You assume that monkeys are identical, communicate with each other and know what they are doing. Take one of these away and all of the infinite monkeys will press the same buttons basically making them one monkey. Take another and they will type random gibberish.

The point of the dilemma is for non of those to be the case. The point is can Shakespeare or anything valuable to humans appear in random given enough time and resources? Basically can "the AI" as we know it now that doesn't actually have "I" create something new and valuable?

And the answer is(going from the basic maths) yes it may produce something cool but it also may never produce Shakespeare or anything cool and will never know what it can do and what it can't.