Why is he not happy? A lot of things rolled into one, but the most prominent being Barb's failing health and just living a welfare shut-in lifestyle. I'm sure somebody else can diagnose his issues better, but yeah, Chris' life sucks these days.
inb4 a-log but...
That's nobody's responsability.
With all the money he keeps receiving and with that giant donation, the guy was perfectly able to help Barb (he doesn't even owe her, let's agree on that, but he's living under her roof right now, defend him however you want but this is true, he
has to help around, if he cares that much, otherwise... leave, if you want to live under your own rules and "responsabilities"). He prioritized toys and videogames. He prioritized bad decisions and then cries about it like it wasn't his fault but, somehow,
he isn't happy. Other people do much worse than him and they still make an effort in life. And, mind you, most of them don't even get help of a "monthly tugboat".
As for the shut-in lifestyle, don't we already have proof he isn't that much of a shut-in anymore? Basically, Chris realized it was only up to him to change that.
Anyway, no, if money did not help, I doubt anything else will. It's all up to Chris but he doesn't
need to continue Sonichu. He considers he's already famous for it, so why finish? He needs to find a very good reason for it these days. I guess even Chris got tired of doing kiddie drawings over time.