An information processing system includes a processor configured to analyze an obtained document, the processor being configured to: obtain plural documents where information to be shared by plural participants is recorded; calculate a degree of similarity in details in units of blocks between different documents, the blocks being blocks of sentences included in the documents; determine an execution order of executing work of sharing details of each of the blocks on the basis of the degree of similarity; and allocate work time for performing the work of sharing details of each of the blocks on the basis of a number of characters in each of the blocks.