Methods, systems, and computer program products for managing interactions between a content management system (CMS) and a large language model (LLM) system. The semantics of user questions can be considered before prompting an LLM, or alternatively, before querying datasets that are local to the CMS. Given a user question to be answered, the embedding of the user question can be matched against preconfigured sample question embeddings to determine a best match. A prompt corresponding to the determined best match is then configured based on identification of the class or classes that correspond to the matched question. Prompts for provision to LLMs can be synthesized based on a particular user's identity and/or based on the particular user's historical collaboration activities over objects of the CMS. The LLM can be hosted by a third-party provider. Alternatively all or portions of a large language model system can be hosted within the CMS.