That front tube leak could be a couple things. Were the tappet blocks out? If so it is very easy to roll the O ring that seals that during installation. There is oil pressure there too that feeds the Exhaust tappets. That is more likely than the tube since there is no pressure in the push rod tube and oil just drips back down there on it's way back down into the sump.Also there are a couple kinds of tubes and tube gaskets , be sure you have the correct tubes and gasket combination, those are easily swapped around over the years especially if the engine was done before and maybe an older head was used. I have never had a push rod tube leak much. Had a couple seep just a little but so little I ignored it and rode it.
Ed, that has to be one of the first visibly cracked cases on a unit twin I have seen. Had a couple that showed cracks when magnafluxed. Seen that and worse on old HDs and on pre-units before they started to use bigger bearings (early 50s and before). That crack looks like a fairly easy fix as long as there are not hidden cracks and you have a good machinist.
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