Help in putting together my system with used equipment on Audiogon and eBay.

4play thanks for the input, you are spot on with my thinking! I'll give the network audio a look. The cd ripper route is great sounding but the truth is along with zero vinyl I hardly have many cd's but the ones I have I listen to a lot.

I'm actually fond of Focal after having a lot of experience when I was younger and put together a pretty serious car stereo using Focal speakers, JL sub and more. I'll have to check them out.

Whatever you buy, replace all of the caps.  Not really. I just wanted to say that before the tweaknerds did.

You could go in so many directions depending on music tastes.  And you mix one wrong item and it is money wasted.  I like a mix of warm electronics with a bit snappier Speakers or vice versa.  If all
your gear is warm it could start to get muddy, if all sharper it could be fatiguing.  But that is for my ears.

And I wouldn't get into the old discs if you don't own any. You likely are not missing the specifics of the nostalgia so why go into that now, learn the gear with what you know for now. Maybe later out of curiosity. but for now put the money in what you will use.

Now I can't answer what you should do for your ears.  But for mine and my style here are some components I would consider. 

New or newer gear for speakers generally for me but not always.  (I don't mind having a warranty). 
For a warm system that is loud but clear and not deafening.
KEF R11 new, break them in or find a recently used pair. 
Paradigim Prestigie are a bit sharper so I might get a warmer set of electronics like McIntosh or a nice warm tube set for those.
B&W if you like, but then I would go with 802s and the older ones.  Great as a studio monitor but they are not warm.  But I loved the details.
Eggleston if you can find a good pair.  But bring a strong friend they are heavy, and they do like power so you want a strong amp too.
I also like Nola smaller, I hear the larger ones they have made are great so I would audition those, but I hear you will want a warmer amp.

Electronics I like my Arcam amps I like Parasound preamps and got a P3 but have not heard that mix together yet. but for a really warmer sound McIntosh I loved my older ones both amp and pre.  My friend loves them with his Klispch LaScalla (spelling?).  Of course you can get some good deals on Krell equipment and they are a good bet, but not sure which specifically I would go with.  If you want to go old school and warm try the early Superphon preamp.  But you will need to get out of the chair to change the volume this is as basic as you get.   

DAC I don't know enough about the best so I would experiment with any well know brand.  Might even try the Schitt since a surprising number of people have recommended it.

Just some things to try, but the key is try them.  If you like your current Pass Labs then keep it and bring home the speakers you think will compliment it. 

Good luck

I went to Best Buy to visit the "Magnolia Room" and listen to some speakers. All I have to say is WHAT A JOKE that was. There was not one person that gave a damn that I might be there to spend money on speakers. I think they have to stand there with you and switch to different speakers with an electronic switch so nobody wants do that apparently. I probably would not have bought them there anyway. Some Martin Logan's, B&W, Nothing I particularly wanted anyway.

I too am retired military in Jacksonville. Go to house of stereo on the southside. They are a great shop and have a good selection of high end gear. I have been doing business with them for over 20 years. I have demoed equipment from them, they are very accomodating.