Without knowing anything about this show, I'm guessing the Shirley Temple looking girl is friendly and normie and the chess piece in the middle is old and nutty? Those are my two.
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shirley temple? who that

I felt that deep in my soul. :-/
A very famous child actor from the 1930s. I thought she played little orphan Annie, but I just looked it up, and I guess I was wrong!
In the latest episode we get to see the outright answer for this for Cain / Kinger

As you can see, the circus (managed by Cain the AI) uses an oldschool Windows OS, looks to be 98?
Kinger then uses CMD to ssh into some bash shell, I dunno if we get much view of what kind of OS it is, but it appears to be possibly a systemd flavor?
We also get to see that the circus was programmed in Lisp in the latest 90s, which sounds about right
Based on what we know about the laws of how the circus works, these indicate a manifestation of how these 2 characters mentally work with OSes.
Cain works in windows 98.
Kinger on the other hand visualizes stuff with linux!
I see you've lumped me in with the NixOS crowd and I take great offense to this
Jax is edgy enough to say that sure he would use kali or something like that lol.
Still uses windows 7 but says he's using some linux distro like steamOS
according to this meme my favorite uses my favorite yayyyy
Same