You have great taste in music, my man!
As a humble 'good enough' audiophile, I have a fleet of Fiio devices and assorted cans and IEMs, but never have enough spare cash to consider a "real" audiophile setup. I've had experience with studio monitors and really good audio coming through mixing desks and what not, but I've never had the opportunity to try a real expensive kit.
Flac is my source, decent DAC, decent cans, good enough I guess