What would you do? (Kinda long)

Imagine you have a 19 yr old son. He has had many ups and downs in school, grade wise. You know he's smart, because you have witnessed it. He is a senior in high school and has been doing very poorly the last two years. No matter what you do to help. You have offered to help him with homework, and he says he's got it. Every night, he says he doesn't have homework, "I did it in class". If talking to him, you have found that one of the classes he's taken twice now is failing because most assignments are given as presentations and his anxiety just gets too high and he can't do it, so he doesn't even try. You had him talk to the Dr and get some mild medication to take on days that he has to present. It hasn't made a difference, because he doesn't do the work to have anything to present.

You have worked out with the counselor that if he passed all of his classes, he could graduate. He says, he's on it. You get excited for the big day, only to find out that he is failing 4 of those classes.

You work it out with the counselor again, and she says he can just take the first semester of next year and finish his last 4 classes. And within the last week, he drops his Fs down from 4 to 3. You pat him on the back and tell him how proud you are.

Then fast forward to today, you get your weekly email with grades and missing assignments. And he has 5 missing assignments from a class he had a B in last week. That class and one other are now Fs. He is failing 5 classes now. All he does is play on his tablet and hang out at his friends house. When I ask why he didn't do those assignments, he says "I forgot".

His pre- calculus teacher has told him that since he's failing so bad, he can use that class time to work on his after school classes (another thing we're doing to catch him up). Great idea!!! Nope, hasn't started. Because he hasn't gone in to set it up. He only has till the end of May to finish the after school classes. He can get a ton of credits if he'd just do it. And he doesn't do any of the online stuff at home either.

He doesn't have any set chores, because we told him we want him to focus on school and finding a job. He's not focusing on either. I've taken his Internet (unless it's for school) and tv away in hopes of motivating him to get a job. We told him that he has to pay $35 a month for these things. He hasn't once. He just goes elsewhere and uses their wi-fi.

He's not depressed. I talk to him all the time about it. He says the only time he gets depressed when I harp on him about his grades or getting a job. I even had him see a Dr about it, just in case.

So here's the question.

After seeing the 5 missing assignments and another F, I am tempted to tell him to stop going to school and get a job. Tell him he has two months, then he has to start paying rent.

But then should I wait till the end of the school year and see what he manages to get done? Then decide from there? But if he's slacking off now, who's to say he won't slack off then and prolong it?

Just let him stay in school for as long as it takes?

What about work? How long do I let him go without working?

I'm really at a loss. I am beginning to feel like I am enabling this, by letting him get away with it. Should I cut the cord and make him sink or swim? But if he sinks while he's living here with me, how do I kick him out? I've been homeless, and it sucks. But I worked my ass off, doing whatever it took to fix my situation. I don't know if he has that in him. But at the same time, he's an adult. How long am I suppose to support him 100%? If he were putting in effort towards anything, I wouldn't have any problem letting him stay here rent and chore free. I'm not sure where this "whatever" mentality comes from.