Hello, that sure is a long line of text! After reading through, I can definitely see that your friend does have some sociopathic tendencies as well as some narcissistic ones. The thing that strikes me as odd though is that he does seem to care about people as well. Do you think you can go more into depth about his feelings for people he cares about, and why you feel he does? Someone with antisocial personality disorder will have no regard for others feelings, no matter who they are, along with narcissism. I think you might do good reading the difference between the two. I believe I suffer from Antisocial personality disorder (sociopath) and I can tell you that there is a big difference in the mentality between a sociopath and a narcissist.
Here is a link I found helpful when I was doing research:
Narcissist or Sociopath? What's the Difference? | Lisa E. Scott

Please excuse her harsh view on sociopaths and narcissists though, we aren't all out to hurt people only like she makes it seem. I'd love to hear back from you.