Abstract: Systems and methods of presenting interrupting content during human speech are disclosed. The proposed systems offer improved duplex communications in conversational AI platforms. In some embodiments, the system receives speech data and evaluates the data using linguistic models. If the linguistic models detect indications of linguistic irregularities such as mispronunciation, a smart feedback assistant can determine that the system should interrupt the speaker in near-real-time and provide feedback regarding their pronunciation. In addition, conversational irregularities may also be detected, causing the smart feedback assistant to interrupt with presentation of moderating guidance. In some cases, emotion models may also be utilized to detect emotional states based on the speaker's voice in order to offer near-immediate feedback. Users can also customize the manner and occasions in which they are interrupted.