Well, I never used one of them tools so I don't know what they are like, I make my own out of junk distributors, but that bottom part is part of the oil galley and if it has a lot of clearance you'll have a leak for sure, might want to measure it up against a distributor, that could be the problem. Factory never used o-rings don't need them, a tight pump with a high pressure relief spring will pump over a 100lbs easy, and if you use o-rings the block needs to chamfered so not to tear up the o-ring. Anyhow, assuming the tool is "right", if you can't get over a certain pressure no matter what I'm leaning towards an issue with the pump, did you take it all apart and clean it(you're supposed to)and check the relief valve to make sure it moves freely, and check end clearance???, ALL stock pumps are out to lunch on the clearance some more than others, and if there's anything to prevent the relief valve to fully close(burr or crud) you'll have a leak. Were you able to get oil flowing to all the rockers??.