4yanx:
All of the advice that was given to you so far seems to be pretty good advice, and certainly, that would be advice that I would adhere to to a "T". I think that would be my $.02 worth on this very issue.
Now, as for your analog front end, you seem to have land a front end that I am going to envy for a long time. You have landed a VPI TNT turntable, and as far as I am concerned, Linns aside, I take it that from the people here who own them, they seem to swear by them, and they regard the VPI TNT to be the turntable by which other turntable designs are to be judged and measured by. By the fact that I am looking hard at the junior version of this turntable, the VPI Scout with the JMW Memorial 9 Tone Arm, speaks volumes about the turntable you have chosen to be the front end of your system. In that VERY department, you seem to be off to a good start so far.
Now, as for your choice in components so far, I don't know specifically what type of sound you are after. But if it were me, I would go for a detailed sound that is coupled with neutrality given your mixture of rock and jazz albums. But given your budget, I like your choice of the Vandersteen 3 Signatures (for warmth). But, if you want to spend more of your budget on either better electronics or for better cables, then I would also try to hunt down a used pair of Vandersteen 3A's if that is at all possible. That's just another idea to throw into the arena so to speak. After you have settled the speaker issue, here is how the rest of my system would shape up.
Speaker System: Vandersteen 3A Signatures (brand new), or Vandersteen 3A (used).
Power Amplifier: McCormack Power-Drive DNA-1.
Preamplifier: McCormack RLD-1.
Phono Stage: I would try either a Lehmann Audio Black Cube (with the upgraded power supply...... about $900.00), or a Monolithic PS-1/HC-1 (about $700.00). Of the two, I would lean toward the Monolithic. I say the Monolithic because the Monolithic seems to be more versatile than the Lehmann Audio Black Cube, meaning that it can be adjusted to match a wider range of phono cartridges whereas the Lehmann Audio (????), I don't know if it has a whole lot of adjustments or not. I am going to let that be your call here.
Good Luck...... and welcome back to analog. I am getting into analog myself.
--Charles--