AI chatbot conversation failures

A series documenting a bunch of failed conversations I have had with AI chatbots.

Read more about why I am doing this in the blog post that I wrote to announce this series.

A failed chat about Vanguard with Xero's JAX AI chatbot

18 August 2026 — a conversation with Xero JAX

An incident report on how Xero JAX failed to answer my question about add a Vanguard bank feed to my Xero account.