In [1], the structure of a decision support system was proposed to assess the complexity of software development in uncertainty. This article presents materials on its content. 2 variants of the content of the DSS are considered. The first option is based on the use of neural networks, the second is based on the use of the Pert method. The choice of the second option is justified. The possibility of using the assignment problem model to find the optimal distribution of work between performers is considered.