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On that hole, odds are one of the bendix bolts worked loose and then punched its way out of the flywheel housing. I've seen it before. If the rest of the housing is okay then it's not the end of the world.
Sounds like it might be worth draining the oil, pouring in 4 quarts and seeing if it still does it. You can check the end play at the crank pulley with a dial indicator. If the end play is even remotely close to spec then I'd start to imagine that rear main bearing itself may be seriously compromised. How many miles are on this engine?
It could be coming from the cam I suppose but I doubt it would leak that much if that was it.
Was really hoping someone stuffed a rag in the breather cap. Easy fix!