I think you should also take the "analog sounds better" advice with a grain of salt. It DOES sound better, but only in certain respects until you get up into the big bucks stuff.
The inherent smoothness of the analog sound will shine through even in a modest setup (see: mine), which is one of the "better" qualities, but there are things like crystalline low-level detail and perfect sibilants that you won't find until you spend much more (see: other people's setups).
For the money you're looking to spend, you could get a pretty decent used DAC that in my opinion would get you closer to the kinds of sounds you're looking for than you could get with the same money sunk into analog.
Let the browbeating begin.