We have talked numerous times about having him go to the Dr to get an official diagnosis of ADHD & Anxiety – he is totally willing to go and take medication. The problem is, he has no health insurance and is so cheap he wouldn’t pay out of pocket.

Honestly, I’m not so sure it’s medication he needs based on what you’ve posted. It sounds more like he needs to learn healthy coping mechanisms, especially if he’s been using substances to try to cope with the feelings he’s had from the deaths of his parents. It would serve him better to work through those feelings and deal with them and hopefully be able to let those feelings go, as well as to learn healthier ways of coping…. so, for me, it sounds like he’d do better to seek counseling with a therapist and cognitive behavioral therapy. Some of the psychotropic medications, after all, can be as addicting as many of the other drugs and come with a host of side effects. They work well for some, but many just need to learn how to deal with their issues.