Don't forget that just because she "wants" to be right does not mean she is - her character flaw in needing to control the conversational direction is JUST as much an issue as is his analysis.

I saw nothing in the letter to suggest the guy is in fact emotionally underdeveloped. The girl could just as easily be dramatically insecure. Yes, he probably has a piece to work on in terms of desiring to "pump her up" a bit by allowing her to win.. but that need is just as much her character flaw as his.

This stuff doesn't exist in a vacuum. They need to talk about it.