[Dwolb]

I think I have some advice. At first glance, this doesn't sound malicious - the guy sounds like he's too much in his own head or has emotions at stake when he speaks.

At the root, he sounds illogical - he follows your logical verbal thoughts with non-sequitors. One way to combat this is to change your verbal statements to written statements. i.e. write your position on a whiteboard, record his response, and keep volleying back and forth. This way you have a written record to track the logic and you can work together to arrive at a solution. Don't be surprised if frustration or exasperation arises if this is the first time he's experienced this type of exercise.