© Springer International Publishing Switzerland 2016. Ubiquitous computing and smart gadgets have revolutionized the selfquantification in tracking and logging activities for improving daily life and inducing healthy behavior. Life-log monitoring is the process of monitoring the daily life routines of user in an efficient manner in terms of time and amount of activities. The effective utilization of life-log monitoring is to correctly identify and intimate user unhealthy activities in a timely manner. For monitoring lifelog, the knowledge of sedentary behavior first need to be formulated by the domain expert in the form of unhealthy situations, these situations are used as the monitoring unit. In this study we proposed a method for automatically monitoring users’ unhealthy situations in the domain of sedentary behavior with prolonged activities. The proposed method simultaneously filters out multiple sedentary activities of users simultaneously while ignoring the activities having no situations. The results depict that the monitoring method intimates the stakeholder with delay less than the monitoring interval cycle.