Really great thread with lots of thoughtful responses. Thanks!
To me, the answer becomes obvious when you substitute “motorcycles” or “cars” for tube amps. Clearly the best are being made today. But it doesn’t mean that all cars today are “better” than all cars made in 1960. It would also be logical to suggest the best amps from 1960 (and all amps were tube then) will outperform many of the tube amps made today. This is especially apparent when based on subjective levels of performance or aesthetics.
I’m interested also in the comparison to the recording side. Are all recordings made today better than all recordings made in 1960? No, but the best recordings are being made today.