Hopefully this will be coherent. I'll spoil it right now, the wall of text below is armchair behavior analysis and doesn't really have a point.
I haven't been following DSP very long, I can't pinpoint exactly when I started but it's been a little under a year. Usually I just point and laugh at the lolcow worthy stuff he does.
But last night I wasn't laughing. Last night watching his stream was one of the most horrifying things I've ever seen. It was reminiscent of the original SAW movies, or more specifically the horror movie trope where the villan lives in a creepy, isolated house that's in disrepair, and despite his middle age and serious life problems, his mind is focused solely on infantile problems like the status of his toys or whether his friends are ever going to be able to go out to play.
My mental image of this is a 40-50 year old dude sitting in the middle of his dark living room, dressed in raggy, dirty clothes, a single light bulb hanging from the ceiling, mold and rot all over the walls, while he pets and talks endearingly to a stuffed animal. The plot gets advanced by the protagonist accidentally destroying or taking away the stuffed animal, and the villan subsequently going crazy and murdering people.
So here we have Phil, a grown man, getting foreclosed on, about to lose his house and all his possessions, in crippling debt, and literally going bankrupt. Yet he spends the entire stream going unhinged and telling us how disappointed and depressed he is over how Taco Bell screwed up his order. Meanwhile, his mind is completely unfazed by the crippling real life consequences of him not paying any of his debts.
I can draw a number of parallels between this archetypical movie trope and DSP. I was absolutely horrified to see this trope existing in the real world.
It's really fascinating to use Phil as a psychology case study. If any fellow autists remember Red vs. Blue: Reconstruction, the plot centers around an AI copy of a human psyche being traumatized so that it's personality would split in order to protect itself.
Not sure how legit the psychology behind that concept is, but I wonder if Phil's mind fractured to protect itself in a similar way; if his mind is actively blocking him from thinking about his adult problems due to the crushing severity of them.
Further evidence for this were Tevins comments about how the way that DSP was interacting with his chat is not how adults talk to each other.
Either Phil is psychologically fractured or he's a complete idiot and actually doesn't understand how fucked he is. Even more compelling is that I don't think we would never be able to tell the difference.
tldr I draw parallels between DSP and tropey horror movie villans