's are into basic entertainment because they deprioritize exploring it.
I have a suspicion that Apple Music just decides the next song based on the previous one that played, not your whole playlist or even the last n songs played.