Anthony R. O’Donnell // October 21, 2025 
(Image source: Simply Business homepage.)
Simply Business (Boston) has launched an AI-powered insurance advisor designed to help small business owners navigate the insurance purchasing process. The tool is based on a Retrieval-Augmented Generation (RAG) model and uses large language models to provide conversational guidance on coverage types, limits, and definitions. The advisor is positioned as a complement to licensed agents, assisting customers early in the buying process.
According to Simply Business, the system matches user questions to a curated, human-verified knowledge base and is designed to respond in real time. The