Having done dozens and dozens of the 50’s OMC L/U seal kits, I always get super careful when installing the subject “O” ring.
I used to just replace the “O” ring then tap the brass keeper in flush with bore casting, then install the shift rod. But, on a couple of occasions, I tore the “O” ring when installing the push rod. So I tried a different approach. I install the shift rod a few inches past the bore, then slip the oiled “O” ring over the rod, then place the “O” ring in the bore followed by the brass keeper tapped flush with the bore top using a 6″ piece of stainless tubing slipped over the rod.. How do you folks install the subject “O” ring?