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I have never found header paint to be very durable. If you want something to last and look nice get the headers ceramic coated by JetHot or similar company.
Oil is fine for assembly lube except for cam lobes and lifters. Use a cam lube intended for this purpose. The only break in issues that I ever had were related to cam and lifters. Make sure the lifters a are loose in their bores and can spin freely. Pre-lubing the engine and keeping the rpm up for the first 20 minuets of running will provide needed splash lubrication to the cam lobs and lifters.
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