This is just like training. You want to put your pup in situations that he can excell at. This is not a "TEST" you want to build his confidence and make it fun. Make him as comfortable as possible.
DO NOT SLACK ON OBEDIANCE just because you are in the field hunting. You will be setting a president for many hunts to come. He must SIT , STAY, and NOT BREAK. Personally i would worry more about these things than anything else. Think ahead, bring a lead and stake him down tight to the stake. He might not break on the gun shot, but you don't want to start letting him.
I would go out by myself, Take good clean shots and try to give the pup a real positive thinking towards hunting. It can be hard on them to sit out in the cold all day on a sat morning, when they are used to laying at your feet by the couch.
If hunting with a bunch of guys and 10 shots go off, odds are even if you hit a few birds, your dog won't have marked a single one of them. Start him off slow with yourself, It will be much easier for him to get the idea of the new game you want him to play.
All of this is just my .02 take it or leave it.
.....you've got to ask yourself a question: 'Do I feel lucky?' Well, do ya, punk?
Die' en ain't much of a livin' son.