I’m prone to long, deep-dive sessions with my favorite chatbots. What usually starts as a single prompt gradually evolves into a complex, back-and-forth conversation packed with layered requests. Every now and then, however, my trusty chatbot hits a wall and spits out an answer that proves it completely misunderstood the assignment.
These hiccups usually happen for a few reasons. AI can easily misinterpret homonyms (focusing on "Apple" the fruit instead of the tech company), get confused by vague adjectives like "better" or "creative," or get tripped up by conflicting instructions. Furthermore, during marathon chat sessions, chatbots often suffer from "context drift"—they stubbornly hyper-focus on an earlier objective and miss how the task has evolved as the conversation moved on.