Building analog setup-your expertise isappreciated

I'm fairly new to the analog world and the research I've done the last couple years has given me the upgrade bug, but I've been hesitant to move ahead on a new setup. I've tried to avoid posting yet another "what system should I build?" thread, but months of scouring such posts has answered few questions, and raised hundreds more. So here we go.

My goal is to build a decent-sounding analog system. I don't listen to CD's; I've converted them all to files and dumped them. This system will be used only for vinyl.

My current setup is focused on home theater:
Pioneer 1019H receiver
Polk PSW505
Infinity Primus 150 (LR),C25, and satellites.
Audio Technica AT-LP60 TT
Shure cart
Sony PS3

HT and 2-ch will be separate in the future, but my budget will dictate the speed that this happens.

Where I'd like to be (open to suggestions) & my budget to get there:
Total budget: $8,000 - broken up across necessary componants in any denomination up to $2k - I won't spend more than $2k at a time:

Turntable (including cart. and arm): $2000
Preamp: $1,200
Amp: $1,200
Cables: $800
Speakers (monitors or full range): $1,200
Sub (if monitors): $600
Power: $1,000

I don't trust my expertise to decide what combination of cart, preamp, etc. to put together, so I put my question to you all. I will need to purchase this one component at a time, so my question really is: What gear do you recommend, and in what order should I purchase the gear?

Thanks for your time here, and thanks for putting up with another "what should I buy" post.

-T