Great in the convo, but you might also want to add a little more responsibility to him, like, I will try my best in the situation that I find myself in, but you are going to have to figure something out, maybe end with a chuckle. A little stress on them from themselves is good, do not try to ease it too much.
People naturally move away from stress, as long as your the easy way out of his stress, that is a good thing.
