A dynamic messaging system for factory automation devices that provides flexible data transport, presentation and scheduling. Custom message instructions are provided to robot controllers using configuration templates which are loadable without rebooting the controller or affecting ongoing operations of the robot. The configuration templates contain data definitions only and no executable code. Custom data messages are sent from the robot controller based on triggers, including periodic timers, transmission of a current message, change of device elements and programmatic requests. Custom message attributes such as transmission rate and priority can be set, and messages may include file attachments. A message template creator, external to the robot controller, creates the configuration templates, ensures message uniqueness and generates data ingestion schema. The schema are used by a cloud data parser to translate and load data into data tables, where the customer can analyze data from the messages using applications in a web portal.