An example method is provided and includes detecting, during a virtual meeting session, a plurality of events associated with each of a plurality of endpoints connected to the virtual meeting session. Each of the endpoints may be associated with a user identifier. The method also includes determining a status value for each of the plurality of endpoints based analyzing one or more of the plurality of events against a metric. The method also includes storing information related to the plurality of events. An output representative of at least one portion of the virtual meeting session is generated based on the stored information. The output identifies a classification of attentiveness associated with a user identifier for the at least one portion of the virtual meeting session.