@v-fi
The general consensus (not unanimous) is that Lightning DS makes the music more edgy, lit up, with a focus on detail, while using Roon is more natural, relaxed, organic. Which one is "better" will always depend on your preferences and system.
You have definitely chosen words that put a positive spin towards Roon.
I just notice a lot of people parrot what they have read on forums about Roon not sounding as good, but when I have a direct chat with them it turns out many haven't even tried it, or tried it once many years ago and are still stuck on that opinion.
This is not a summary of others, or forum posters or reviewers, this is my personal comparisons of what I hear in my system: I don't know Lightning DS, but I know Squeeze.
Squeeze has more clarity and separation/space, it is more airy, and yes detailed, which some feel is a negative word, but when I use this word it means it is easier to differentiate between instruments and follow lower level information. Musical information becomes more unraveled and easier to pick out. If one hears this detail as "edgy" then perhaps the extra resolution is revealing some part of chain that is the weak link. Bass is tighter and more defined- lets use the word detailed again here. Articulate is another good word to use here. Some may find this "lean".
Roon on the other hand is thicker and more robust around the middle, some may call this "warmth", or more "natural" but bass is definitely more opague. Mids and treble still have good detail but perhaps a little smoother, softened or less extended. Relaxed is a word you chose that I can agree with, but I can also call this less resolving.
Between the two I would say Squeeze is the more natural and organic one. It sounds more like the real thing and less like a muffled version.
Does one like Telefunkens or Mullards?
This is what I heard last year, and it still is true as of this date, perhaps not quite as much- I can't go back in time and compare then to now, and the system is always evolving.
However, if the recording is not of a quality to match, Roon can be more enjoyable- and I think this is the key- IMO Roon is a little more rounded and a little softer to appeal to a wider audience, because not everyone has $50K+ systems. From what I have seen lately Roon has put most of their resources into this ARC option, and this is not for discerning audiophiles, this is for the masses.
Now having said that, the delta is small, not as big as my exaggerated words above make it sound, and as I mentioned this delta is probably not as large as it used to be, and yes I still use Roon the majority of the time because it still sounds wonderful, and the UI is much superior, but if I am in the mood for the absolute best sound on a particular recording squeeze is what I use.
JPlay will be tried eventually, along with Audirvana- choice is good!