Does an upgrade make sense?

I can't tell from looking at your system's photos, but you might want to re-address your set up to make sure you have optimized your system's potential. It looks like your speakers are on the 'long wall' and it looks like your speakers are a bit closer to the wall behind them. If possible in your room, set up on the short wall firing down the length of the room will give you a fuller sound, more pleasing to most folks. As presently set up now another foot out from the wall could give you a bit more sense of 'air' and depth (you have to adjust your listening chair as well). 

But if all that is moot, and you decide to go with some subs, consider whether or not you will use the subs with a crossover, or if you will drive your mains full range with the subs just additive in the lowest range. FWIW I hate crossovers.

Thanks all. Good ideas to chew on. The speakers are actually out further from the wall than in the pics.  About 30 inches from the rear of the cabinet to the wall. The room is a huge finished basement, roughly 36’ square. So there really is no short wall available. My lil oration is I can’t move my chair back any further so the speakers can’t come out any further.  But I’ll think about a total redo of the room. 

Subs are a good suggestion too. I’ve had a single sub in the past when using an AVR as a preamp. I don’t feel a lack of bass but I understand what they can do to free up my speakers.  But I don’t like crossovers either. 

in terms of streamer and DAC, if I were to go separated, DAC first?
 

Yes. I would go DAC first. That is going to have a bigger impact on the tonal balance. The streamer on level of detail and noise level. Of course they are interrelated. But DAC definitely.

+1 for DAC first.  Then Roon ... I love it and it takes your streaming experience and music discovery to a whole other level.

I may be coming down with the upgrade bug, and I’m open to suggestions. I’m quite happy with what I have—excellent imaging, musicality, dynamics.

Listen to yourself first....😊

I recommend no upgrading before optimizing mechanical and electrical and especially acoustical embeddings...

Dac upgrade if you are happy with your actual dac will be a marginal upgrade compared to what i suggested...

Audiophile experience is more about the embeddings controls than about upgrading a component if you are happy with your actual synergy...

Dont upgrade by changing a piece ; improve all the system/room ... Electrical noise floor decrease controls, vibrations controls for components and acoustical better controls of the speakers room relation ..

Instead of nourishing the upgrading virus disease and the gear purchase spree i will encourage learning about mechanical electrical and acoustical control FIRST and LAST ... 😊

There will be always someone after the enumeration of your piece component to point to some lack that can be compensate by buying a new gear component, preferably the gear the adviser like 😁... If you are happy it is an error to go after an upgrade advice... learn about acoustics, vibration controls and electrical noise floor... Dont buy anything BEFORE ...

Why?

Because you will end with more upgrading tentations and less taste for the hard  knowledge to gain  about the fundamentals which are not in the manual user of a new piece of gear at all... 😁😊

It is my advice for all...