It's great you are concerned! However, we here on PC can't diagnose your friend. Plus, anything we might suggest is going to be just a guess based on very little information. It's as likely to be wrong as it is correct. Still... some other members, here on PC, may have some thoughts they can offer with regard to what's going on with your friend. In the meantime, here's a link to family therapist Kati Morton's personality disorders playlist on YouTube. Perhaps some of these videos will be of some help in figuring out what's happening with your friend:

https://www.youtube.com/playlist?lis...YyfGzqbA1RjqlI

Also, here's a link to 3 articles from PsychCentral's archives on the subject of anti-social personality disorder:

https://psychcentral.com/disorders/a...rder/symptoms/

https://psychcentral.com/disorders/a...lity-disorder/

https://pro.psychcentral.com/recover...lity-disorder/