Well, since no one spoke in favor of the rubber seal, I'll give the rope version a shot. The leaky rope seals in the two 8N's previously mentioned were installed at the machine shop. I can't do any worse than they did.
I was more than a little concerned that I was going to tear into this and not see any real cause for the oil leak. I no longer have that concern - It seems a stray piece of what appears to be a previous crankshaft pulley wiped out the seals.
Here's the perpetrator:
I found it lodged in the oil pan rope seal retainer.
Have wondered why the previous owner put a new crank pulley on it and now I know.
Any thoughts on what caused the previous pulley to grenade?