Many seem to be talking about their last system .

It will always sound good. I don't anticipate any breakthrough in sound reproduction. In fact, I think that attention should be on the recording and mastering. Analog recordings of the past will probably never sound significantly better than they do now. Digital source will improve.
In other words, we will not become obsolete.

Yes, I agree that we haven't reached the bottom of digital music reproduction yet. In fact, I'm now concentrating on digital, and will invest some more in the near future. I may not invest in vinyl but will go for digital and analog R2R. 

I have been preparing my resources for R2R project. In a few years, I think. As for digital, I have my old decent sounding CEC belt drive player, I'll see the direction digital goes. Unfortunately, for me at least, all the new music is digital, I spend some time on youtube with headphones.

yeah, to my opinion, based on my experience digital often really sounds good, (CEC Belt driven must be an interesting player) now I'm not saying it always beats analog, but if you consider the operating convenience and so on, you may choose for digital. R2R is for those who seek the absolute highest end. More and more good recordings become available so yes, I will most certainly invest somewhere next year in a decent R2R machine, and explore/enjoy new areas of excitement.