I'm trying hard not to read this as being more encouraged to do the thing people are upset with him for doing because they are upset with him for doing it, which just seems sociopathic
Neither seem a sign of sociopathy to me.
From the mayo clinic:
"mental health condition in which a person consistently shows no regard for right and wrong and ignores the rights and feelings of others. People with antisocial personality disorder tend to purposely make others angry or upset and manipulate or treat others harshly or with cruel indifference. They lack remorse or do not regret their behavior."