An information processing system includes: a providing unit configured to provide a user with a task for acquiring content related to a specific keyword; an acquisition unit configured to acquire the content acquired by the user according to the task; and a control unit configured to carry out control that notifies the user of use of the acquired content for generating an intelligent information processing unit capable of specifying the relationship between the keyword and the content. The information processing system is capable of collecting learning data by causing an alternate job to be carried out.