Finished up today and I think I got to the bottom of this. The brakes have always had funny action since I got the car. Last year I adjusted them and I started in the right side. It adjusted like I could best remember. The drivers having the wrong one caused a weird contact on a high spot in the drum. I think I bottomed it out going the wrong way and the high spot fooled me into thinking the shoes were done.

Also the cylinder felt funny and will have to be swapped if having it adjusted right doesn’t allow it to move like it should. Seemed to free up after I worked it some. Bled the whole deal out. Pedal feels like I would expect now.