It's
CONCEIVABLE that it's either the Plunger Rod is not long enough to engage the rear most bowl of a dual master cylinder. It sounds
MORE likely to me that it's a bleeding problem. They CAN be a real bear to get bled right. Third possiblity is low manifold vacuum (assuming thats where you're drawing you booster vacuum from). On my '41, I added an electric vacuum pump JUST for the brakes, since I am using manifold vacumm for the C-4 transmission and the MSD
Distributor advance. And the Flathead just doesn't produce enough vacuum for all three, so if my
brake booster drops below 18 pounds the pump kicks on.