Your next move should be to have the injectors pop tested. It's likely that there's at least one leaky injector, and there seems to be enough leakage through the rings to account for fuel in the crankcase. I think this problem, whatever it is, has been going on for a long time.

If the injectors are fine, drain the sump, put everything back in place and try using the FSM procedure for bleeding (not cracking lines or wedging levers). Other things that could cause this are bad lifters or a problem with cam timing. Oil in the manifolds can be accounted for, either being forced out of the cylinders while cranking, or sucked in via the turbo while running (because the sump is overfilled).