I'm in the same boat, OP. I bought NVX XPT100s as replacement to ATH-M50s. Liked them a lot but still wanted to try open cans. Bought HD558s, loved them. Can't really go back to closed cans. Saw a review on HE-300s. Bought them a day ago. Just got them 30 mins ago. Listening to them now. I really can't decide.
So hard. The HE-300s definitely seem more bassy but not so much that it overpowers mids and highs. I like the construction better on the HE-300s. BUT, the cord though..THE CORD! It's atrocious, holy shit don't get me started. It's stiff, it's heavy, there when the cord hits another part of the cord it's loud and it's annoying, you will hear it. It's white and ugly. The cord screws into left and right channel. Yes, it screws in, doesn't plug in.
I-i don't even know.