A dynamic system and method for efficiently measuring organizational compliance with multiple, overlapping, selected sources of compliance requirements by making associations of individual source controls and survey questions with a limited set of discrete compliance objectives, and by enabling creation of compliance surveys and analysis of survey answer sets based on user-selected criteria that may include selection of a specific source or sources; one or more discrete compliance objectives, and/or a choice of questions from a master question pool. Custom surveys with weighted questions and dynamic reporting enables responses to compliance audits to be analyzed against a predetermined benchmark result, against responder's own prior results, or against other responders.