If you are talking about an OMC Cobra drive, there is no middle outlet. You
may be mis-identifying a water drain fitting, located above the lube vent
fitting, as the "top" lube outlet. In other words, I suspect that what you
are calling the middle outlet is actually the top outlet.

Dry wrote:

How much gear oil should they take? I started from the bottom end
squirted until I saw oil from the middle outlet, closed it off and tried
to squirt some in from the top, no go ??