The 360 build that has more turns than Willow Springs
Small blocks have always been known for head gasket issues if the cylinder pressure get to high whether through parts selection, detonation, boost, NOS, whatever... Like many Fords the ten head bolt pattern puts four bolts around each cylinder... Big blocks have 17 bolts which puts five bolts around each cylinder... O ring receiver groove in the block use to be the accepted fix for running higher cylinder pressures...
Upgraded head gaskets & studs help...