If Chris gets past this I hope he will turn his life around.
Anyone remember Ulillillia? He has many parallels to Chris-Chan, though I think he is not interested in sex. Uli gave himself a new name, and he wrote a nigh-unreadable book about his Mary Sue OC named Knuckles. He stagnated for over a decade, eating thoroughly degreased cheese pizza and playing video games repetitively for many hours at a time. He eventually overcame some of his phobias and got a job at Wal-mart. Later he achieved the seemingly impossible task of acquiring a driver's license and moved out of Minot to Florida. I think he's still working at a Wal-mart there, living as Nick Smith, and is looking for a higher paying job at a different store such as Aldi, since it is so easy to find such jobs these days.
If Nick Smith could do all that maybe Chris could as well. He'd probably get fired from the first few jobs, as he was fired from Wendy's in 2001, but hopefully he'll find one eventually where he can manage himself well enough to stay employed.
Employment could be a condition of probation. Like he has to fill out a certain number of applications per week and accept any offers of employment. He'll probably have to get his own place too since I doubt the court will allow him to move back to 14 BC, at least while his mother is there, and it will likely be auctioned off after her death anyway.
When Chris first was discovered by the Internet, in 2007, the economy was about to go to shit. I had a STEM degree and couldn't find work outside of grocery stores. In 2008 dozens of people would line up just to compete for one or two openings at McDonald's. But now it is an employee's market. No one is applying to minimum wage jobs so entry level employers are having to beg people to apply and offer higher wages and even sign on bonuses. I work in healthcare now and recruiters are offering me $10,000 sign on bonuses. I'm sure Chris could find some places to attempt to work now once he gets out of prison or jail.