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In the present study, we investigate the potential of generative AI (ChatGPT 4) for choosing segments from teachers’ videoed classroom discussions to discuss in a post-conference. Drawing on data from a study of a successful, video-based coaching program, we compare segments chosen by GPT 4 and by an expert coach. Our emerging results suggest that ChatGPT has significant potential for selecting coachable moments to support a productive coaching conversation. Over half of the ChatGPT selected segments were rated the same or close to the quality of the expert coach. Reasons for lower ratings of ChatGPT-selected segments included being overly long, too short, or showing multiple discrete interactions rendering it difficult to identify a focal issue for discussion.