Other people have expressed similar sentiments, and then played the AI Box experiment. Even of the ones who didn't lose, they still updated to "definitely could have lost in a similar scenario."
Unless you have reason to believe your skepticism comes from a different place than theirs, you should update towards gatekeeping being harder than you think.
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Did you play against AI that do have won sometime in the past?
I do not honestly know. I will happily play a "hard" opponent like Eliezer or Tux. I have said this before, I estimate 99%+ chance of victory.