I thought about playing the gatekeeper part and started to imagine tactics that might be used on me. I came up with multiple that might work or at least hurt me. But I think it would be 'easier' for me to not let out the AI in real life than in the game (not that I am entirely sure that I couldn't fail nonetheless). Both is for basically the same reason: Empathy.
As the AI player would quickly find out I am very caring and even the imagination of harm and pain hurts me (I know that this is a weak spot but I also see benefits in it). Thus one approach that would work on me is that the AI player could induce sufficient horror that I'd want him to stop by letting him out (after all it's just a game).
This same approach wouldn't work with a real AI exactly because then it is no game and my horror is balanced by the horror for all of humanity for which I'd happily bear some smaller psychic horror. And then in real life there are more ways to get away from the terminal.
There are other attacks that might work but I will not go in details there.
Note that I definitely wouldn't recomend myself as a real gatekeeper.
This same approach wouldn't work with a real AI exactly because then it is no game and my horror is balanced by the horror for all of humanity for which I'd happily bear some smaller psychic horror. And then in real life there are more ways to get away from the terminal.
Interesting. This seems like the main problem is that you don't really care about winning. So, what if there was some cash (Say, an amount equal to roughly 5% of your monthly income) on the line?
AI Box Experiment Update #3
Tuxedage (AI) vs Alexei (GK) - Gatekeeper Victory
Tuxedage (AI) vs Anonymous (GK) - Gatekeeper Victory
I have won a second game of AI box against a gatekeeper who wished to remain Anonymous.
This puts my AI Box Experiment record at 3 wins and 3 losses.