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Neither 1, It is a common problem with that engine for the intake gasket to leak engine coolant into the engine lifter gallery / into engine oil. Replace intake manifold gasket and change oil and FILTER a couple of times.

A head gasket or cracked head will not allow engine coolant to get into the oil.

If you got or over HEATED the engine like real hot then you may have blown are cracked a head but I doute it. Not common, Replace intake gasket and you'll see that the engine will be okay more then likely.

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Q: 1999 silverado overheating coolant in oil is this most likely blown head gasket or cracked head?
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