I think it's kinda overrated.
Have to say tho that I never thought she had a great voice and I only like a few of her songs. I agree that Madonna is iconic for her outfits and show in all the eras, but I still think her music isn't even that outstanding
I never understood the appeal for ROL. It has a superb production and is very artistic, which I think made it flop hard. But somehow it went well.
AL is all that too, but with more identifiable lyrics.
ROL was the first dive of a mainstream pop singer into ambient/triphop/trance. It was def a moment and she executed it flawlessly. You put that same record in any other pop singer's hands and it would end up a hot mess. She understood real sensibilities.