Electronic learning (E-learning) has been adopted as a new learning tool overcoming time and place limitations. Although the success of e-learning architectures has been investigated by researchers, little work has been conducted to assess the success and/or effectiveness of E-learning systems. The on-line training environment enables users to undertake customized training at any time and any place. Moreover, information technology allows the users to be decoupled in terms of time, place, and space. Here, the author proposes an assessment procedure applying a dynamic programming approach to model the problem of optimal path in the user profile and using reliability to measure the inter connections among users in an e-learning network. A dynamic program is used to find the optimal path for the user in the E-learning environment. The validity and effectiveness of the proposed model are illustrated by an example.