Time for an update.
I made a slight adjustment on how I load the magazines and the problem is gone. When using an Uplula, I tilt the round up (lead pointing up) and insert the shell first then let the nose end fall into the mag. The round goes into the magazine very easily and quickly when doing this. When I was loading the rounds by hand, I was having a hard time and had to push pretty hard to get the round into the magazine. My thinking is that if I found a way to easily get the round into the magazine, then it must also be coming out pretty easily and into the chamber.
Also, the pistol is more broken in by now. In any event, my DW 8 round mags are working well. I am happy.