Why do you feel bad, guilty, question your decisions? Because you're human. Because you're a parent. Because we want to be perfect in every way. Because we think that we should know it all, that being a parent makes us super human.
We can say of course it doesn't. Of course we're not perfect. But we still feel that way. Forgive yourself just like you forgive your kids. Accept the reality that you can't fix it. That's something you must do in order to move to detaching.
On his current path there will be harder things you will have to do. What if he finishes HS and still refuses to work or go to college? I know these things seem far away but at 16 they're not. Start forgiving yourself now. Start accepting that you can't control a teen. At best you can try till he's 18. But put your own mind at ease. Don't beat yourself up for things you can't control.
