Spotify also takes into account loving songs, less in your face about it though. They are definitely lean towards "passive listening." I think for both, simply playing isn't enough to refine playlists and recs for you though. In Spotify, it's adding songs by "favoriting" them AND not skipping. Apple Music give more control. You can automatically add songs you add to a playlist to your library or you can do it manually. But favoriting them is what does the trick. Is should be using your years of iTunes listening as well.
I listen to a lot of different kinds of music - Jazz, rare groove, 70s funk, Bossa Nova. Love pop music too though. I find that Apple rotates my Favorites well between genres. It's always a nice surprise on Mondays! But yeah, my lists were full of pop & hip hop for a while and I had to really listen to things like X Ray Spex, Minnie Riperton, Bernie Maupin, LOTS of Fela Kuti, etc to train it. I found that obscure and eclectic work well. Everyone likes Stevie Wonder's "Songs in the Key of Life" but let me throw in Minnie Riperton's "Come to My Garden" or Ramsey Lewis "Mother Nature's Son"* and let's see what happens...
You should totally listen to the albums above BTW.
* instrumental covers of Beatles songs arranged by Charles Stepney!