A snoopy question is one asked that invades the privacy of someone at Callahan's. Snoopy questions are discouraged by Fast Eddie with his blackjack. The policy encourages the patrons to be open to listening to problems if, and only if, the person is willing to share them. The person who is asked determines if the question was snoopy or not.

On several occasions the snoopy question rule has been quietly circumvented by encouraging people to exercise The Option.