My jazz collection told me to get a *real* system


So I’m determined to put together my first serious analog system, having subsisted on entry-level NAD TT, integrated and phono amp for over 10 years. My tastes are very eclectic, but I’ve put together a nice jazz collection and that’s what’s really crying out. I’m looking at a budget of about $8K over the next 12-18 months. Yeah, that’s the trick: This ain’t gonna happen over night. But I’m willing to be patient with imbalances in my system as long as I’m headed in the right direction. And I’d rather go the route of buying the gear I really want for the long term rather than stop gaps and labor intensive upgrade paths etc. My life just doesn’t have room for that.

N.B.: Looking to stay SS, likely integrated+phono preamp configuration. Really just talking about the table, cart, and amplification ... speakers and ICs are OK for now.

Questions:
1) How would you divvy up the dough?
2) In what order would you buy the components?
3) Top 3 recommendations within each component category?
4) Other crucial considerations?

Appreciate the wisdom!
128x128jazztherapist
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Totally open to used, pryso!

But will you look only at new or can used be considered as well?

Pratorius, that's a super helpful recommendation. Thanks!

Jazztherapist-

I live in SF and I think it would be worth your time to visit this brick & mortar http://www.toneofmusic.com in Noe Valley. 
So let me nuance this a bit further. Let's say I hold off on the big purchases and throw down the $8K all at once in another 18-24 months. Seems like working with one dealer who can set me up, and do it synergistically, might make more sense. What would be a pleasing cartridge upgrade to my Shure M97xe to keep me enthusiastic? You know, something modest ($200-$400). 
I am not sure an upgrade in cartridge will necessarily do the trick.  The Shure M97 is a nice cartridge.  If you insist, I would suggest the following:

Shelter 201

http://www.needledoctor.com/Shelter-201-MM-Phono-Cartridge?sc=2&category=877

I have been using this cartridge for the past few months and I am absolutely loving it.   A level of performance above the Ortofon Blue (which is very good).  

Rich