Technology is provided for causing a computing system to extract conversation features from a multiparty conversation (e.g., between a coach and mentee), apply the conversation features to a machine learning system to generate conversation analysis indicators, and apply a mapping of conversation analysis indicators to actions and inferences to determine actions to take or inferences to make for the multiparty conversation. In various implementations, the actions and inferences can include determining scores for the multiparty conversation such as a score for progress toward a coaching goal, instant scores for various points throughout the conversation, conversation impact score, ownership scores, etc. These scores can be, e.g., surfaced in various user interfaces along with context and benchmark indicators, used to select resources for the coach or mentee, used to update coach/mentee matchings, used to provide real-time alerts to signify how the conversation is going, etc.