I’ve said it very recently but it comes down to this: I don’t think people should try to help Chris anymore and it’s for a few reasons.
Clyde got Chris to do funny, even fucked up shit but also tried giving him advice as Vivian. That got him nowhere. In fact it kind of seemed like Chris was trying to hit on Vivian a little bit.
Kacey tried probably every approach under the sun and if she’s to be believed in her Q&A she had literally hundreds of calls with him (none of which went anywhere). She even went so far as to flirt with him and go out to meet him. Sure it produced funny content, but most of it was boring apparently. She even wanted all the trolling to stop when her saga was done and all that but sure enough Chris kept biting.
Kim went out with him a few times as just a friend (and once as a “date”) and tried to get him to socialize like a normal adult. Even tried get him a male friend (still a troll but whatever) a la Magic Man. There’s a few good reasons why that didn’t last and she still tried to be encouraging and nice over Facebook even if she did leak shit.
Alec tried getting Chris to work on the comic, even encouraged it with a carrot and stick kind of approach. Maybe it was just to laugh at Chris, but there’s still something to be said for accomplishing personal milestones and issues of the comic at that time really were personal milestones for him. Even suggested rebooting the comic a few times. Chris refused and instead just raged at him.
Anna and Rocky have both encouraged Chris to stay off the internet and play vidya by himself or seek help in a psychiatric facility or group home. Love or hate them that’s still more effort than Barb puts in for Chris.
Joshua Wise said that when he started his shit at least, he was just trying to see how far he could take it before Chris snapped and said “no more” and admit that it was all just delusional pretend shit in the Idea Guys Q&A. Yeah that’s still sadistic but again more help than Sockness or the exceptional individual Duo.
Tl;dr anyone who tries to help Chris not only fails, but might in fact make things worse for him. He’ll complain about stress or retreat into his delusions (Tomgirl, Sonichu, Pony, etc) and flatly ignore every bit of advice or support until he wants something and then he’ll put in a modicum of effort to appease that person.