I am a heavy user of the Axiom of Choice and I am comfortable with the consequences of it. My My take on this riddle is that there is no problem with the proposed strategy as Mathematics, but it is notunrealistic because it is impossible to implement it in reality, as I argue below. Axiomatic Mathematics is all about (non-)existence of sets with such and such properties and the way of implementing it is not a part of it. More precisely, the trick of this thought experiment is not in the Axiom of Choice (nornor in the way probability) is used, but about impracticability ofin covertly assuming an ability to do the proposed strategyimpracticable. Thus the riddle is not as counter-intuitive (Thus my cognitive dissonance is resolved.to me) as it may appear.
Imagine how possibly anybody could make paper instructions out of this strategy or how how possibly anybody could perform this strategy in a finite time. In In the real world, any single action takes a positive time. Even Even a mathematician can perform at most countably many actions in a finite time. However However, the proposed strategy is uncountablerequires uncountably many actions and hence not practicable in a finite time. (I believe that one can reallyactually prove that there is no practicable (=countable) strategy to answer to solve this riddle.) No wonder It is not a big surprise that one can foresee the futureunseeable if they has the ability of doing what cannot be done in in a finite time.
By the way, the Axiom of Choice has real applications to our daily life. For example, countable additivity of the Lebesgue measure is used almost everywhere in differential equations. It may be possible but will be unnecessarily painful to develop a theory for continuous objects without the Axiom of Choice.