He could have got a job if he wanted he held a job for a short while, he chose to ignore authority, his manager and fuck it all up. All he truly wants is to piss away his life on video games, porn and MLP shit. Kacy and a few others have attempted but, you hear it in his voice clear as day when she confronts him, he'd rather live on the tugboat and "half" chase china. I say "half" because even when its explained to him how unattractive an unemployed man livings with his parents is he clearly understands it but, weighs the effort it would take to get in shape and put in 40 hours a week and he wants no part in it and has no sense of shame. Jacking off and playing video games all day on your tax dollars is the instant gratification he refuses to give up. He is capable of making a plan and following through when the effort required is minimal like sonichu shit or he thinks he is guaranteed china from a single mediocre task.
As far as the "practical side" of employment the government subsidizes education employment and even housing. Chris would pay less for an apartment, a college degree and the financial incentives for him to be employed make him employable, not to mention if he works a part time job it wouldn't even effect his tugboat. He chooses to moan and cry about having no money but, he could easily work part time after hours janitorial duties for an extra few hundred dollars. There are quite a few LGBT "non-profit" groups that hire all kinds of useless freaks. Keep in mind there are mentally handicapped people working normal jobs, there are a lot of ex cons and even sex offenders working. If chris really wanted to work it's possible he just doesn't want to and nobody in this world has the power to make him want the pride of hard days work.