A system comprising: a server configured to: host a chatbot application; generate a plurality of values based on the chatbot application accessing a plurality of PIM applications on a plurality of clients, wherein the values correspond to the PIM applications, wherein each of the PIM applications contains a plurality of received messages and a plurality of calendar entries, wherein the accessing includes reading the received messages or the calendar entries; aggregate the values into a content via the chatbot application; and output the content to an administrator client responsive to a query from the administrator client to the chatbot application.