>audiophile circles
>They mostly want to listen to something that 'sounds good', with all the psychoacoustic baggage that comes with such a statement
TL;DR the technology is so good and so cheap now that what you get from a $150 set-up today rivals stuff costing much more from a decade ago. I still recommend spending 90+% of your budget over a few hundred dollars on better actual reproduction equipment, be it speakers or headphones.
Not in my audiophile circle (which is mostly head-fi). There are all different price points, and different goals within those. Most reviews I've read in the past decade talk about if the headphones / IEMs are more targeting accuracy or a "fun" sound, but most of the reviews I've ever read on head-fi are very concerned with accuracy and true-to-recording representation. FWIW I'm very much not alone in my interest in things like super low distortion class D, solid-state headphone amps with digital volume control (so you don't introduce a potentiometer / stepped attenuator / LDR into the signal path), ear measuring mics (e.g. https://www.minidsp.com/products/acoustic-measurement/ears-h... ), digital parametric EQs to adjust for not-perfect frequency response, room correction, etc.
The technology in modern decent (decent = what most people would call "high-end", but I'm talking few-hundred-dollar Class D for amps and something along the lines of a properly-engineered ESS 9018-based DAC, maybe $100-200, OR a ~$200-300 headphone DAC+AMP combo, think Oppo HA2-SE level) equipment is so good IMO that headphones / speakers / IEMs make a MUCH MUCH bigger difference than jumping to equipment 10x the cost at the DAC or amp level does. $200 headphones are not bad, but $1000 headphones are damn amazing comparatively. I've owned a dozen pairs of IEMs, and while my gaming 'phones are Shure SE215s, they're not in the same league as my Westone ES60s. Even with that said, most people who have never owned any serious music gear would likely be blown away by just how good the SE215s are, coming out of something like a Fiio K1 or a smartphone / laptop / desktop with a decent DAC+AMP.
Tube amps are still fun to play with, but maybe aside from some 300B snobs, I don't think many people really believe that they're more accurate than modern solid state. Some people also still like vinyl, and will happily spend $10k+ on a record player.
There are also the high-sampling-frequency crowd and the high-bitrate geeks. It's fun to think about, but I personally can't hear a difference between 192kHz/24bit and Spotify "high quality" 44.1/16 with an RME ADI-2 Pro and HD 800S headphones or the ES60s (both balanced, which does sound slightly better to me in both cases). I actually showed up to a headphone meet in Tokyo and pulled out Spotify to demo some flagship IEMs with, and the guy was trying to explain to me how that was like ~eating caviar on a donut.