I have been down this road, some 22 years ago. I overhauled my 351c myself, as I am in that business. I installed a new high volume oil pump. I also left out the dual diaphram advance/retard distributor, and purchased a rebuilt ( non-California ) single advance distributor correct for my '71 with that distributor. Maybe a month or so after driving on the new engine, it happened. Driving along, the motor just stopped, and the culprit was a sheared dist gear roll pin. I pulled the dist, replaced the roll pin, and drove for another few weeks, then it happened again. When it happened a third time, I yanked the dist . At that point, I started to read that this is a common issue with high volume pumps in these engines putting heavier loads on the pin that holds the dist gear. Further, I was using a re-built auto parts store distributor, which, had the gear replaced, and as most of you know by now, the hole in the shaft and gear only line up once.....when it is assembled at the factory. So yes, my dist had an oblong hole in the gear where the pin goes, and didn't help things.
Also, after shearing the roll pin 3 times, and spinning the gear on the shaft, the gear now didn't quite have the press fit it might have originally had. I wasn't going to let this gremlin haunt me another God D@*#& time!
My fix, which has run everyday for the last 20 years.............read that again, the last 20 years.....and still going strong, is this. OK, in the interests of being thorough, I jacked the engine, pulled the pan and pump, cleaned out the broken roll pins from the pan, and cleaned and inspected the pump and pan, and re-installed the pan with the HV pump ( no metal ingestion was observed, thankfully ). I had been using a heavy duty moly drive anyway, so everything was back to go downstairs.
Here's what I did to keep the Dist happy. After having the gear spin on the shaft, I neded to address that first. I took a sharp center punch to the dist shaft where the gear presses on and put a series of punch "pips" all around the area where the gear goes, effectively expanding the metal's OD for a tight press fit. I then put red locktight, the stud and bearing mount stuff, around the gear location area and pressed the gear back on to the proper location, being cogniscent of the roll pin location lining up. It pressed on very well and tight. So far, so good. We're not done. Remember the rebuilder pin hole that wasn't qite the same after they installed the gear? Well, I re-drilled it, but this time, I didn't use a 1/8th inch roll pin, I drilled the hole to 3/16th which eliminated the mis-matched pin hole in the gear and provided a high percentage of added strength to the holding power of the assembly. Still determined to show this assembly who's boss, and knowing that many rebuilders will drill a new hole 90 degrees to the old pin hole, I added a SECOND roll pin, 1/8th this time, above and 90 degrees to the original pin location. I'm talking freakin' overkill to put this Bi-otch to rest once and for all.
Like I said, it has been happy for 20 years. I don't run a heavy oil anyway, just 30 Racing, and last I looked, maybe 5 years ago when I had the dist out for a manifold change, the dist gear showed no signs of abnormal wear. This fix has worked very well. However, in all honesty, when the next engine goes in, and I AM planning to do a fresh engine, I'll likely address the engine's oiling upgrades using bushed tappet bores, possibly some redirection/restriction where it would help, and probably use a standard pump, oil pressure will tell me whether to shim it or not, instead of altering the dist gear mounting . That's Hot-Rodding, Huh? Funny, coming from a guy who keeps his car "stock".