How much is about the recording

The key is to get the music you like to sound as good as it can. If you take your system too far in one direction, you'll end up with 3 CDs that sound extremely good and everything else will sound terrible. 

Seriously?
what direction would that be?

if it sounds great with one recording, then it should sound great with 90% of them.
Or maybe my system is “not resolving enough”?

Yes, seriously. I have no idea about what system you have or how resolving it is. That is not my point. On many of the systems I've put together, I can get it to sound absolutely stunning using some very high-quality recordings and the right tune-up. Absolutely knock your socks off. But set up that way 99% of my music sounds like crap. That is not the right direction. You do what you can do to get 90% of the music you listen to sound good. A hot demo set-up only has limited function.  

I've posted this before, but I asked the question: Can you hear the noise suppression pump in and out on Diana Krall's "Garden in the Rain"? I got few responses, which meant most people don't hear that. It's easily heard on my reference systems but not to the point of ruining the song...darn close though. That's how I know I'm there (at least one of my tools).

...which partially explains why I listen so much more to my secondary outdoor system than I do my main rig...

I put together hyper critical systems for decades. I was chasing the Holy Grail, but my enjoyment was diminishing. Somewhere along this time I bought a cheap pair of Grado headphones and a portable CD player. The tunes were rocking. So, I decided to forget chasing the unachievable and tune my systems for my enjoyment. I can still play the super audiophile records with no excuses, but the rest of my recordings also sound great now and I have the music going all the time. 

@russ69  What was tuned up? How was that done?
Are these systems super bright? Or what does resolving mean here?

Well, it would take a book to tell the whole story but there are many ways to get where you want to go. The way I do it is find the right loudspeaker, the right amp for that speaker, the right tubes for the amp, the right preamp and tubes, the right source, the right speaker placement, the right room acoustics, and finally the right cables. (Lots of experience to do that, which means lots of wrong choices)

I don't do it, but maybe simple tone controls or frequency correction would be another way. (I'm not a fan of this method). 

Are these systems super bright? Or what does resolving mean here?

Yes, they tend to be towards the brighter side, but you can have full high frequency extension without being too bright. Resolving is detail retrieval, that happens across the whole frequency spectrum, but you can take it too far. Harder to explain but I have steered away from a lot of super hi-end products that take detail retrieval too far. I want to hear the music sheets shuffling but I don't want it to dominate the recording.  

I would buy your list. But I would add a class A+ for my audiophile favorites like: The Holly Cole Trio, Mapleshade Art of the Ballad, Mindy Smith, and Famous Blue Raincoat.

i.e. WHICH, Diana Krall version of "Garden in the Rain"

Love Scenes Impulse CD IMPD-233

What does the noise suppression in garden in the rain sound like?

The tape hiss like noise is fully suppressed, then as she takes her breath, you hear the background level come up and she starts singing. Someone/some device is definitely gain riding to reduce the background noise on the quiet segments in between her singing. I find the whole album just a tad over-produced.

You'll need some really good tweeters, a system with good extension, and you'll need to turn it up a bit. It hits me over the head but if your system is fairly average you may not hear it. It sounds great on my lessor systems. 

Only a deluded fool believes their system can make a bad recording sound good.

Given enough tools, I'm pretty sure I could make a bad recording at least sound acceptable. But I still agree with what you are saying.

...we sort of need a few in each gendre, maybe even including Country...

Jamey Johnson "That Lonesome Song".  Album of the year, not one bad cut.