As far as I see from your great AV room your system is essentially tuned for AV. Looking at your list of electronics I would not expect anyone to notice significant differences between transports and servers.
It seems to me that the perspective of the OP (or mine, BTW) on sound reproduction is quite different. Different audio journeys, as you say.
Except that when I made this decision, I had the 4 piece dCS stack, a different server and a room (and speakers) specifically designed for 2 channel. The differences were very audible (in favor of the server at that time). I'm not suggesting that the very best transport can't NOW best the very best server. All I am saying is that even under those conditions, I would still select the server - and I did!!