Hi! thanks so much for this thoughtful reply. I used to listen to IEMs (Shure, Dunu, RHA) but ears got too susceptible to bacteria and discomfort, then moved to Phillips Fidelio X2 (I think it was), but mostly currently listen to some Emotiva airmotiv 5S self powered desktop speakers and an SVS sub. When I need noise cancellation I use Sony WH-1000XM3. So clearly all much lower price points. I've been saving up and can swing a budget of ~$2500 which I believe is necessary for this level of quality. That will include headphones and any amp dac. From what you are saying somthing like mojo 2 (~$500-$600) is required.
Here's a bit more about my use cases, preferences, etc.:
Sit/stand at a desk 7 hours a day in my own office. Definitely some outside noise but not too bad. When I am not working however, I don't really want to hang in my office. The places I want to relax and enjoy are either elsewhere in the house, at other dwellings, or outside in nature. I have super loud boys (10, 8, 7 years old) so closed back and portable are all key. I don't need to prioritize ANC though.
Musically I listen mostly to acoustic music, modern classical, etc. Lots of singer/songwriters, indie, groove, chill, ambient, and folky stuff. Also love latin rhythms and occasionally hip-hop, electronic. I LOVE live music- partly because I can not only hear but also see and feel what each musician is doing. This is part of why I am so excited about this purchase. The prospect of recreating that sense of instrument clarity and separation, imaging, broad soundstage, etc. Can be especially sensitive to sibilance.