I will take a 20+ year old Audio Note DAC 5 Signature over just about any other DAC on the market today. It was crazy expensive then, and the current Audio Note DAC 5 Signature is much more crazily priced. I bet this model has not changed much in 20 years. To Audio Note's way of thinking, the most important part of a DAC is its analogue stage. I don't know if this is true or not, but I've heard their old and new DACs and they are very good sounding to me--relaxed and natural sounding without being murky or lacking in dynamics.
There are other companies that build modern DACs around very old vintage chips because they sound better with such chips. Most of the advancement in chip design has been to make them smaller, make them utilize less power and offer more functions that support there use in mobile devices--sound quality is hardly a priority. Companies like Audio Note, Naim, and Lampizator horde old chips because they deliver the sound these companies seek. Whether or not that is your sound too is a matter of personal taste; but one really has to hear such machines to decide this.