I think that all this discussion about "now vs. then" is moot. Today's oils are so superior to what was available when these cars were new that comparisons are hard to make. Most of the oil available back in those days was non-detergent. I don't think I'm the only one on here that believes detergent oil is a desirable upgrade to these old engines. With the "multi-viscosity" oils currently available, I don't think you can be hurt if at least one of the numbers match what the old manuals say.
When I was racing the (very expensive) early hemi in my dirt car, all of the "old-timers" told me that "them hemi's need lots of oil". I ended up with a modified sump, an oil cooler, dual filters, and a 14 quart capacity. We used Mobil-1 20w-50, because any oil sold in those days with a "50" in the weight had over 1300 PPM of zinc. When my racing days were done, I ended up with 3 cases of Mobil-1 20W-50. Being the cheap ******* that I am, I used it ion my '51 Ford and '67 Corvette until it was all used up. The oil pressure gauges in both cars registered the same with that oil as they do now with 10W-30. I have to believe that the relief springs in those oil pumps were functioning properly.
In my opinion, if you have a stock or near stock flathead, the current oil is so much better than that available back in the day that you don't need to worry. If today's oils aren't good enough, you probably need a rebuild.