Generation of revenues is one of the most obvious routs by which investments in Information and Communication Technologies (ICT) contribute to the macroeconomic bottom line. However, due to the heterogeneity of the Transition Economies (TE), the strategies directed at the increase of the level of revenues from investments in ICT tend to be context-specific. In this paper, we propose and test a methodology allowing for formulation of the strategies based on the identification of the least efficient areas of the S-curve of the Product Life Cycle model. The proposed six-step methodology utilizes such widely used in Information Systems research data analytic techniques as Data Envelopment Analysis (DEA), Neural Networks (NN), and Multivariate Regression (MR). Illustrative example in the context of18 TEs demonstrates our methodology in action