Thanks for the responses thus far.
In no way do I have my mind made up. In fact that is my issue...there are too many very fine speakers and I have no clue what is what since I haven't heard most of them.
To respond to some others, the room is fairly open as technically it is my living room.. 10' or so in front of my desk is the front door and the stairs up. On the left it opens to the family room and kitchen. So it is a definite space to fill. My Emotiva T2+'s sit behind me on each side, angled in toward me. The tweeters are about my ear level when seated. They are roughly a foot from the wall. With new speakers, I can put them pretty much anywhere in the room I want.
As for the tone, yeah, I kind of want it all or at least as much as I can. Good clarity but not painful to listen to. If I put on house music and turn it up, I want to feel the base hits. Which is why getting a sealed sub may be in the future as well. If I am listening to the 1812 Overture, I want to feel the cannons but still let the beauty of instruments shine. A live track of All Along the Watchtower should make me feel like I am at the concert. But if I am listen Sarah Brightman's version of Scarborough Fair, I want her subline vocals to come through clearly and not get overpowered by the rest of the music. So basically a mix of old and new recordings. And pretty much every genre you can think of.
I had been thinking of new because used is 1) dependent upon what is available at that point and time and 2) is a gamble that what comes through your door is what you thought it was. Effectively it broadens the list so big that my feelings of being overwhelmed by this just gets worse.
Those are absolutely gorgeous speakers. I will check them and the others mentioned out. Unfortunately, I don't know of any clubs in the area, which could just be my ignorance. There are not a lot of high end shops either.
If have looked at the streamer but I do have the concern about ease of use vs the macbook which I am working on. I have also been looking at DAC's other than the one build into my preamp.
To be clear, I do plan on upgrading pretty much everything, I just don't want to have to do it all at once. So components should work well with, or at least be forgiving of the components that have not been upgraded.