Generative artificial intelligence systems and methods for processing insurance underwriting data are provided. The system automatically ingests disparate underwriting data of varying degrees of complexity, deconstructs such files and maps them to a standardized object format, assesses the accuracy and completeness of the mapping, and automatically performs repetitive underwriting data processing tasks using customized generative AI processing techniques. The system automatically pre-fills missing fields from structured and unstructured data, completes data fields that are required for underwriting data processing, validates existing fields from submissions, scores submitted data for completeness, and determines whether the data is in condition for submission to an insurance carrier for processing. The system also provides a conversational AI chat interface which allows underwriters to ask questions of the system as information is being processed. The system accelerates processing of underwriting data and uncovers patterns in data that can be used to refine future decision-making and/or processes.