Well I kinda tend to be an enthusiast that goes around and audition until I drop. I always get gear for a certain sound, aesthetics or how they can make a certain can/speaker sing. Especially when you go summit, minor nuances in sound can have a huge impact on the listening experience. I like playing around with that.
Anyway my stuff, plus a bit of explanation.
Headphones:
Sennheiser HD800, my favorite cans in the summit territory, very specifically chosen after auditioning almost the entire top region. I love wide soundstages, bright and critical headphones...
Shure SRH1540, my favorite closed backs in any region, fun and accurate sounding at the same time, plug and play and extremely comfortable to use while doing choirs or working. And best of all, not much volume needed, these sound better with less volume, which is something I like.
AMP/DAC combinations:
JDS Labs C5D, barely used anymore since I got the Hugo.
JDS Labs O2+ODAC, barely used anymore, I like bright cans and this does nothing to help balance it out. I love it though, simple but effective.
Chord Hugo, my favorite portable combo and standalone DAC. Also to me, by far the best pairing for the 1540.
AMPS (using the Hugo as a standalone DAC):
Sennheiser HDVA600, accurate and incredibly detailed sounding. Gives the HD800 by far the most detailed sound and widest of soundstages, all the while damping the treble to not be as harsh. The best pairing after 20+ setup auditions, imo. On the other hand, absolutely not a good pairing with the 1540, I'd pick plug and play in a phone with no AMP over this.
Violectric V200, smooth, laid back, lush, superb instrumental impact and gives an inviting tone to any can I've heard with it. Exceptional for violins, saxophones, high pitched voices and in general for a more laid back listening experience. One of the best HD800 pairings and sub $1000 it gets my highest recommendation. Also a fantastic pairing for the 1540. Pretty much end-game, the diminishing returns after this are purely a per can scenario unless you want to go Tube or the Tauras MK2.
Additions for the future in time:
Audeze LCD X, the only Audeze I really liked after trying them all and it does really well for certain genres. I just want some planars...
Chord Hugo TT (to go fully balanced)
Auralic Tauras MK II (my favorite AMP of all and probably the best all around for pretty much any pairing)
Woo Audio WA7 (great sound, aesthetically unmatched...)
Still on the audition list:
Studio Six with my HD800
HE-1000 in general and preferably paired with any of my amps.