A method retrains a cognitive interaction information system. One or more processors monitors an interactive communication between a user and the cognitive interactive information system. The processor(s) identifies an incorrect answer returned by the cognitive interactive information system to a question asked by the user; reevaluates the question utilizing alternative intent classifications to form alternative answers; and presents the alternative answers to the user. The processor(s) receive a selection from the alternative answers from the user; updates processing rules to generate updated processing rules that are based on the selection; and retrains the cognitive interaction information system based on the updated processing rules.