[ironmark]

Your top end is in good shape so why put the extra money into it if your stock pistons work.
Even with a .030 head gasket and a cam upgrade you will only get 10.15:1 static compression and 9.57:1 corrected compression which is right where you want it to be anyways.
Since I didn't know which cam you are using I just used the Woods TW222 as the cam in the calculation.
You can figure out what your compression is going to be by going to http://www.bigboyzheadporting.com and click on calculators.

 

[ironmark]

I wouldn't pull them up at all. Doing so may break a seal and cause a leak. If the bases of the cylinders are not leaking then do not disturb them. Bolt he heads on and run the piss out of it.

The base seals are just big rubber O-rings and they should not be stuck to the crankcase at all because they are lubed with oil on installation. You don't need to worry about the seal like you would with a fiber gasket.
There is no need to tighten down the cylinder while your waiting for the heads unless you are turning the engine over.