Hollywood I think is fantastic, but I massively overplayed in the early years of my standom and now it's one I'd rarely go back to. but when I do, I really enjoy it - the airiness of the production, the breezy guitar riffs, the dorky but somehow successful pitch-shifted middle 8. the fusion of guitar and heavy electronic beats as it progresses makes it feel sonically adjacent a lot of the Music album.
I remember being stunned that it wasn't huge at the time. I was just starting to stan, I think American Life's singles were my intro point to Madonna (other than hearing Beautiful Stranger and Music a lot on the radio). commercially grim days for the good sis though.