he fact that he loses Eurydice and we cycle back to him meeting her again and knowing it won't work

Okay, that's definitely not a staging I've seen! Apparently that was kicked around in workshop but never hit the stage until London, according to what I've since looked up. I've only ever seen it close out on the Hadestown workers in one form or the other, which is why it gave me the sense of progress because the story now lived with the workers despite it not working out for Orpheus and Eurydice. Bringing it back to the couple specifically definitely wouldn't work for me.