Introduction Balancing AI safety measures and practical functionality for SharePoint Agents is key for some use cases due to the lack of customisation of the inbuilt content safety against the four categories: harm, self-harm, sex, and hate. A particular use case we wanted to explore was its use for mental health support agents in the form of virtual mental health first aiders. My partner in crime Lee Ford and I explored what we could do without tripping the Responsible AI principles and flagging Content Safety categories.