Stupidity: For someone trained like "H", it was absurd that he would run down the center of the road toward masked gunmen and get shot multiple times. It was also ridiculous for him to have taken his son to a location that was potentially dangerous and put him in harm's way in the first place. (01:13:20)
Suggested correction: I'm not sure how much H was trained. If I recall correctly he's a skilled criminal, and all his "training" was faked so he could get the job with the company. Regardless... training or not, all that goes out the window when your child is being attacked. Paternal instinct took over and he was rushing in to protect his son. As for your 2nd point, it's made clear that his task was to simply stake out what was supposed to be a routine truck route. They had no idea the truck was going to be robbed.
