hmmm I listen to a wide variety of music to be honest. From rnb, to hip hop, to jazz, to blues, to edm, to ambient rock/post rock.
I think instead of analyzing the music, I just want to be swept by it and enjoy what is going on. Lately I've been shifting my time into learning the guitar a bit more seriously, so I haven't really been using my HE-500 that much. I would usually just put a track on my computer speakers and try to jam along with it.
It was during my last head-fi meet that had me look into the hifimans. My favorite set up at the meet were the HE-6 with the Liquid fire (before I found out how much both of these items costed lol)
I haven't tried tube rolling with my Lyr yet, so I'm sure not if that will bring something different to the table?
I think the HE-500 is the perfect blend of detail and musicality that I've found, and we have a very similar taste in music. I've not heard it on the Lyr yet so I can't really compare there though, but trying new tubes will definitely alter the output. There is a massive thread on that somewhere. I don't think they are too analytical that it takes away from the musical enjoyment personally. Is a speaker setup a possibility? You could get a stereo stereo speaker amp + a pair of passive near-field monitors for a reasonable price, easily affordable if you sell the Lyr + HE-500, and still have the Bifrost as the source. Just a thought...I've recently heard just how impressive a well driven 2-speaker setup can be, quite impressive.