Aspects of the present disclosure relate to automatically generating a user manual using a technique that includes training a first model with a first set of training data. The technique further includes generating, by the first model, a set of operations and a set of windows, where the set of operations and the set of windows are functions of the program. The technique further includes, generating a plurality of tasks, where a first task comprises a first operation being performed on a first window. The technique further includes determining an order of the plurality of tasks and calculating a level score for the first operation of the first window. The technique further includes assembling the user manual having the plurality of tasks in the determined order.