This defeated feeling will come forward in you with any contact you have from him. He needs to devalue others because deep inside he feels powerless which is why he projects his inner issues onto others. His type prefers to choose people that are homeless or needy in some way because that way he can control them more. He clearly has a need for control to balance out his fragile ego. It's also easier for him to blame any problems on others, it's always the fault of others and not him.

Yes, it can be hard to believe someone can be like this too, certainly they will respond to love and kindness. Wrong, and a waste of your time and emotional investment.