I'm not sure it's that surprising, the expectation is only infinity if you think the person making the payout has the capacity to pay an infinite amount. The second you think this amount is finite (which must always be the case in reality), then the expectation becomes finite and probably quite small.
I agree in the more general point, expectation is not always the best tool for extremely rare / extremely significant scenarios.
I'm not sure it's that surprising, the expectation is only infinity if you think the person making the payout has the capacity to pay an infinite amount. The second you think this amount is finite (which must always be the case in reality), then the expectation becomes finite and probably quite small.
I agree in the more general point, expectation is not always the best tool for extremely rare / extremely significant scenarios.