Which rear seal do you mean. There is a rope seal all the way around the crank. It would require dropping the crank, or a Chinese finger pull to replace the top half.
Then there is the cork seal which fits between the rear crank cap and the lip of the pan. Not as complex as the rope seal, but still susceptible to leaks if not installed properly.
Both require precision trimming on the ends, and probably a dab of RTV on the ends where you can’t get the precision.
Cleanliness is important as well, but that’s not something special to flatheads.