Hope you have good luck in your area with the machine shops

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The idea of heavy milling of your head while still using stock cast iron pistons is not thought to be a preferred method for performance. The cast iron pistons of 52' were not known to like higher compression ratios due to the way they heat-up on their heads (versus aluminum), and they do weigh a bit more on the rotating mass.
Might want to refer that question to some of the racers here?