The W4S and Yggy are the only DAC's I have owned and listened to critically. I upgraded the W4S to the newest 9038 Sabre chip that is also in the Oppo. I was just piping in that the 9038 chip in the W4S and the Yggy sound very diifferent. I have not heard a DAC that I think sounds like analog.
No doubt bad analog is better than bad digital in general, and great analog is better than great digital in my experience. I think the newer Sabre chip and the Yggy and probably other DACs mentioned that I have not heard are eliminating a lot of the really objectionable problems with digital playback.
I think analog has a lot of problems, the biggest is that to make it sound wonderful is really expensive and involves reel to reel. I think LP's suck- but that doesnt stop me from listening to them.
I like both the DAC's I own, they make digital sound less bad than what I have heard in the past to the point I think digital can sound really good. I have similiarly invested in my turntable and record cleaning and tube phono amp and tube amp to make my analog sound less bad, and sometimes it sounds really good.