The development of a tool for reconstructing UML sequence diagrams from executing Java programs is a challenging task. We implemented such a tool designed to analyze any kind of Java program. Its implementation relies heavily on several advanced features of the Java platform. Although there are a number of research projects in this area usually little information on implementation-related questions or the rationale behind implementation decisions is provided. In this paper we present a thorough study of technological options for the relevant concerns in such a system. The various options are explained and the tradeoffs involved are analyzed. We focus on practical aspects of data collection, data representation and meta-model, visualization, editing, and export concerns. Apart from analyzing the available options, we report our own experience in developing a prototype of such a tool in this study. It is of special interest to investigate systematically in what ways the Java platform fa...