That's because Stan's experiences of asking for help lead to people actually assisting him in solving the problem effectively. Part of this is privilege -- he's white, male, middle-class, and good-looking which inclines people to help him and puts most of his problems in areas familiar to potential helpers.

As he moves into new areas, though, he makes a concerted effort to identify more experienced folks there who can give him a hand where a random person couldn't. That's a learned skill, and so is Stan's judgment of who and how to ask for help with a particular problem. He's fluent with help-seeking behaviors, coming and going.