Despite the ongoing efforts of the Russian government to suppress terrorists in Chechnya, their major groups demonstrate solid resilience and, as the recent deadly attacks against Russian military and civilian targets shows, maintain the capacity to carry out massive and sophisticated violent operations inside Chechnya and well beyond its borders. In this situation, when the Russian government troops and the pro-Moscow Chechen administration maintain significant control over the Chechen territory and population, one possible explanation for the terrorists' sustainability remains their past and, probably, current involvement in organized crime activities. This research argues that the process of convergence of the terrorist groups in Chechnya with organized crime groups in Chechnya and outside the republic, respectively, can be tracked through the analysis of a set of watch points of linkages. Also, in a reverse manner, analysis of the actual developments may help to identify other critical watch points.