Glam, I feel this so much. My son has been self-sabotaging by underachieving for some years (MASSIVE low self-esteem issues) and while we've found a good counselor and my husband has come around on how to parent this particular kid, we were all worried that online school would be a trainwreck for him. But it's been so much worse than we imagined.
DH absolutely will not allow Mal to have a smartphone or any screentime (other than school), but I slipped him my old smartphone back around May just so he could talk to his friends (my husband can't understand that friends aren't going to voice call like the 80s, or come over). We've been keeping it a secret since then and I'm miserable as it's the first and only time I've lied to my husband, but it's helped SO MUCH. Mal's turned around his school and is getting all his work in (which is a lot, 5-6 hours of homework a night plus 8 hours Sunday and Monday...like I said, it's been a clusterfuck). He is getting exposed to a lot of radicalization attempts so we constantly have to fight against him parroting MAGA or white supremacist BS that he doesn't recognize as such.
I also got the DH to allow Mal to game on Saturday afternoons. He plays a realistic Civil War simulator where he's part of an established unit (a la The Guild) and they drill for an hour and then play a battle against another unit. Our only rule was that he couldn't play as Confederacy and he was like "God no!" The weird thing is that he's the only USian in his unit, and also the youngest - the others are all Europeans, mostly Brits. There are two Germans, and they chat with Mal in German (so it's like school, right?) and a Finn, who is teaching him Finnish swear words. He uses my computer, which means I can and have checked the Discord logs and I'm very comfortable with this group.
But the only friend group he has that gets together in person are evangelicals, and they aren't following masking or social distancing so we've had to say no to that. They also live next to the synagogue and refer to it as "the mosque" so that alone would have DQ'd them. We're letting him go to tae kwon do, which has been diligent about maintaining good health protocols, and that may be the only thing keeping him sane.
What kills me about all of this is that it's all fixable, should never have been the path we took in the first place, and no one seems to give a shit. Mal's own grandfather, who literally does nothing with his life other than watch TV, told us "If we let kids go to school, I will die. I'm going to stay quarantined for as long as it takes, and if that means his education gets set back a year, that's OK...he'll have time to fix it."
Arrrrrggghhhh I made myself angry again.