I know Chris sometimes visits these forums, have you burned the Kim persona or are you confident that he's clueless enough to not make the link?
Chris is overwhelmed with information about who trolls are and who they aren't. Some of it is true some it isn't, and I don't think he has the capability or energy to sort through it.
He falls for various ploys. In the past trolls have released stuff on a fairly regular basis, claimed to him they got hacked and he has bought it. He has also been told that various public figures are his trolls and he has bought that to.
I get the sense that Chris views the world around him like Schrodinger's cat. He is never quite sure what is true and what is trolling. Sometimes he solves that problem by shutting himself down from the world, and sometimes he embraces some friend or sweetheart that he really wants to be real. In his most rational moments, he is cautious and skeptical, but still open to making contacts, but he doesn't stick to that principle well.
Unfortunately the best test would probably be "if they want to talk to him, probably troll, if they are put off by him, probably real." But that isn't super workable.
It is also fair to point out that being a troll isn't a black and white thing. A lot of people talk to him for the lulz, but are genuinely friendly to him and try to give him good advice when they can. That isn't the same as Bluespike. Other people, like Rocky and Anna, are some approximation of well-meaning, but often do more harm than good. And the one person who truly loves him, Barb, has done the most damage of all.