After each "update" that didn't fully take, some commands were missing in the customize activity screen when I went back. I'd fully populate them and then try again. As I said, they were eventually all there and I had no USB errors or anything during any of the updates. The updates do take a long time 3-4 minutes, best estimate.
Seeing only some missing gave me the hint to just keep trying. Should I delete and reload the software or is something else suspect?