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As far as the running issue, I had a similar issue where my car would run while cool, but with engine temperature and time it would want to stop idling and die unless you actually gave it fuel. I could cover the carb top with my hands and it would idle up. So with that information I could tell...
You have to think the manuals were written when leaded 100 plus octane gas was common. The last 383 I built was 9 to 1 compression ratio with standard flat tops and 915 heads with felpro gaskets. It liked 16-18 initial timing and about 36-38 total. Had a small Hyd. Cam in.
Seems most factory...