Missing my biggest issues as you ask the agents to do larger tasks with less up front planning.

Is there already a pattern or code on in in the existing codebase that handles this functionality,

Do we really need net new code to achieve this functionality?

Can existing code be extended or abstracted to more cleanly implement this feature or functionality.

“Net new” is one it seems to be particularly bad at.

I don’t think I have ever even once seen an LLM solve a problem related to overengineering by simply removing the overengineering. They always choose to add more epicycles and further compound the complexity.