The front pan bolts go into the lip on the timing gear cover and the two rear pan bolts go into the rear crankshaft seal retainer. I have never seen them not be flush with the block. If they are, some one some time must have did some rework on them.
You will have a gap the thickness of the gasket if the gasket between the timing gear cover and block on the inside of the timing gear gasket.
When I put these ends on the block I take care to seal those areas slightly high but not higher than half the thickness of the pan gasket.
At your point I make sure that the timing gear cover was correct and flush with the block. If not I would get another cover. I probly have a dozen timing gear covers and when I am putting an engine together I choose the best one that takes the least work and have never had one that was not flush with the block.
If you find that is actually flush make sure that the oil is washed clean in the area of the leak and use silicone gasket maker and make sure it is slightly above and below the open areas and let it dry over night. That way it will never move away into the pan.
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