Chris had a ton of psych evaluations while he was in jail, mostly because I still think Heilberg thought he was legitimately insane since he didn't seem to care about his case. Chris reported that Heilberg was getting frustrated with him and wouldn't talk to him for long periods later on in his case, probably much like that court ordered shrink getting annoyed with Chris yammering about his magical worlds rather than taking what was going on seriously.
One thing I noticed about Chris's speech patterns is looking back at Chris in high school, how you could tell he was putting effort into pronouncing words correctly, speaking in coherent sentences, pausing to get the right word, and so on. Even in the Golden Years, Chris could still speak all right, and when he got angry, he would pronounce words correctly and was much much easier to the understand.
Then as the years went on, it's like his speech devolved, which I think was because of his isolation. The amazing thing about Chris is that he literally had no friends in real life that were local, it was just him and his fossilized parents, and I just bet neither of them wanted to interact with his ramblings. Chris reminds me of accounts of people shipwrecked for years, with no one to talk to, and picking up strange speech patterns, or that black astronaut in Interstellar, who was alone for 23 years.
I honestly think literally no one wants to interact with Chris beyond doing their jobs. I don't think anyone ever approaches him to shoot the shit, and if they do, Chris just ignores them and goes about his day. Chris never had capacity for empathy so him interacting with normal people is next to impossible because he lacks the theory of mind to understand what a conversation is.