A method includes receiving a received message and a draft reply message to the received message, the received message including a received message component, the received message component representing one or more of a question, a request, and a subject. The method also includes parsing the received message to detect the received message component and parsing the draft reply message into one or more reply message components, identifying, using one or more machine learning models, informational components associated with the received message component and the one or more reply message components by at least applying the machine learning module to the received message component and each reply message component of the one or more reply message, and identifying, based on the one or more informational components, one or more deficient components in the subject draft reply message, and outputting, for display, information about the one or more deficient components.