That's a distinctly unusual line up you've got there Tony.
the AR TT and AT arm with the Goldring are actually a good match. If you like it, stick with it. Better will cost you!
The A60 is not one of my favourites. Many here on AOS may disagree, but I found it dull and bland. It did nothing wrong, but lacked real ability (only my opinion, before I get slated).
The JR 149 has its followers, mainly in the LS3/5a clan. But it's not a bad speaker, just don't expect any great dynamics. If you want a very good sounding small speaker with proper wellie that won't break the bank, have a look for a pair of original 80's Mission 780 SE's! They are remarkable!
I won't comment on tuners as I don't use them any more. As for DACs, mine are oldish (but very good), and I don't know what would suit your purposes.
It is impossible for anything digital to sound analogue, because it isn't analogue!