How much do you need to spend to get digital to rival analog?

+1 @rauliruegas 

Digital was not the medium for us because just did not exist yet. So, our ears/brain are 100% ( like it or not. ) biased to the analog signature sound in home audio systems. I’m too.

That " signature " is for me the key for the main controversies in between digital and analog where the ones that prefer analog just can’t avoid from their brain that " signature " and this " signature " in on control of what we are listening and if something like digital comes wioth diferent " signature " well does not like us as the analog experiences.

This mirrors my perspective on the topic.  Thanks, R. - David.

Focusing on the "spend" is not going to get you very far, even if you increase your "spend" amount.

May I suggest looking at this differently... that is: investing the time to learn. 

I'm sure you can attest to a lengthy learning curve and time spent developing experience and expertise with respect to your analog system. You are where you are with your analog rig for a reason... a number of reasons. Good (great) digital requires (calls for) the same.

How much do I need to spend for a digital front end to better my 7K analog front end.

So how much do I need to spend to say, " get a sound that at least equals or betters a 3K Turntable?