Embodiments for using structured communications to quantify social skills and social behavioral factors. Communications between at least two devices are intercepted and/or relayed by a computer system wherein a portion of the communications correspond to an audible source and wherein the forwarding or processing of communications is based on a combination of historical, contextual and/or commanded information derived from current and past communications by the computer system. Primary statistics are measured based on the communications and contextual information. Secondary statistics are derived related to a user wherein the secondary statistics quantify social skills and behavioral factors of the user in one or more dimensions against one or more profiles or roles.