Good thread, don't think I've seen it before. Really hard to choose cos I love them both, grew up with 80s Madonna on the radio and came to Kate Bush a lot later really.
Madonna for me is Holiday, lucky star, borderline, like a virgin, material girl, into the groove, papa don't preach, la Isla bonita (fuck the haters) like a prayer, express yourself. Don't like Vogue or anything that came after.
But Kate Bush has running up that hill, cloudbusting, hounds of love, and this woman's work, - aka the four best songs ever written and performed.
So I'll go for Kate then 🏴 🏴🏴