Good imagination is great to have, but... i barely can hear differences between sources, i have literally no placebo effect.
After having hugo, i do not think that there is anywhere to go any further, this seems to had been expressed by the creator himself.
I think that if one feels the need to upgrade again, it is all about equipment, not sound. i mean, i can understand why you would want to upgrade, having new things is great, but there are certain points where it is useless, as most changes are not in SQ anymore.
A tip, that might help a LOT: get a secondary hobby. It will create much more pleasure. You can go for computer gaming, anime, DSLR photo cameras, movies watching, pet owning, drones, book reading. Most of these are compatible with an already music excentric person, i am talking from experience, i have most hobbies out there.
The other thing you can also do is get a hugo, and a stax 009 with it's own amp, or abyss. they seem regarded as the best headphones ever. I am yet to check he1000.
Anyways, everyone should always remember that besides audio, there are many other hobbies which can fuel one's passion.