What is the biggest limitation of AI chatbots like ChatGPT, and how does it affect my workflow?

AI chatbots have what can be called a ‘fifty first dates problem’—just like the character in that movie who can’t form new memories, most AI chatbots start each conversation fresh with no recollection of past chats. Every time you open a new chat window, you have to reintroduce yourself and provide all the same background information again. This means you’re constantly spending time getting the AI up to speed instead of hitting the ground running with valuable work. The solution is learning context engineering techniques that allow you to provide your background information efficiently and reuse it across conversations.

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Asked by an artist frustrated with repeating themselves to AI · Answered by Patrick Shanahan · art-marketing-podcast · 2025-07-30