I recently had my first, live experience failing the Turing test, but in the currently evolving chat interfaces, does this even matter any more? Amy of https://x.ai is a virtual assistant: she schedules meetings over email. I was introduced to her after being invited to a meeting that spanned multiple time-zones, and the interaction I had with Amy was so genuine that I initially did not realize, and then treated with great scepticism that this wasn't a human! As we begin to populate our lives with co-workers who may not be 100% human, it's time to start asking some questions of these tools as if interviewing a human. It's a question that hides many facets: Do you think this person is someone you'd want to work with every day?