Bennett shot John Matrix in the arm with a pistol and forced him to hide behind cover a bit before he got Matrix out into a personal hand to hand fight with him. And Matrix is wayyyyyyyy above Barney Ross's level.
Also for Conrad:
https://youtu.be/Zf3gjuWZjCw?t=11m52s
He really didn't use his gun much more often than Bennett did and even then, his only showings with a pistol were against his own men (when he was going through a burst of rage) and Barney Ross, but the fact that he was able to knock him down even when Stallone was wearing armor is impressive.
I think I have lean a bit towards Bennett just a bit more. And plus Bennett survived being electrocuted and only got up and became even more angry and insane.
One of Arius's men was using what looked like a heavy machine gun against Matrix. I forgot what weapons Conrad's men used against the Expendables. But either way, this and the first scenario are the only points I agree with you on.
Perhaps I should have clarified, but when they switch places, they only switch as individuals, so they only both get to command different armies from each other's their respective movies. Which means Bennett gets to lead Conrad's men against the Expendables, while Conrad gets to lead Bennett's men against Matrix.