340 Engine issues

nm9stheham said

The head chamber size sounds like Edelbrocks. That chamber size is 8-10 cc's smaller than stock so the static CR will be way up.

Robin, did the higher octane do anything to help? Or is the problem the same?

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may well be multiple issues. I agree he may have borderline compression issues. Try a compression test, to see what kind of cranking compression we're talking about.
But I still think the rotor is pointing to the wrong dist cap terminal, especially under heavy advance situations.