Yeah, I just was looking at that on one of my heads and it definitely can't be the gasket.....must be sludged.I don't think the head gasket even touches the oil drainback holes.
I don't think the hole you see from above goes all the way to the deck. I think it only goes part way, then gets intersected by another hole that goes into the lifter valley. The result is a passage that looks something like this... \__
If the two holes don't quite line up, that would lead to a problem and of course sludge could settle into the passage over time and cause a restriction.
I never could understand how that drain even works with the two passages intersecting at nearly 90 degrees. Looks like it defies gravity, too......like it flows uphill.