Provided are an information processing apparatus, an information processing method, and an information processing program that can contribute to promoting the sale of image data. An information processing apparatus includes a processor. The processor acquires first image data and first information including information on an evaluation of an image represented by the first image data. The processor analyzes the first image data and classifies the first image data into a plurality of categories. The processor calculates an evaluation value for each of the categories based on the first information. The processor generates second information of second image data based on the evaluation value.