While I am a big streaming fan…. Particularly for the future. Typically you still must invest a bit more on streaming than on an analog end to get digital to sound better, assuming you are doing your homework and buying good synergistic components.
I have been an analog guy for fifty years and digital since the first CD player and have been upgrading all along the way. Up until the last ten years or so, digital was far behind.
Actually, I just completed another analog upgrade the other day. My analog and digital were at the same level of performance with the same character, the analog about $6K behind digital in cost. This upgrade brought cost of each side to $45K and analog now moving ahead in detail and air over digital.