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So should I take the header bolts out at back of motor and put some sort of thread sealant in? Or do all of the header bolts?

only the 4 corner bolts are wet on a SB & if the trimmed shouldered studs will work there I would use them(w sealant)& if not I would pump the rad up to 15 lbs of air & see if no leaks(that stant pump kit does come in handy at times) and pull the 4 corners & seal them.

live every 24 hour block of time like it's your last day on earth