Provided is an information processing apparatus including a skill level difference detection unit configured to detect a skill level difference between a first user and a second user on the basis of sensing data regarding the first user and sensing data regarding the second user having a skill level lower than a skill level of the first user, and a presentation unit configured to dynamically change and present, during performance, skill level difference suppression information that reduces the skill level difference to at least one of the first and second users on the basis of the skill level difference detected. The sensing data is acquired through at least performance and the like performed by moving at least a part of a body of the users and other performance performed in the past with respect to the performance.