Hey Phil, if I used the factory style .020 steel shim head gasket, wouldnt that pretty much take care of the material I would need to mill from the head mating surface of the block? Could I get away with doing that or am I just looking at it wrong?
You are correct, your quench would then be 0.02+0.024=0.044 which is right in the ball park. Best to measure how far your pistons are below the head gasket deck surface of the block. The 0.024 is just a specification, and the actual number could be different...no problem if the correct head gasket thickness is applied.
If this were to work then I am probably raising my compression to a very uncomfortable 10:1 or more. Can I do a little more unshrouding of the valves and maybe some combustion chamber polishing to add a little more volume to the chamber without getting rid of the quench characteristics that I am looking for?
All correct again. Unshrouding is an excellent way to drop compression while increasing mid-upper rpm port flow. The chamber polishing is doing the same thing.
For the steel shim head gaskets ask if they will seal correctly on head or block surfaces that have not been freshly cut, do you need any sealer, etc.
On the final compression ratio, I suggest using the calculator that KB silvolite offers on their website.
http://www.kb-silvolite.com/calc.php?action=compFor your cast iron heads and living near sea level, yes the 10:1 would be about the maximum for pump gas. I run 9.6:1 with 0.040 quench, cast iron heads, and use the cheapest, lowest octane gas available. I have NO detonation, but I"m also at 4500 foot elevation which helps reduce detonation.
For street driving, remember the tendency to detonate will increase over time as combustion residue develops in the combustion chamber, so D. Vizard suggests to error on the conservative side with slightly lower final compression when you put the engine together. You can move the camshaft intake closing point by 2 degrees or more to alter the final dynamic compression ratio, although I would tend to set the intake closing point for best performance and not a band aid fix for too much compression.
I don't know what all your doing to your engine, but if your putting fresh heads with valve job on old tired piston rings you can easily turn the engine into an oil burner because the extra sealing of the valves will push more pressure past the tired rings.