When he was selling Sonichu merch, he seemed to dissassociate people giving him money with him giving them stuff to a remarkable degree. A lot of his "sales pitches" were framed as him needing the money and asking for charity. After people gave him the money he was constantly irritated that he had to send them the merch.
A few years ago, I was helping out at a charity. Some guy had donated $100, and we had sent him a thank you letter and a cheap plastic keychain with our logo on it with his receipt. The keychain broke in the mail, and the guy called up and was furious about it. I remember being quite confused and somewhat offended by his anger. I think Chris' gut reaction to complaints about his Sonichu merch business is similar to how I felt.
I wonder if, in the hypothetical world where he got a job, he would feel the same way. Would he see it as the employers were just giving him a paycheck as a gift to help out a poor autistic guy who needs it? And if he is not feeling up to working, it is very mean of them to take back that gift.
I agree that it could happen, but I think the sequence of events might make it less pronounced than his merch buisness. When he sold stuff on eBay or Etsy he got the money, then he did the work. With a normal job, where he did the work and then got the money, it might be easier for him to fully absorb the direct exchange of work for money aspect of it. I am sure he would bitch and complain and slack off, but I don't know if there would be the same "why can't my employer just give me the money for nothing" attitude of entitlement.