There's a handful of use cases that get pitched nonstop in demos and decks, and then completely fall apart the second you try running them for real.
For me it's anything involving reading intent from ambiguous human input. When you give it a clear support ticket everything would be fine. But give it a message where the person's clearly annoyed but not saying why, and it either overreacts or misses it completely.
What are those kinda use-cases for you? And it doesn't need to be some big dramatic failure story either. Even a small "maybe" case is worth hearing too.
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