Best set-up under $20K

I use the H360 and i am keeping it.  With a room that big, I would agree that the JBL's will fill that room and then some.  But you should go listen to them first.  Nobo dy here can guess what sounds the best to you.

Given your focus on digital, I really think you need to upgrade that chain before you make any other big decisions. You are missing out on a lot using Airplay and most likely the embedded DAC as well. Start by getting a dedicated streamer, but something better than a Bluesound Node. Lot’s of fun research to be done!

Borresen X-3....best 11K speaker on the market. Mates well with Hegel.

I concur on the NS5000. I choose it over Vivid, Magico, and KEF Blade. Though the Blade would have made me equally happy.

I use a CODA #16 ($9k used) but did consider the Schitt TYR and Benchmark AHB2 for them. The monos were under consideration to use my great (but very short) FrontRow speaker cables. The CODA #16 is amazing with the NS5000 with WyWire Diamond speaker cables.

One way to save some cash maybe is to use the new Schitt Moljiner 3 preamp. The M3 is a great Class A preamp and cost $1200. I now have 3 great preamps, the Benchmark LA4, Holo Serene, and the M3. All 3 are also in the affordable side of things.

The M3 is much better than the Freya+ (sold).

A used Magtech amp from Sanders Sound Systems ($4k) is another of my very high recommendations. I use it with the Magnepan LRS+ and it is stunning. I have not tried it with the NS5000 but should very good. Maybe not as Class A sweet as the CODA #16. The only amp that was as good on the LRS+ was the CODA #16.