4. He wants to brag about how well he is doing.
He might want to brag about his new girlfriend, or how well he is doing on his own, just to feel superior over the girl that he dumped. It is easy to tell when this is his intention, because the conversation will mostly consist of him bragging about himself and his life. It is unlikely that you will gain anything from this kind of interaction, so it is better to deal with it swiftly and move on.