10 LLM Failure Modes I Encountered While Engineering with ChatGPT

After months of building an AI platform with ChatGPT as my engineering partner, I started noticing recurring collaboration patterns. They weren’t random. They appeared again and again, often with surprisingly predictable triggers—and equally predictable fixes. When I started this project, I expected the biggest challenges to be Python, APIs, embeddings, vector databases, or understanding RAG. […]…