There is provided an information processing apparatus including: a movement extraction unit that extracts user's movement information obtained by quantifying movement of a user; an estimation unit that estimates recovery transition information from movement information and movement evaluation information of a specific rehabilitation subject person corresponding to the user's movement information, with reference to a recording unit that records movement information of a plurality of rehabilitation subject persons obtained by quantifying movement of the plurality of rehabilitation subject persons in association with movement evaluation information obtained by evaluating the movement information, on the basis of movement information and movement evaluation information of a rehabilitation subject person classified into a body type indicated by body type information of the user; and a selection unit that selects movement information that is to be a target of the user, on the basis of the estimated recovery transition information.