360 compression issues. pick a piston??

KB107's seem to do well around here. Lighter than speed pros also. FWIW.

Without getting off of your original question, I would go with the most reliable set-up, because it sounds like you want to actually drive it somewhere. This includes head gasket material. Your only giving up 15-20HP/TQ per 1 full point of compression after 9:1, so it isn't that big of a trade-off.

With an OD you can step-up to the next biggest gears. That will make WAY more of a difference! Think 3.91+.

http://vexer.com/automotive-tools/speed-rpm-calculator

Big gears, STILL cruise at 2300!