Ok scrap everything I said about the additional chamfer helping in getting the gear installed. This process is extremely frustrating, i realize I can stab it and turn the distributor but the pump has to be in a certain position for it to fall in anywhere. You have to walk the shaft all the way around to see if it will fall in and when it doesn’t you slightly turn the pump and try again. I am averaging 20-30 minutes each time I do it. It seems if the shaft were just a tad longer this wouldn’t be an issue. When looking at the engagement it seems there is room for the shaft to go deeper.
Anyway, primed it this morning with the drill, installed the distributor then spun it over with the starter and it primed instantly. I started putting everything I need to start it so hopefully I will fire it tomorrow.