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Jack Dorsey's Block announced on October 23, 2026 a new AI model called Dessa that is trained from scratch exclusively on human conversation data. The model was showcased through sample conversations shared by Dessa lead Ragavan Thurairatnam, which demonstrate mostly natural back-and-forth exchanges, though with occasional awkward or uncanny moments that reveal the model's limitations in understanding context and identity. Dessa represents Block's effort to create a more naturally conversational AI assistant, though the examples shared suggest the technology still has hurdles to clear in achieving fully seamless human-like dialogue.