Despite extensive research on various factors affecting the effectiveness of decision support systems (DSS), considerable ambiguity still exists regarding the role and influence of the experience on the given task and the decision support system. Although researchers have advocated DSS effectiveness as a multi-dimensional construct, specific results regarding the effect of the familiarity in the task and the DSS on the problem-solving time is still lacking. The study reported here attempts to find the effect of the peculiarity of the problem-solving process on the problem-solving time. The results of the study highlight that the expertise in both the task and the DSS have made the shortage of the problem-solving time. However, more research about the generalized performance measure on the DSS is required.