Anybody who suggested that Chris needs to get a job need to realize that Chris by his very nature is unemployable.
Putting aside things such as his long stint without any work and his atrocious Google search results, would you honestly want Chris to be the face of your company as a CSR?
Let me break it down for you:
1) Chris brings unwanted attention to any place he'll work. The second somebody sees him behind a counter, there will be a thousand idiot weens yelling JULAAAAAY on the company phones, or asking the boss of whatever McDonald's hired him if they're aware of Chris putting his 'secret sauce' in the Fanta dispenser. I guarantee you that Chris would be gone within a week if that keeps up.
2) Chris has problems with authority. There will come a time where he will fall out with a co-worker or his superior over something he does, and instead of sitting down and discussing things like rational human beings, Chris will go on about the trolls, or if he really gets annoyed, do shit like draw stupid caricatures of the people who grind his gears (which got him fired from Wendy's) or launch a CURSE-YE-HA-ME-HAAA in the boss's face, which he did way back in PVCC. Tell me one company that would put up with that bullshit.
3) Chris's work ethic fucking sucks. Chris is more apt to wasting time playing Pokemon Go than being productive, unless it's his Sonichu shit, then he'll focus on that. If it's not something that appeals to him, he'll do it reluctantly if he does it at all. I can picture him drawing his comics behind the counter while angry customers are screaming at him that they've been waiting 30 minutes to get a Filet-O-Fish while the kitchen behind him burns down. Well okay, maybe that's an exaggeration, but a more realistic scenario would be Chris finding some corner of the restaurant to draw his comics before somebody gets annoyed enough to fetch him and yell, "Chandler! You've got work to do!" Also, the thought of Chris diligently waking up to go to a 9-5 job is laughable. He is definitely the kind to be late to work, if his statements about 'biological clocks' holds any water.
4) Communication with Chris is downright impossible. See that rambling letter he sent to Null? Yeah. Chris is not only inarticulate as fuck, but he takes forever to make a point, if he has one at all. A conversation about a can of Cheez Whiz going missing can de-evolve into Chris telling you about being tricked by the man in the Pickle Suit. Also, if Chris believes something, NOTHING you say can change his mind. Null flat-out told Chris that he's not some 'God' with divine powers, and that the latter is choosing to ignore him in favour of obvious trolls who tell him what he wants to hear. Chris's response is to be like, "DERP I HEARD YOU LOUD AND CLEAR" and go right back where the problem started. Also, I guarantee you that Chris is going to write some nasty shit about a MANAJERK he doesn't like for disciplining him, and said passage is going to cement the fact that Chris is completely insane.