Hi TheRealJuliane,
As a father of an ADHD kid myself who is almost a replica of me 30 some years ago personality-wise, I am now in a position of trying to be to him what my suboptimal parents were not to me. It’s a fine line between being there for him, encouraging him and pampering him, he constantly needs to be pushed out of his comfort zone for little things like ordering an ice cream cone (with me standing by) at DQ, I wish I had a kid that was aggressive, go-getter, determined but he’s like me, so he’s none of that

So, what I’m painfully trying to say is offer guidance as to what he could/should do but hand him the reins of his life, so he’s responsible for taking steps to find a solution. I live in Canada so the US school system is a bit of a mystery to me, but come on don’t tell me it’s too late at 18, that he failed to board the one train at the right time and now no other train’s coming, ever. Also, people who are truly motivated and are able to show it, if they’re persistent enough, doors will open. Your son might not ever be the most daring, audacious guy, but if you leave him some space to cultivate those qualities by encouraging him but gently reminding him that your essential job is to make him fit for life, and that being autonomous is an integral part of it.
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My kid doesn't have outstanding talents and there is nothing I fear more for him than to have to live a life like the one I had but I do my best, actually beg God almost day-in day out to make me a better father, and the rest I have to trust life/God/my kid. Best of luck (sorry, not luck but you know what I mean).
If you put your helicopter on Ebay, I will too!